Supporting Information
Integrated Metabolomics and Morphogenesis Reveals Volatile Signaling of the Nematode-Trapping Fungus Arthrobotrys oligospora Bai-Le Wang,1 Yong-Hong Chen,1 Jia-Ning He,1 Hua-Xi Xue,1 Ni Yan,1 Zhi-Jun Zeng,1 Joan W. Bennett,2 Ke-Qin Zhang,1,* Xue-Mei Niu1,* 1
State Key Laboratory for Conservation and Utilization of Bio-Resources, Yunnan University, Kunming, 650091, People’s Republic of
China 2
Department of Plant Biology and Pathology, Rutgers University, New Jersey 08901, United States of America
*Corresponding author (Tel: 86-871-65032538; Fax: 86-871-65034838: E-mail:
[email protected] or
[email protected])
Fig. S1. GC-MS profiles of the methanol extracts of A. oligospora YMF1.01883 on CMA (up) and on PDA (down) under direct and non-direct contact with nematodes at 24h. Table S1.GC-MS profiles of the methanol extracts of A. oligospora YMF1.01883 on PDA under direct and non-direct contact with nematodes during 6-144h. Black: Non-Direct cohabiting with live nematode (NDC-L), Purple: Non-Direct cohabiting with dead nematode (NDC-D), Green: Direct cohabiting with nematode (DC), Red: Control (CON) Table S2.GC-MS profiles of the methanol extracts of A. oligospora YMF1.01883 on CMA under direct and non-direct contact with nematodes during 6-144h. Black: Non-Direct cohabiting with live nematode (NDC-L), Purple: Non-Direct cohabiting with dead nematode (NDC-D), Green: Direct cohabiting with nematode (DC), Red: Control (CON) Table S3. The compounds detected by GC-MS analysis of methanol extracts of A. oligospora YMF1.01883 on PDA under direct and non-direct contact with nematodes during 6-144h. Table S4. The compounds detected by GC-MS analysis of methanol extracts of A. oligospora YMF1.01883 on CMA under direct and non-direct contact with nematodes during 6-144h. Table S5. The list of the varied metabolites and their abundance with the time course from the saprophytic to the predacious lifestyle of the fungus grown on PDA. Table S6. The list of the varied metabolites and their abundance with the time course from the saprophytic to the predacious lifestyle of the fungus grown on CMA.
Table S7. GC-MS profiles of metabolites of nematodes under non-direct contact with A. oligpspora YMF1.01883 in CMA during 6-144h Table S8. HPLC and GC-MS profiles of the five mutants of PKS genes and A. oligospora wildtype.
Fig. S2. Five transformants were screened and confirmed by the PCR method. W, wild-type strain; M, marker. (A) lanes 7,10,11,12,17 and 18, six ΔAOL_s00043g287 mutants. (B) lanes 1 and 2, two ΔAOL_s00043g828 mutants. (C) lanes 1 and 2, two ΔAOL_s00215g283 mutants. (D) lanes 1-6, 8, 11, 14-18, 21 and 22, fifteen ΔAOL_s00079496 mutants. (E) lanes 2,4,5,9-11,12 and 18, eight ΔAOL_s00215g926 mutants.
Fig. S3. Southern analysis of the wild-type strain (WT) and the ΔAOL_s00079g496 mutant (M). The genomic DNA was digested using AgeI.
NDC-L
c-ndc-h-24 9.41;60
100 5.76 91
% 5.08
8.59 8.20 55 59
6.70 74
61
21.92;57
15.33 98
12.05 96 13.36 98
9.73 57 11.05 74
12.86 56
16.03 70
14.48 73
20.64 57 20.94 85
19.32 95
17.37 73
, 27-Dec-2010 + 21:08:50 Scan EI+ TIC 1.06e8
26.22 67
22.35 74
23.25 101
25.10 25.57 69 55
27.21 27.88 91 74
31.60 32.51 57 57
29.09 58
34.68 57
35.99 57
37.23 37.67 58 58
0 c-ndc-s-24
Scan EI+ TIC 1.92e8
21.92;57
100
9.40 60
5.75 91
%
8.59 8.19 55 59
6.69 74
5.07 61
12.05 96 9.65 102
12.86 56
11.05 73
19.32 95
16.02 70
14.47 73
NDC-D
20.64 57 20.94 85
15.33 98
13.35 98
22.35 74 23.25 101
25.10 69
26.22 67 27.87 74
31.61 73 32.50 55
29.10 58
34.69 57
35.97 57
37.23 58
38.06 59
0 c-dc-24 20.66;57
13.36;98
100 9.42 60
%
5.82 6.75 91 74
8.22 8.62 59 55
15.34 98 13.43 60
12.05 96
9.75 96 11.06 74
21.94 57
16.03 70
19.34 95
25.58 25.11 55 69
23.26 101
Scan EI+ TIC 2.56e8
DC
26.24 67 26.31 85
27.89 74
31.62 32.51 29.59 31.05 73 104 55 55
37.24 58
34.69 73
38.01 55
0 C-O-24 9.42;60
100
%
6.73 74
5.79 91
8.61 8.20 55 59
13.36 98
12.05 96 9.66 102
11.56 73
12.87 56
15.34 98 14.48 73
20.66 57
16.03 70
C
21.92 57
19.70 71
17.37 73
Scan EI+ TIC 1.26e8
22.37 23.26 74 101
26.30 85 25.58 55
27.89 28.93 29.39 149 179 74
31.62 32.53 73 55
34.70 57
36.01 73
37.24 58
38.08 89
0 6.50
8.50
10.50
12.50
14.50
16.50
18.50
20.50
22.50
24.50
26.50
28.50
30.50
28.04 24.70
34.50
36.50
38.50
Time
, 2 1 -N o v-2 0 1 0 + 1 3 :0 6 :2 3
NDC-L
p-n dc-h -12 -m 10 0
32.50
Scan EI+ T IC 9.04 e9
27.99
14.63
% 9.51
10.18 11.99
7.35
13.22
15.76 16.63
0 p-n dc-s-12 -m
18.16
20.49 21.05
22.09
25.69
23.34
28.94
27.70
28.02 28.00
10 0 24.70
37.24
32.76
Scan EI+ T IC 7.65 e9
NDC-D
14.64
% 9.49
10.21 12.00
0 p-d c-12 -m
13.22
16.64
18.17
20.50 21.06
22.09
25.70
23.34
28.95 27.71
37.23
32.76
Scan EI+ T IC 9.82 e9
28.07
10 0
24.74
DC
14.65
%
37.27 9.53 10.17 10.79 12.00
7.34
13.23
0 p-con -1 2-m
14.11
15.77 16.65
18.17
20.50 21.06 22.10
25.71
23.35
28.95
27.60
32.77 31.67
36.18
Scan EI+ T IC 9.79 e9
28.05
10 0
28.02
24.71
C
14.63
% 9.49
10.77 11.99
7.33
0 6.50
8.5 0
10 .5 0
13.22
12 .50
16.64
1 4.5 0
16 .5 0
18.16
1 8 .50
20.49 21.06
2 0.5 0
22.09
22 .5 0
25.70
23.34
2 4 .50
27.59
2 6.50
37.25
28.94 31.66
28 .5 0
3 0 .50
32.76
3 2.5 0
34 .5 0
3 6.50
Fig. S1. GC-MS profiles of the methanol extracts of A. oligospora YMF1.01883 on CMA (up) and on PDA (down) under direct and non-direct contact with nematodes at 24h. A. oligospora growing under non-direct contact live nematodes (NDC-L); A. oligospora growing under non-direct contact with dead nematodes (NDC-D); A. oligospora growing under direct contact
3 8.5 0
T ime
with nematodes (DC); A. oligospora growing without nematodes in 144h as control group (C).
Table S1.GC-MS profiles of the methanol extracts of A. oligospora YMF1.01883 on PDA under direct and non-direct contact with nematodes during 6-144h Black: Non-Direct cohabiting with live nematode (NDC-L), Purple: Non-Direct cohabiting with dead nematode (NDC-D), Green: Direct cohabiting with nematode (DC), Red: Control (CON)
Time
GC-MS profiles , 21-Nov-2010 + 12:20:55 p-ndc-h-6-m
Scan EI+ T IC 1.00e10
28.08
100
24.70 27.99 14.57
%
37.27 10.69
9.43
11.90
7.29
12.90
0 p-ndc-s-6-m
14.03
15.69 16.57
18.10
20.44 21.01 22.02
31.65
Scan EI+ T IC 7.66e9
28.05
24.71
100
32.76
28.93
27.57 25.67 26.47
23.30
14.64
% 9.51
6h
10.18 11.99
7.32
13.22
14.11
0 p-dc-6-m
15.76 16.64
18.16
20.49 21.06
22.08
25.70
23.34
28.95
37.24
32.76
27.71 31.66
Scan EI+ T IC 6.97e9
28.03
24.70
100 14.64
%
9.54 10.19 10.78
7.40
13.23
14.08
0 p-con-6-m
15.76
16.64
20.49 21.06
22.07
25.70
23.34
37.24
28.94
27.59
32.76
26.50
18.16
100
Scan EI+ T IC 1.02e10
28.06 28.00
24.69 14.57
% 9.42
10.68 11.91
7.25
13.15
0 6.50
8.50
10.50
14.04
12.50
14.50
15.69
16.57
16.50
18.10
18.50
20.44 21.01
20.50
22.05
25.66
23.30
22.50
24.50
37.25
32.76
28.93
27.57
31.65
26.50
28.50
30.50
32.50
34.50
36.50
38.50
T ime
, 21-Nov-2010 + 13:06:23 p-ndc-h-12-m 24.70
27.99
14.63
% 9.51
10.18
7.35
11.99
13.22
15.76 16.63
0 p-ndc-s-12-m
18.16
20.49 21.05
22.09
25.69
23.34
28.94
27.70
37.24
32.76
Scan EI+ T IC 7.65e9
28.02 28.00
100 24.70
14.64
%
12h
Scan EI+ T IC 9.04e9
28.04
100
9.49
10.21 12.00
0 p-dc-12-m
13.22
16.64
18.17
20.50 21.06
22.09
25.70
23.34
28.95 27.71
37.23
32.76
Scan EI+ T IC 9.82e9
28.07
100
24.74 14.65
%
37.27 9.53 10.17 10.79 12.00
7.34
13.23
0 p-con-12-m
14.11
15.77 16.65
18.17
20.50 21.06 22.10
25.71
23.35
28.95
27.60
32.77 31.67
36.18
Scan EI+ T IC 9.79e9
28.05
100
28.02
24.71 14.63
% 9.49
10.77 11.99
7.33
0 6.50
8.50
10.50
13.22
12.50
16.64
14.50
16.50
18.16
18.50
20.49 21.06
20.50
22.09
25.70
23.34
22.50
24.50
37.25
28.94
27.59
26.50
31.66
28.50
30.50
32.76
32.50
34.50
36.50
38.50
T ime
, 21-Nov-2010 + 13:51:55 p-ndc-h-18-m
18h
100
Scan EI+ TIC 6.63e9
28.00
24.68
14.63
37.26
% 9.49 10.26 7.33
10.78
13.22
15 75
16.64
18.16
20.49 21.06
22.06
23.33
25.69
27.59
28.94
32.76
, 21-Nov-2010 + 14:37:22 p-ndc-h-24-m 100
Scan EI+ TIC 6.99e9
28.02
24.69
14.63
37.27
% 9.50
10.21
7.35
11.99
13.23
15.76
0 p-ndc-s-24-m
16.64
18.16
20.49 21.06
22.07
25.70
23.34
32.77
28.95
27.59
Scan EI+ TIC 8.83e9
28.06
100
24.72
28.00
14.65
%
24h
9.50
10.20 12.00
0 p-dc-24-m
13.24
16.65
18.17
20.50 21.07
22.10
25.71
23.35
28.96
27.71
37.26
32.77 31.67
Scan EI+ TIC 8.24e9
28.04
100
24.72
28.00
14.65
% 9.54
10.19
7.39
12.00
13.23
0 p-con-24-m
14.12
15.76
16.64
18.17
20.50 21.07
22.10
27.60 25.71
23.35
37.26
32.77
28.95
27.00
31.67
Scan EI+ TIC 8.57e9
28.06
100
24.72 14.64 37.27
% 9.53
10.78
7.38
12.00
13.23
15.76 16.64
0 6.50
8.50
10.50
12.50
14.50
16.50
18.16
18.50
20.50 21.06
20.50
22.08
25.70
23.35
22.50
27.60
32.76
28.94 31.65
24.50
26.50
28.50
30.50
32.50
34.50
36.50
38.50
T ime
, 21-Nov-2010 + 15:22:53 p-ndc-h-30-m 100
Scan EI+ T IC 7.54e9
28.03 28.00
24.71 14.65
37.27
%
9.53
10.19 10.79
7.38
12.00
13.23
0 p-ndc-s-30-m
14.11
15.76
16.64
18.16
20.50 21.06
22.09
25.70
23.35
32.77
28.95
27.60
Scan EI+ T IC 9.04e9
28.06
100
24.72 14.65
%
30h
9.51
10.18
7.35
12.01
13.24
0 p-dc-30-m
14.12
15.77 16.65
18.17
20.50 21.07 22.10
25.71
23.36
28.96
27.60
37.26 32.77 31.67
Scan EI+ T IC 8.24e9
28.04
100 24.71
14.64
%
37.26
32.77 9.51
10.19
7.34
12.01
13.23
15.76
0 p-con-30-m
16.64
18.17
20.50 21.06
22.10
25.71
23.35
27.60
28.95
27.00
36.18
Scan EI+ T IC 7.62e9
28.04
100
24.70 14.64
%
37.25 9.51
10.23
7.34
0 6.50
11.99
8.50
10.50
13.23
12.50
15.76
14.50
16.64
16.50
18.16
18.50
20.50 21.06
20.50
22.08
25.70
23.34
22.50
24.50
27.60
32.76
28.94
27.01
26.50
28.50
30.50
32.50
34.50
36.50
38.50
T ime
, 21-Nov-2010 + 16:08:24 p-ndc-h-36-m
36h
24.69
100
Scan EI+ T IC 4.95e9
28.00
14.64 37.25
%
9.50 6 83 7 32
10.78
28.95
22.08
10.22 13.23
16.64
20.50 21.06
23.34
25.70
32.76
27.60 30 78
36 18
, 21-Nov-2010 + 16:53:52 p-ndc-h-42-m 100
Scan EI+ T IC 5.07e9
28.00
24.69
14.64
%
9.49
10.24
28.95
22.07
10.77
7.32
13.23
15.76
0 p-ndc-s-42-m
16.64
18.17
23.34
20.50 21.06
25.70
32.76
27.70
37.23
30.78
Scan EI+ T IC 7.10e9
28.04
100
24.71
28.00
14.65
% 9.51
42h
10.20
7.36
12.00
0 p-dc-42-m
13.23
15.77
16.65
18.17
20.50 21.07
22.10
28.96 25.71
23.35
37.24
32.77
27.71
Scan EI+ T IC 7.62e9
28.02
100 24.70
28.00
14.64
%
37.26 9.49
10.21
7.33
0 p-con-42-m
12.00
13.23
15.77
16.64
18.17
20.50 21.06
22.09
25.70
23.34
27.60
28.95
32.76
27.01
Scan EI+ T IC 9.52e9
28.09 28.04
100 24.74 14.65
% 9.55
10.17 10.79
7.38
12.01
13.24
0 6.50
8.50
10.50
12.50
14.13
14.50
15.77 16.65
16.50
18.18
18.50
20.50 21.07 22.11
20.50
25.72
23.36
22.50
24.50
28.96
27.72
26.50
31.67
28.50
30.50
37.25
32.77
32.50
34.50
36.50
38.50
T ime
, 21-Nov-2010 + 17:39:22 p-ndc-h-48m 100
Scan EI+ T IC 6.88e9
28.00
24.70 14.64
% 9.55
10.21
7.44
12.00
0 p-ndc-s-48m
13.23
15.77
16.64
18.16
20.50 21.06
22.08
25.70
23.34
28.95 27.71
37.24
32.76
Scan EI+ T IC 8.20e9
28.04
100
24.72 14.64
%
48h
9.50
10.18
7.34
11.99
0 p-dc-48-m
13.23
14.11
15.76 16.64
18.17
20.50 21.07
22.09
25.71
23.35
37.25
28.95
32.76
27.60
Scan EI+ T IC 6.69e9
28.00
100
24.70 14.64 37.25
% 9.50
22.08
10.21
7.35
12.00
0 p-con-48-m
13.23
15.76
16.64
18.16
20.50 21.06
27.60 25.70
23.34
32.76
28.95
27.00
Scan EI+ T IC 7.26e9
28.01
100 24.70 14.64
%
37.25 9.50
10.19
7.33
12.00
0 6.50
8.50
10.50
13.23
12.50
15.76
14.50
16.64
16.50
18.16
18.50
20.50 21.06
20.50
22.09
23.35
22.50
25.70
24.50
28.94
27.60
26.50
28.50
32.76
30.50
32.50
34.50
36.50
38.50
T ime
, 21-Nov-2010 + 18:24:52 p-ndc-h-72-m
Scan EI+ T IC 6.54e9
28.03
24.71
100 14.64
%
72h
9.58
10.22
6.92 7.48
22.08 12.01
13.24
0 p-ndc-s-72-m
14.12
15.77
16.64
20.50 21.07
28.95 25.71
23.35
37.25
32.77
27.60 30.78
18.17
Scan EI+ T IC 4.50e9
27.99
24.68
100
37.27
14.64
%
9.51 6.86 7.36
10.23 10.78
22.07 13.23
15.77
16.65
18.17
20.50 21.07
23.34
25.70
27.60 27.01
32.77
28.95 30.79
35.08
, 21-Nov-2010 + 19:10:23 p-ndc-h-96-m
Scan EI+ T IC 5.10e9
28.00
24.68
100 14.63
37.25
% 9.49
10.23
28.94
22.08
10.78
7.31
13.22
15.76
0 p-ndc-s-96-m
23.34
20.50 21.06
16.64
25.70
32.76
27.59
18.16
Scan EI+ T IC 3.70e9
27.98
24.67
100
37.26
14.64
%
96h
9.49
22.06
10.25 10.78
6.84 7.33
12.17
13.23
15.76
0 p-dc-96-m 100
27.60 23.34
20.50 21.06
16.64
32.76
28.94
25.69 27.02
18.16
35.07 36.18
30.80
Scan EI+ T IC 4.80e9
27.99
14.63
24.67 37.26
%
9.48
22.06
10.23 10.77
25.69
18.16
15.76
32.77
28.94 23.72
20.49 21.06
16.64
13.22
7.29
0 p-con-96-m
33.20
27.01
36.19
Scan EI+ T IC 3.15e9
24.66
100
37.25 27.97
32.77
14.63
%
9.48
22.04
10.26 10.77
6.83 7.30
12.18
6.50
8.50
10.50
12.50
15.76
14.50
23.33 23.54
20.50 21.06
16.64
13.23
0
18.16
16.50
18.50
20.50
22.50
24.50
25.69
28.94
27.60 27.04
30.81
26.50
28.50
30.50
35.06 36.18
32.50
34.50
36.50
38.50
T ime
, 21-Nov-2010 + 19:55:58 p-ndc-h-120-m
Scan EI+ T IC 2.13e9
27.61
100 24.66 14.63
9.49 10.30
%
22.02 23.33
10.77
6.85 7.34
12.19
20.51
16.65
13.23
15.76
0 p-ndc-s-120-m
37.24
17.67
32.77
27.97 28.94
25.69
21.06
35.08 36.18
30.81
27.04
100
Scan EI+ T IC 4.88e9
27.99
24.68 14.64
% 9.49
120h
10.24
7.30
22.05 12.00
0 p-dc-120-m
13.23
15.76
16.64
18.17
23.34
20.50 21.06
25.70
28.94
27.60
37.24
32.76
27.02
Scan EI+ T IC 2.86e9
14.63
100
27.60 24.65
%
16.64
9.47 10.29 10.77
7.28
13.22
0 p-con-120-m
14.07
16.45
27.96
22.03 20.02
17.34
20.50 21.06
37.24
22.35 23.72
25.69
32.76
28.93 27.03
35.08 36.18
30.81
Scan EI+ T IC 1.62e9
24.65
100
37.23
%
0
14.63
9.48 10.30
5.46
6.83 7.31
6.50
27.96
23.32 10.77
8.81
8.50
22.02
10.50
16.64
12.73 13.23
12.50
15.76
14.50
22.34
20.50 21.06
25.69
18.50
20.50
22.50
24.50
32.76
29.32
27.60
23.54
33.61
30.83
17.66
16.50
26.50
28.50
30.50
32.50
35.06
34.50
36.19
36.50
38.50
T ime
, 21-Nov-2010 + 20:41:31 p-ndc-h-144-m 24.68
100
Scan EI+ T IC 4.33e9
27.99
14.63
%
9.50
10.22 12.17
0 p-ndc-s-144-m
144h
22.06
10.77
6.84 7.34
13.23
15.76
16.64
20.50 21.06
27.60 23.33
37.25
32.76
28.94
25.69 27.00
18.16
24.67
100
35.08 36.18
Scan EI+ T IC 3.36e9
27.98
14.64
%
22.03
9.49 10.30 10.77
6.84 7.31
13.23
15.77
0 p-dc-144-m
16.64
23.33
20.50 21.06
25.69
28.94
27.60
30.80
18.17
37.23
32.76
Scan EI+ T IC 4.38e9
27.62
100
37.26
14.63 24.66
% 9.48 10.28 7.30
10.77
13.22
16.64 16.45
22.04 20.50 21.06
27.97
23.72 25.69
26.94
28.94
32.77 33.20
36.19
Table S2.GC-MS profiles of the methanol extracts of A. oligospora YMF1.01883 on CMA under direct and non-direct contact with nematodes during 6-144h Black: Non-Direct cohabiting with live nematode (NDC-L), Purple: Non-Direct cohabiting with dead nematode (NDC-D), Green: Direct cohabiting with nematode (DC), Red: Control (CON)
Time
GC-MS profiles , 2 7 -D e c -2 0 1 0 + 1 8 :5 3 :0 9 c -n d c - h - 6 9.43;60
100 5.83 91 6.77 74
%
7 . 9 3 8 .6 3 135 55
9.67 102
21.93 57
15.35 98
1 2 .0 6 96
20.65 57
13.36 98
11.07 73
18.53 55
1 6 .3 5 112
1 4 .4 9 73
S c a n E I+ T IC 1 .0 7 e 8
26.23;67 2 5 .1 1 25.57 69 55
22.37 74
19.34 95
26.30 85
23.26 101
31.61 73 2 7 .4 4 55
2 9 .1 0 58
32.67 55
3 0 .7 6 57
3 4 .7 2 73
36.47 57
37.23 58
38.05 55
37.24 75
38.08 57
0 c -n d c - s - 6 100
25.07 69 9.33 60
5.72 91
%
6h
S c a n E I+ T IC 1 .7 9 e 8
26.20;67
6 .6 5 74
7.82 1 3 5 8 .5 2 55
10.96 74
11.97 96
1 3 .2 8 98
1 5 .2 7 98 15.97 14.41 70 73
19.28 95
2 0 .6 0 57
21.88 57
2 2 .3 2 74
25.54 55
23.22 101
0 C -D C -6
%
5.80 91
6.74 74
27.18 71
2 7 .8 7 74
2 9 .0 9 58
S c a n E I+ T IC 1 .1 7 e 8
26.23;67
9.43;60
100
31.61 57
1 2 .0 6 96
8.22 8.62 59 55
13.36 98
11.06 74
15.35 98 1 4 .4 8 73
20.66 57
1 6 .0 4 70
21.93 22.37 74 57 23.26 144
19.34 95
1 7 .3 7 73
2 5 .1 1 69
25.57 55
26.30 8 5 2 7 . 2 1 2 8 .9 3 149 71
3 1 .0 4 29.59 104 57
31.62 57
32.52 57
34.69 57
35.99 57
37.25 57
38.03 55
37.25 57
38.03 55
0 C -D C -6
%
5.80 91
6.74 74
S c a n E I+ T IC 1 .1 7 e 8
26.23;67
9.43;60
100
1 2 .0 6 96
8.22 8.62 59 55
13.36 98
11.06 74
15.35 98 1 4 .4 8 73
20.66 57
1 6 .0 4 70
21.93 22.37 74 57 23.26 144
19.34 95
1 7 .3 7 73
2 5 .1 1 69
25.57 55
26.30 8 5 2 7 . 2 1 2 8 .9 3 71 149
3 1 .0 4 29.59 104 57
31.62 57
32.52 57
34.69 57
35.99 57
0 6 .5 0
8 .5 0
1 0 .5 0
1 2 .5 0
1 4 .5 0
1 6 .5 0
1 8 .5 0
2 0 .5 0
2 2 .5 0
2 4 .5 0
2 6 .5 0
2 8 .5 0
3 0 .5 0
3 2 .5 0
3 4 .5 0
3 6 .5 0
T im e
3 8 .5 0
, 2 7-D ec -20 1 0 + 1 9 :3 8 :26 c-n dc-h-1 2 10 0
9.44;60
5.81 91
%
6.74 74
12.06 96 7.92 8.62 165 55
13.44 60
9.74 57 11.06 74
16.03 70
14.48 73
Scan EI+ T IC 6.01 e7
21.93 57
15.35 98
19.34 95
17.37 73
25.11 69
26.30 85 22.38 25.59 23.26 24.64 55 74 55 73
20.66 57
0 c-n dc-s-1 2
12h
6.75 8.62 74 7.79 8.21 55 73 59
21.93 57
15.34 98
12.05 96
5.81 91
%
13.36 98
9.74 11.05 96 74
14.48 73
22.36 74
20.65 57 16.35 17.36 18.73 126 112 73
19.33 95
20.95 85
29.10 58
34.19 34.69 57 57
36.03 57
34.27 34.70 57 57
36.04 57
37.24 38.11 38.73 57 89 57
Scan EI+ T IC 8.75 e7
25.11;69 26.23 67
9.43;60
10 0
27.94 84
31.62 32.51 30.76 57 57 73
23.26 101
25.57 55
24.68 55
26.30 85
27.45 55 29.11 58
30.76 58
31.63 57
32.53 57
37.26 58
38.04 57
0 c-d c-12 9.42;60
10 0
%
6.74 74
5.14 61
12.06 96 7.92 8.62 135 55
Scan EI+ T IC 1.37 e8
26.23;67
5.80 91 9.75 11.05 96 74
15.35 98
13.36 98 12.87 56
16.03 70
14.48 73
18.24 73
19.33 95
21.93 20.65 57 22.36 57 74 20.94 85 23.26 55
25.11 69
25.57 55
26.30 85
27.44 55 28.92 149
31.61 31.04 73 32.52 104 55
34.68 57
36.49 57
37.24 57
38.00 55
0 C -O -12
Scan EI+ T IC 7.11 e7
9.35;60
10 0
11.98 96
5.69 91
%
8.12 8.52 6.63 59 55 74 7.72 73
9.67 96
11.20 73
15.29 98
13.30 98 12.81 86
15.98 70
14.43 73
26.28 21.91 85 57 22.34 74 23.24 25.56 20.92 24.29 55 101 85 102
20.61 57 17.33 73
19.22 19.66 71 94
27.72 135
29.10 58
30.59 58
31.63 32.68 57 73
34.71 73
35.98 73
37.25 58 37.71 58
0 6.50
8.50
10.50
12.50
14 .5 0
16 .5 0
1 8.50
2 0.50
22.50
24.50
26.5 0
28 .5 0
3 0.50
3 2.50
3 4.50
36.50
T ime
38.5 0
, 2 7-D ec -20 1 0 + 2 0 :2 3 :36 c-n dc-h-1 8
%
18h
5.79 91
12.05 96 6.72 74
8.61 8.21 55 59
Scan EI+ T IC 1.57 e8
21.93;57
9.41 60
10 0
9.66 102
11.06 74
13.36 98
13.17 59
20.64 57
15.34 98
14.49 73
16.03 70
17.37 73
19.33 95
20.94 85
22.36 74 23.26 101
25.10 69
26.22 67 27.21 27.88 91 74
29.10 58
30.58 107
31.61 73 32.52 55
34.67 57
35.97 73
37.22 38.08 38.68 58 70 55
0 c-n dc-s-1 8 10 0
5.82 91
9.43;60 12.06 96
%
0
6.77 74 6.31 86
7.92 8.63 165 55
9.75 96 11.07 74
21.93 57
15.35 98 13.36 98 12.87 56
14.48 73
16.03 70
20.66 57 19.33 95
20.95 85
25.11 69 22.36 74 23.26 101
24.93 61
Scan EI+ T IC 1.12 e8
26.23;67
25.57 55
26.29 85 27.89 74
29.10 30.17 58 89
31.62 32.67 60 57
34.71 57
36.00 73
37.25 37.69 58 58
, 2 7-D ec -20 1 0 + 2 1 :0 8 :50 c-n dc-h-2 4 10 0
9.41;60 5.76 91
% 5.08
6.70 74
61
8.59 8.20 55 59
21.92;57
15.33 98
12.05 96 13.36 98
9.73 57 11.05 74
12.86 56
16.03 70
14.48 73
17.37 73
20.64 57 20.94 85
19.32 95
Scan EI+ T IC 1.06 e8
26.22 67
22.35 74
23.25 101
25.10 25.57 69 55
27.21 27.88 91 74
31.60 32.51 57 57
29.09 58
34.68 57
35.99 57
37.23 37.67 58 58
0 c-n dc-s-2 4 9.40 60
5.75 91
%
24h
Scan EI+ T IC 1.92 e8
21.92;57
10 0
6.69 74
5.07 61
8.59 8.19 55 59
12.05 96 9.65 102
12.86 56
11.05 73
20.64 57 20.94 85
15.33 98
13.35 98
19.32 95
16.02 70
14.47 73
22.35 74 23.25 101
25.10 69
26.22 67 27.87 74
31.61 73 32.50 55
29.10 58
34.69 57
35.97 57
37.23 58
38.06 59
0 c-d c-24 10 0 9.42 60
%
5.82 91
6.75 74
8.22 8.62 59 55
15.34 98 9.75 96 11.06 74
13.43 60
12.05 96
Scan EI+ T IC 2.56 e8
20.66;57
13.36;98
26.24 67
21.94 57
16.03 70
19.34 95
25.11 69
23.26 101
25.58 55
26.31 85
27.89 74
31.62 32.51 29.59 31.05 73 104 55 55
37.24 58
34.69 73
38.01 55
0 C -O -24
%
Scan EI+ T IC 1.26 e8
9.42;60
10 0
5.79 91
6.73 74
8.61 8.20 55 59
13.36 98
12.05 96 9.66 102
11.56 73
12.87 56
15.34 98 16.03 70
14.48 73
21.92 57
20.66 57
22.37 23.26 74 101
19.70 71
17.37 73
25.58 55
26.30 85
31.62 32.53 73 55
27.89 28.93 29.39 149 179 74
34.70 57
36.01 73
37.24 58
38.08 89
0 6.50
8.50
10.50
12.50
14 .5 0
16 .5 0
1 8.50
2 0.50
22.50
24.50
26.5 0
28 .5 0
3 0.50
3 2.50
3 4.50
36.50
38.5 0
T ime
, 2 7-D ec -2 0 10 + 21 :5 4 :0 5 c-ndc-h -30 9.43 60
%
Scan EI+ T IC 1.40 e8
26.23;67
10 0
5.81 91
6.75 74
8.22 8.62 59 55
12.05 96
9.74 57
11.06 74
21.93 57
15.34 98
13.36 98 12.87 56
16.03 70
14.48 73
19.33 95
22.37 74
20.65 57
25.11 69
27.21 27.88 71 74
23.25 55
31.61 73
29.10 58
32.68 55
34.67 57
36.00 73
37.24 57
38.05 59
0 c-ndc-s-30
%
30h
Scan EI+ T IC 1.92 e8
9.41;60
10 0 5.82 91
6.75 74
8.22 8.62 59 55
9.75 96 11.06 74
13.36 98
12.06 96
16.03 70
14.48 73
21.93 57
20.64 57
15.35 98
22.37 74
20.94 85
19.33 95
25.11 69
26.23 67
23.26 101
27.22 27.88 28.93 91 74 73
31.62 32.53 57 73
37.27 58
34.71 57
0 c-dc-30 13.36;98
10 0
6.73 74
5.80 91
8.61 8.22 55 59
Scan EI+ T IC 3.14 e8
20.65;57
9.40 60
%
21.93 57
15.33 98 16.02 70
12.05 9.75 96 11.05 96 74
22.35 23.25 74 101
19.32 95
25.10 69
26.23 67
27.88 74
31.04 31.61 32.50 104 57 55
34.68 57
37.23 57
0 C -O -30 10 0
% 5.83 91
6.76 74
12.05 96
8.22 8.63 59 55
Scan EI+ T IC 1.63 e8
26.23;67
9.42;60
9.75 96 11.06 73
15.34 98
13.36 98
12.86 56
20.65 57
16.04 70
14.48 73
21.93 57 22.36 74
19.34 95
23.26 25.11 69 101
25.57 55
26.30 85
27.20 71
29.11 29.78 57 58
31.62 73
32.54 55
34.69 57
35.99 73
37.25 58
38.03 55
0 6 .50
8.50
10 .5 0
1 2.50
14 .50
16.5 0
1 8.50
20 .5 0
22.50
24 .50
26.50
2 8.50
30 .5 0
3 2.50
34 .5 0
36.5 0
3 8.50
T ime
, 2 7-D ec -2 0 10 + 22 :3 9 :1 8 c-ndc-h -36
36h
% 5.78 91
6.72 74
8.60 55 8.20 59
13.36 98
9.40 60 9.66 102
12.05 96 11.05 74
12.86 56
13.43 60
15.33 98
16.03 70
20.64 57 20.57 19.32 60 95
23.25 101
0 c-ndc-s-36 10 0
Scan EI+ T IC 2.93 e8
21.93;57
10 0
21.91;57
25.11 69
26.23 67
27.88 28.93 74 73
31.62 32.52 73 55
34.67 57
36.00 57
37.25 58
38.03 55
Scan EI+ T IC
, 2 7-D ec -2 0 10 + 23 :2 4 :3 6 c-ndc-h -42
%
Scan EI+ T IC 1.51 e8
21.92;57
10 0
9.42 60 5.77 91
6.70 74
8.59 8.20 55 59
15.33 98 12.04 96
9.65 102
14.48 73
12.86 56
11.05 74
20.64 57
15.16 55
13.36 98
16.03 70
22.36 23.25 74 101
19.33 95
17.37 73
25.11 69
26.29 85
31.61 32.51 60 55
27.88 28.93 74 73
34.68 73
35.99 73
37.25 57
0 c-ndc-s-42
%
42h
5.82 91
6.76 74
8.62 8.22 55 59
Scan EI+ T IC 1.41 e8
21.93;57
9.43 60
10 0
15.34 98
12.05 96 9.67 102
11.06 74
13.36 98
19.33 95
16.03 70
14.48 73
12.86 56
20.65 57 20.94 85
22.36 23.25 74 144
25.11 69
26.29 85
27.88 74
31.62 32.67 57 55
29.09 55
34.70 57
36.00 73
37.24 58
0 c-dc-42 13.36;98
9.37;60
10 0
%
6.73 74
5.80 91
8.60 8.21 55 59
9.66 102
11.05 74
Scan EI+ T IC 3.25 e8
20.65;57 21.93 57
15.33 98 12.05 96
16.02 70
25.11 69
23.25 101
19.32 95
18.51 55
0 C -O -42
%
6.72 74
5.79 91
8.20 59
13.36 98
12.06 96
8.61 55 9.66 102
11.06 74
12.86 56
15.34 98
13.43 60
20.65 57
21.93 57 22.36 74
25.57 25.11 55
23.26 101
19.34 95
16.03 70
27.88 74 28.93 73
31.61 32.50 73 55
34.67 57
37.24 58
37.99 55
Scan EI+ T IC 1.30 e8
26.23 67
9.43;60
10 0
26.29 85
26.30 85 27.89 74
69
29.09 55
29.78 57
31.62 32.67 73 57
34.69 73
36.03 73
37.25 58
38.02 55
0 6 .50
8.50
10 .5 0
1 2.50
14 .50
16.5 0
1 8.50
20 .5 0
22.50
24 .50
26.50
2 8.50
30 .5 0
3 2.50
34 .5 0
36.5 0
3 8.50
T ime
, 2 8-D ec -2 0 10 + 00 :0 9 :5 4 c-ndc-h -48
%
Scan EI+ T IC 1.92 e8
21.92;57
10 0
9.42 60 5.80 91
6.74 74
8.61 8.21 55 59
9.66 102
15.34 98
12.05 13.36 96 98 13.17 11.05 59 74
20.64 57 22.36 23.26 74 101
19.33 95
16.02 70
25.10 69
26.30 85
27.88 28.94 74 73
31.61 32.52 55 73
34.68 73
36.02 57
37.23 58
0 c-ndc-s-48 21.89;57
10 0
%
48h
9.33 60 5.70 91
6.63 74
8.51 55 8.12 59
9.57 102
11.98 96 10.97 74
13.29 98 12.79 56
15.27 98 15.10 55
20.60 57
15.97 70
14.42 73
17.32 18.62 126 73
19.28 95
25.08;69
22.32 74 23.22 101
Scan EI+ T IC 1.87 e8
26.21 67
25.54 55
26.27 27.71 85 135
29.37 28.92 179 149
31.62 32.65 73 55
34.69 57
35.97 73
37.22 58
38.03 58
0 c-dc-48 13.36;98
10 0
% 5.83 91
6.76 74
8.22 8.62 59 55
20.94 21.93 85 57
15.33 98
9.41 60
12.05 96
9.75 96
Scan EI+ T IC 5.23 e8
20.65 57
16.02 70
19.33 95
26.22 67 25.11 69
23.25 101
27.88 74
31.60 73 32.50 55
37.99 67
34.67 73
0 C -O -48
Scan EI+ T IC 1.87 e8
9.41;60
10 0
% 5.81 91
6.75 74
8.62 55 8.22 59
9.67 102
11.56 73
12.05 96
13.36 15.34 98 98 13.43 60 16.04 12.87 70 14.48;73 56
21.93 57 20.65 57 19.33 95
26.23 67 22.37 23.26 74 101
25.11 69
27.21 27.89 71 74
31.62 32.66 57 57
29.10 55
34.69 57
36.00 57
37.24 58
38.03 55
0 6 .50
8.50
10 .5 0
1 2.50
14 .50
16.5 0
1 8.50
20 .5 0
2 2.50
24 .50
26.50
2 8.50
30 .5 0
3 2.50
34 .5 0
36.5 0
3 8.50
T ime
, 2 8-D ec -2 0 10 + 00 :5 5 :1 6 c-ndc-h -72 21.92;57
10 0 9.42 60
%
72h
Scan EI+ T IC 1.64 e8
5.78 91
6.71 74
8.60 8.20 55 59
9.66 102
12.05 96
12.88 56
11.07 74
26.23 67
15.34 98 13.36 98 16.03 70
14.49 73
20.65 57 19.33 95
22.36 74
23.26 101
25.11 69
26.30 85
27.88 28.94 74 73
31.62 73 32.51 55
34.70 57
36.01 57
37.22 58
37.99 55
0 c-ndc-s-72
%
Scan EI+ T IC 2.07 e8
21.93;57
10 0
9.41 60
5.79 91
6.72 74
8.60 55 8.21 59
9.66 102
12.05 96 11.05 74
13.36 98
12.86 56
15.33 98 15.15 55 16.03 70
20.64 57 19.33 95
20.57 60
22.36 23.25 74 101
25.11 69
26.23 67 27.20 71
27.88 28.92 74 73
31.62 32.52 57 55
34.69 73
35.97 73
37.25 57
38.05 55
, 2 8-D ec -2 0 10 + 01 :4 0 :3 8 c-ndc-h -96
Scan EI+ T IC 3.47 e8
26.23;67
10 0
% 6.72 74
5.79 91
8.60 8.21 55 59
21.93 57
9.41 60 9.66 102
11.56 73
15.34 98
13.36 98
12.05 96
19.33 95
16.03 70
25.57 55
22.36 74
20.65 57
23.26 101
25.11 69
31.61 73 32.51 55
27.43 27.88 28.92 74 73 55
37.25 58
34.70 57
38.00 67
0 c-ndc-s-96 10 0
8.60 55 9.40 60
%
96h
Scan EI+ T IC 3.57 e8
21.94;57
6.72 6.29 74 86
8.21 59
9.66 102
12.05 96 11.05 74
12.87 56
0 c-dc-96
15.34 98
13.36 98
15.16 55 14.49;73
20.58 60
23.25 101
19.33 95
16.03 70
25.11 69
26.23 67
31.61 73 32.52 55
27.88 28.93 74 149
34.69 73
37.24 35.99 58 73
37.99 55
Scan EI+ T IC 8.42 e8
13.36;98
10 0
% 6.74 6.30 74 86
9.36 8.61 60 55 9.67 8.21 102 59
15.33 98
12.05 96
20.66 57 16.02 70
19.15 55
21.94 57 23.25 25.56 101 24.29 55 102
19.68 57
26.22 67
27.88 74
31.60 73 32.51 55
38.00 67
34.67 57
0 C -O -96 10 0
8.65 9.36 55 60
21.94 57
6.83 74
% 5.02 79
6.34 86
Scan EI+ T IC 6.84 e8
13.36;98
9.75 96 11.06 74
8.25 59
15.33 98
12.05 96 12.86 56
19.32 95
16.02 70
14.47 95
23.25 101
20.66 57
22.34 74
24.29 102
26.22 67 25.56 55
27.89 74
31.61 32.51 55 55
29.09 55
37.24 58
34.70 36.01 57 57
37.99 67
0 6 .50
8.50
10 .5 0
1 2.50
14 .50
16.5 0
1 8.50
20 .5 0
2 2.50
24 .50
26.50
2 8.50
30 .5 0
3 2.50
34 .5 0
36.5 0
3 8.50
T ime
, 2 8-D ec -20 1 0 + 0 2 :2 6 :00 c-n dc-h-1 20
Scan EI+ T IC 4.66 e8
21.94;57
10 0 8.61 9.39 55 60
% 5.15 61
6.74 74
8.22 59
13.36 98
9.67 102
11.06 74
12.05 96
15.33 98
13.44 60
20.66 57
23.26 101
19.33 95
16.03 70
26.23 67 25.11 69
31.62 73
27.21 27.89 28.94 91 74 73
38.00 67 32.52 55
34.68 35.98 36.47 57 55 57
0 c-n dc-s-1 20
%
120h
Scan EI+ T IC 4.13 e8
21.94;57
10 0
13.37 98
8.62 9.39 55 60 6.76 6.31 74 86
8.23 59
9.67 102
15.34 98 15.17 55 16.04 70 14.48;73
12.05 96 11.06 74
20.59 60 18.68 126
23.26 101
19.33 95
25.11 69
26.23 67
31.62 73
27.89 28.94 74 73
32.51 55
38.00 67 34.69 73
35.99 57
37.22 58
0 c-d c-120
Scan EI+ T IC 5.40 e8
13.37;98
10 0
% 5.81 91
6.74 74
9.39 8.61 60 55 9.67 8.22 102 59
0 C -O -120
15.33 98 11.06 74
12.05 96
16.03 70
19.33 95
20.66 57 20.59 60
21.94 57
26.23 67 23.26 101
25.11 25.57 69 55
31.61 73 32.52 55
27.89 28.94 74 73
34.70 73
37.23 57
38.00 67
Scan EI+ T IC 5.60 e8
26.22;67
10 0 8.62 9.38 55 60
%
26.30 85
6.78 6.31 74 86
8.23 59
21.92 57
13.36 98
9.67 102
11.05 74
12.04 96
15.33 98 16.33 112
14.47 73
19.32 95
23.25 101
20.65 57
24.29 102
25.56 55
26.29 85
38.01 67
31.60 73 27.88 28.86 74 55
32.51 55
34.68 57
37.25 57
0 6.50
8.50
10.50
12.50
14 .5 0
16 .5 0
1 8.50
2 0.50
2 2.50
24.50
26.5 0
28 .5 0
3 0.50
3 2.50
3 4.50
36.50
38.5 0
T ime
, 2 8-D ec -20 1 0 + 0 3 :1 1 :22 c-n dc-h-1 44 21.93 57
10 0
%
144h
8.60 9.38 55 60 6.73 6.29 74 86
8.22 59
9.66 102
0 c-n dc-s-1 44
11.05 74
12.05 96
13.35 98
15.33 98 16.02 70
20.58 60 19.32 95
22.35 25.56 23.25 74 101 24.29 55 102
27.43 27.88 28.93 55 74 73
31.60 73
32.51 55
34.67 57
37.99 67
Scan EI+ T IC 4.30 e8
21.93;57
10 0 8.61 9.38 55 60
%
Scan EI+ T IC 6.05 e8
26.22;67
6.75 6.31 74 86
8.22 59
9.67 102
13.36 98
15.33 98
12.05 96 11.06 74
14.46 95
16.03 70
20.58 72 19.33 95
23.25 101
24.29 102
26.22 67 25.56 27.20 55 91
31.60 73 27.88 28.93 29.53 74 57 73
37.99 67 32.50 55
34.69 35.97 36.46 57 57 55
Table S3. The compounds detected by GC-MS analysis of methanol extracts of A. oligospora YMF1.01883 on PDA under direct and non-direct contact with nematodes during 6-144h.
Hit Name
Molecular
No
Rt (min)
1
6.849
2
7.339
3
7.739
4
8.825
5
9.095
6
9.480
2,2-Bioxirane
C4H6O2
7
10.205
®-Urea
CH4NO2
8
10.606
Ethanone, 1-(2-furanyl)-
C6H6O2
9
10.781
(M)Furfural
C5H4O2
Ethyl-1-propenyl ether N-nitrosodi methylamine Acetic acid methoxy 1-Hydroxy2-butanone 3-Ethoxy1,2-propane
Formula C5H10O C2H6N2O C3H6O3 C4H8O2 C5H12O3
Structure
10
11.996
2,4-Dihydroxy-2,5-di methyl-3(2H)-furan-3 -one
11
12.181
Ethanol,2-nitro-propi onate(ester)
C5H9NO4
12
12.726
®-Propanoic acid 2-methyl-
C4H8O2
13
12.980
®-2-Furancarboxalde hyde,5-methyl-
C6H6O2
14
13.222
(M)2-cyclopentene -1,4-dione
C5H4O2
15
13.482
2,3,4,5,6,7-hexahydro xyheptanal
C7H14O7
16
13.622
(Z)-3-(2-((3H-indol-3 -yl)methylene)hydroa ziny)-5-methyl-4H-1, 2,4-triazol-4-amin
C12H13N7
17
14.077
Butyrolactone
C4H6O2
18
14.122
2-propenoic acid
C3H4O2
19
14.257
Benzeneethanamineаmethyl
C9H13N
C6H8O4
20
15.017
1,2-Cyclopentanediol ,3-methyl-
C6H12O2
21
15.763
2-Furanmethanol, 5-methyl-
C6H8O2
22
16.380
2-Cyclopenten1-one,2-hydroxy
C5H6O2
23
16.448
2(5H)-Furanone
C4H4O2
24
16.773
Nona-3,5-dien-2-one
C9H14O
25
16.913
3,3-Dimethyl -2-pentanol
C7H16O
26
17.568
2-Cyclopenten-1-one, 2-hydroxy-3-methyl-
C6H8O2
27
18.334
Geranyl acetate
C12H20O3
28
18.404
2-(2-aminoacetamido) 3-hydroxybutanoic acid
C6H12N2O4
29
18.759
(M)methyl,6 -oxoheptanoate
C8H14O3
30
18.954
Thiophene,tetrohydro -3-methyl-
C5H10S
31
19.109
O-acetyl-L-serine
C5H9NO4
32
19.429
(M)Propanoic acid,3(acetylthio)-2-methyl
C6H10O3S
33
19.679
2-hydroxyhexadecyl butanoate
C20H40O3
34
19.794
35
19.884
36
20.014
37
20.364
38
20.495
39
20.685
Furyl hydroxymethyl ketone
21.060
2,5-Dimethyl-4-hydr oxy-3(2H)-furanone
40
Benzenemethanol, 4-hydroxy®-6-Dodecanol acetate 3-Hydroxy-2-methyl4H-pyran-4-one 9-Oxobicyclo(3,3,1)n onan-2-ol,acetate 2H-pyran-2,6 -(3H)-dione
C7H8O2 C14H28O2 C6H6O3 C10H16O3 C5H4O3 C6H6O3 O
C6H8O3
OH O
41
21.35
Desulphosinigrin
C10H17NO6S
42
21.61
(M)Isosorbide Dinitrate
C6O8N2O8
43
22.075
di-Gryceraldehyde dimer
C6H12O6
44
22.225
Ally 2-ethyl butyrate
C9H16O2
45
22.370
Ethanone, 1-[3-ethyloxiranyl]-
C6H10O2
46
22.815
2,4-Dimethyl hexanedioic acid
C8H14O4
47
22.996
48
23.336
49
23.651
а-D-glucopyranoside, o-а-D-glucopyranosyl -(1,fudarw,3)-β-D-fru ctofuranosyl Formic acid 2-propenyl-ester 6-Acetyl-βdimannose
C18H32O16
C4H6O2 C8H14O7
Methyl, 6-oxoheptanoate 2H-pyran-3(4H)-one, dihydro-6-methyl 4H-pypron-4-one, 2,3-dihydro,3,5dihydroxy-6-methy
50
23.716
51
23.941
52
24.685
53
25.336
D(+)-Talose
C6H12O6
54
25.692
Ethanamine,N-ethylN-nitroso-
C4H10N2O
55
25.952
56
26.812
57
26.932
6-Octadecenoic acid methyl ester
C19H36O2
58
27.017
3-Furancarboxylic acid
C5H4O3
59
27.297
60
27.678
1-Dodecanol,3,7,11trimethylDodecanoic acid 3-hydroxy-
C8H14O3 C6H10O2 C6H8O4
C15H32O C12H24O3
Piperidine-1-dithiocar boxylic acid C11H17NOS2 2-oxocyclopentyl ester 2(3H)-Furanone, 5-heptyldihydro-
C11H20O2
O
O
61
27.702
62
27.967
63
28.022
64
28.183
65
28.588
66
28.938
67
29.333
5-Hydroxymethyl dihydrofuran-2-one 2-Furancarboxaldehy de,5-(hydroxymethyl) (R)-1-phenyl-1,2-etha nediol 1-Dodecanol, 3,7,11-trimethylBenzeneacetic acid 4-tetradecyl ester 2-Pentenoic acid, 3-methyl,methyl ester DL-proline 5-oxo, methyl ester Z-(13,14-Epoxy) tetradec-11-en-1ol acetate Pyrrolizin-1,7-dione6-carboxyli acid methyl ester Dodecanoic acid 3-hydroxy
C5H8O3 C6H6O3 C8H10O2 C15H32O C22H36O2 C7H12O2 C6H9NO3
68
29.555
C16H28O3
69
30.473
70
31.124
71
31.659
Uric acid
C5H4N4O3
72
32.224
1,3-Dioxolane, 4-ethyl-4-methyl-
C21H42O2
C9H11NO4 C12H24O3
2-pertadecyl 73
32.779
n-Hexadecanoic acid 9.10-Secocholesta-5,710(19)-triene-1,3-diol 25-[(trimethylsilyl)oxcy] 1-Dodecanoc, 3,7,11-trimethyl [1,1-bicyclopropyl]2-octanoic acid 2-hexyl-methyl ester Dodecanoic acid 3-hydroxy
C16H32O2
74
33.225
75
33.485
76
34.065
77
34.70
78
35.05
2-Myristynoyl pantetheine
C25H44N2O5
79
36.661
2-Hexadecanol
C16H34O
36.661
1,3-methyl-7,8,9,11,1 2,13,14,15,16,17-dec ahydro-6H-cyclopent a[а]phenanthren-17-
C18H24O
80
C27H44O3 C15H32O C21H38O2 C12H24O3
Table S4. The compounds detected by GC-MS analysis of methanol extracts of A. oligospora YMF1.01883 on CMA under direct and non-direct contact with nematodes during 6-144h.
No
RT (min)
Hit Name
Molecular Formula
Structure
1
5.078
Trifluoroguanidine
CH2F3N3
2
5.128
Methane,nitro-
CH3NO2
3
5.168
Urea
CH4N2O
4
5.364
3-cyclopentene-1,2-diol
C5H8O2
5
6.299
N-(2,4,4-trimethylpentan -2-yl)formamide
C9H19NO
6
6.699
Methyl hex-5-enoate
C7H12O2
7
6.754
8
6.929
9
7.014
10
7.915
6-methoxy-9Hpurin-2-amine
C6N7N5O
11
8.220
Acetic acid,hydroxyl methyl ester
C3H6O3
Methyl-(3R)-(-)-5-oxo3-propylpentanoate 3-Ethoxy-1, 2-propanediol (2R,3R,4R,5R)-2-meth oxytetrahydro-2H-pyra n-3,4,5-triol
C9H16O3 C5H12O3 C6H12O5
12
8.625
13
9.415
14
9.660
15
9.735
16
1-Butanol,2-nitro
C4H9NO3
Formic acid methyl ester 5,10-dithiadispiro [3,1,3,1]decane5,5,10,10-tetraoxide 2-furanmethanediol, dipropionate
C8H12O4S2
9.750
2-Furancarboxaldehyde
C5H4O2
17
10.376
Acetic acid 2-(2-pyrrolidinyli deneamino)-
C6H10N2O2
18
11.051
Propanoic acid
C3H6O2
19
11.546
Butanoic acid,2-ethyl
C6H12O2
20
11.841
21
12.056
22
12.097
23
12.442
Pentanoic acid
C5H10O2
24
12.857
Butanoicacid, 4-hydroxy-
C4H8O3
1-methoxycyclohexa1,3-diene Cyclopent-2-en1,4-dione 3-hydroxypropano hydrazide
C2H4O2
C11H14O5
C7H10O C5H4O2 C3H7DN2O2
Dihydrofuran2(3H)-one 2-propanol,1(isooctyloxy)2-methyl-
25
12.857
26
13.177
27
13.352
Furan-2-ylmethanol
C5H6O2
28
13.887
2-Ethylhex-4-en-1-ol
C8H16O
29
14.742
Acetic acid,2,2-[oxybis (2,1-ethanediyloxy)]bis
C8H14O7
30
15.158
2(5H)-furanone
C4H4O2
31
15.328
2-Cyclopenten-1-one, 2-hydroxy-
C5H6O2
32
16.032
4-cyclopentene1,2,3-triol,(1а,2а,3а)
C5H8O3
33
16.338
2-cyclopenten-1-one, 2-hydroxy-3-methyl-
C6H8O2
34
16.543
d-mannose
C6H12O6
35
17.068
36
17.754
3,6,9,12-Tetraoxadolos an-1-ol 3-Buten-2-one, 4-(3-hydroxy-6,6-dimet hyl-2-methylenecycloh exyl)-
C4H6O2 C12H26O2
C18H38O5
C13H20O2
O OH
37
18.694
1-4(hydroxyl-5(hydrox ymethyl)tetrahydrofura n-2-yl)-5-methylpyrimi dine-2,4-(1H,3H)-dione
38
19.189
2-(3-hydroxy-propyl)cyclohexane-1,3-dione
C9H14O3
39
19.324
2-furancarbonsaeuro, methyl ester
C6H6O3
40
19.649
41
20.040
42
20.145
Nonan-1-ol
C9H20O
43
20.290
2,4:3,5-Dimethylene1-iditol
C8H14O6
44
20.370
45
20.655
46
20.950
Ethanone, 1-(3-ethyloxianyl)-
C6H10O2
47
21.925
Formic acid, 2-propenyl ester
C4H6O2
n-butyric acid 2-ethylhexyl ester Octadecanoic acid methyl ester
Hexahydrofuro[3,2,6] furan-3,6-diyldinitrate Axirane,[(2-propenylox) methyl]-
C10H14NO5
C12H24O2 C19H38O2
C8H14O6 C6H10O2
48
22.366
Methyl palmitate
C17H34O2
49
22.546
3-thiepanol
C6H12OS
50
22.761
51
23.251
52
23.521
53
23.751
54
25.112
55
25.297
56
25.577
57
26.237
58
27.207
9-Hexadecenoic acid methyl ester 2,3-dihydro-3,5dihydroxy-6-methyl4H-pyran-4-one 3,6,9,12-Tetraoxadolos an-1-ol а-D-glucopyranoside,oа-D-glucopyranosyl-(1, fudarw,3)-β-D-fructofu ranosyl 1,4;3,6-Dianhydroа-d-glucopyranose Eicosanoic acid methyl ester 9-Octadecenoic acid (Z),methyl ester 9,12-Octadecadienoic acid (Z,Z)-methyl ester Benzeneacetic acid, decyl ester
C17H32O2 C6H8O4 C18H38O5
C18H32O16
C6H8O4 C21H42O2 C19H36O2 C19H34O2 C18H28O2
(5,5-Dimethylheptane1,3-diy)dicyclohexane Phenol,4-(1,1,3,3tetramethylbutyl)2(3H)-furanone, dihydro-4-hydroxy-
C14H22O
28.938
Diisobutyl phthalate
C16H22O4
63
29.599
5,8,11,14-Eicosatetraen oic acid methyl ester
C21H34O2
64
31.634
Hexadecanoic acid
C16H32O2
65
32.540
66
32.690
67
34.691
68
37.241
69
37.257
70
37.986
59
27.548
60
27.733
61
27.883
62
1-pentanol,5-[(Tetrahyd ro-2H-pyran-2-yl)oxyl] Octaethylene glycol monpdodecyl ether 15-Crown-5 2-[2-(Butoxyethoxy) ethoxy]ethanol 2-Propanone, 1,1-diethoxy9,12-Octadecadienoic acid(z,z)-
C21H40
C4H6O3
C10H20O3 C28H58O9 C10H20O5 C10H22O4 C7H14O3 C18H32O2
Table S5. The list of the varied metabolites and their abundance with the time course from the saprophytic to the predacious lifestyle of the fungus grown on PDA. Hit Name
1
N-nitrosodimethylamin e
2
1-Hydroxy-2-butanone
Molecular Formula
C2H6N2O
C4H8O2
Structure
3
1-[3-Ethyloxiranyl]-eth anone
C6H10O2
4
3-Ethoxypropane-1,2-di ol
C5H12O3
5
Furan-2-carbaldehyde
C5H4O2
6
5-Methylfuran-2-carbal dehyde
C6H6O2
7
2,4-Dihydroxy-2,5-dim ethyl-3(2H)-furan-3-on e
C6H8O4
8
3-Hydroxy-2-methyl-4 H-pyran-4-one
C6H6O3
9
2H-pyran-2,6(3H)-dion e
C5H4O3
10
6-Acetyl-β-dimannose
C8H14O7
11
D-(+)-Talose
C6H12O6
12
(9Z,12Z)-Methyl octadeca-9,12-dienoate
C19H34O2
13
17-Octadecynoic acid
C18H32O2
14
n-Hexadecanoic acid
C16H32O2
OH
15
(R)-1-phenyl-1,2-ethan ediol
C8H10O2
16
Uric acid
C5H4N4O3
OH
Table S6. The list of the varied metabolites and their abundance with the time course from the saprophytic to the predacious lifestyle of the fungus grown on CMA. Molecular Hit Name Structure Formula
1
Nitromethane
CH3NO2
2
Methyl formate
C2H4O2
3
2-Propenyl formate
C4H6O2
O
O
4
2-Pentanone
C5H10O
5
Propanoic acid
C3H6O2
6
Methyl 2-hydroxyacet ate
C3H6O3
7
4-Hydroxybuta noic acid
C4H8O3
8
3-Ethoxy-1,2-p ropanediol
C5H12O3
9
1,1-Diethoxy-2 -propanone
C7H14O3
10
Ethane-1,2-diy ldiacrylate
C8H10O4
11
1-(Allyloxyme thyl)aziridine
C6H10O2
12
2(5H)-furanon e
C4H4O2
13
2-Hydroxy-2-c yclopenten-1-o ne
C5H6O2
14
Furan-2-carbal dehyde
C5H4O2
15
Furan-2-ylmet hanol
C5H6O2
16
Methyl furan-2-carbox ylate
C6H6O3
17
(1α,2α,3α)-4-C yclopentene-1, 2,3-triol
C5H8O3
18
Dihydro-4-hyd roxy-2(3H)-fur anone
C4H6O3
19
2,3-Dihydro-3, 5-dihydroxy-6methyl-4H-pyr an-4-one
C6H8O4
20
1-(3-Ethyltetra hydro-2H-pyra n-2-yl
C6H10O2
21
5-(Tetrahydro2H-pyran-2-yl) -1-pentanol
C10H20O3
22
Hexahydro-2,6 -epoxyfuro[3,2 -b]furan-3-ol
C6H8O4
23
(5,5-dimethylh eptane-1,3-diyl )dicyclohexane
C21H40
24
Decyl 2-phenylacetat e
C18H28O2
25
Diisobutyl phthalate
C16H22O4
26
2-Ethylhexyl butyrate
C12H24O2
27
Methyl-(3R)-()-5-oxo-3-prop ylpentanoate
C9H16O3
28
Hexadecanoic acid
C16H32O2
29
Methyl oleate
C19H36O2
30
(9Z,12Z)-Meth yl octadeca-9,12dienoate
C19H34O2
31
(9Z,12Z)-Octa deca-9,12-dien oic acid
C18H32O2
32
3,6,9,12-Tetrao xadolosan-1-ol
C18H38O5
33
6-Methoxy-9H -purin-2-amine
C6N7N5O
Table S7. GC-MS profiles of metabolites of nematodes under non-direct contact with A. oligpspora YMF1.01883 in CMA during 6-144h N
Rt
o
(min)
1
9.842
Ethanimidothioic acid
C7H13N3S
219
2
9.864
3,6,12-trimethyl-1,4,7,10,13,16-hexaazacyclooctadecane-2,5 ,8,11,14,17-hexaone
C15H24N6O5
384
3
10.403
Pentanenitrile
C5H9N
83
4
12.313
Allantoic acid
C4H8N4O4
176
5
25.103
1-（7-hydroxy-8methoxy-2,3,3а,4,5,5а-11,12-octahydro-H-indolizion
C20H26N2O3
342
6
6.115
3,5-dimethyl-1,6-heptadien-4-ol
7
6.282
1-butanol
C4H10O
74
8
8.286
1.2.3.4-butanetetrol
C8H18O4
178
Hit Name
Molecular Formula
C9H16O
Structure
140
Rt (min)
9
9.792
1,2-cycloperlanediol, trans
C5H10O2
102
10
9.802
Cis-2ethyl2-hexen-1-ol
C8H16O
128
11
10.987
1,2-butanediol
C4H10O2
90
12
15.089
1-octanol,2-butyi
C12H26O
186
13
18.400
5-Ethyl-3-nonanol
C11H24O
172
14
19.086
Nonadecanol
C19H40O
284
15
20.464
Phenol,2,6-bis(1,1-dimethylethyl)4-methyl-
C15H24O
220
16
21.602
1-hexadecanol, 2-methyl
C17H36O
256
17
30.014
Cholestan-3-ol, 2-methylene
C28H48O
400
18
3.860
2-pentanone
C5H10O
86
19
3.996
3-Pentanone, 2-methyl-
C6H12O
100
20
14.974
Octadecanal
C18H36O
268
21
22.037
4-hydroxmethylene2,6-dimethyl-oct-7en-3-one
22
2.210
Ethyl methylcarbamte
C4H9NO2
103
23
8.561
Oxalic acid
C14H24O4
256
24
9.247
2,3,6,6-tetramethyl-4,5-didehydro-2,3,6,7-tehrahydrothiepin e-1-oxiide
C11H18O3
198
25
9.437
9-octadecendic acid
C18H34O2
282
26
9.457
3-Cyclopropylcarbonyioxydodecan
C16H20O2
254
27
9.617
Propanoic acid, 2-hydroxy
C4H8O3
104
28
10.348
Acetic acid
C2H4O2
60
29
12.573
2-furancarboxylic acid
C12H16O3
208
30
18.175
а,в-Crotonolactone
C4H3O2
83
31
19.231
Oxalic acid allyl octadecyl ester
C23H42O4
382
C11H18O2
182
32
19.411
Phthalic acid, butyl undecyl ester
C25H40O4
404
33
19.526
Didodecyl phthalate
C32H54O4
502
34
19.556
1,2-Bendzenedicarboxylicacid, bis(2-methylpropyl
C16H22O4
278
35
19.906
Oxalic acid allyl pentadecyl ester
C20H36O4
340
36
20.106
Pentanoic acid, 2,2,4-trimethyl3-carboxyisopropyl isobutyl ester
C16H30O4
286
37
21.342
9-octadecenoic acid
C19H36O2
296
38
21.482
Cyclopentaneundecanoic acid
C16H32O2
254
39
21.817
2-octen-1-ol,3,7-dimethyl,isobutyl ester
C14H26O2
226
40
22.032
4-hydroxy-4-methyl-hex-5-enoic acid tert-butyl ester
C11H20O3
200
41
22.042
7-methyl-Z-tetradecen-1-ol acetate
C17H32O2
268
42
22.272
Elcosanoic acid
C20H40O2
312
43
22.282
Cyclopentaneundecanoic acid methyl ester
C17H32O2
268
44
22.472
9-Octadecenoic acid
C18H34O2
282
45
24.838
(E)-3-(dodec-2-enyl)dihydrofuran-2,5-dion
C16H26O3
266
46
22.898
Tetradecanoic acid, 12-methylo-
C16H32O2
256
47
24.608
13,16-octadecadiynoic acid
C18H28O2
376
48
24.718
Pentadecanoic acid
C17H34O2
270
49
25.033
17-octadecynoic acid
C18O32O2
280
50
27.379
Methyl 9,10-methyl ene-hexadecanoate
C18H34O2
282
51
28.415
Methyl stearate
C19H38O2
298
52
28.855
9-octadecenoic acid
C19H36O2
296
53
29.530
9,12-octadecadienoic acid
C19H34O2
294
54
29.695
5,8,11,14-eicosatetraenoic acid
C20H32O2
304
55
7.516
3-Allyloxy-1.2 propanediol
C6H12O3
132
56
9.152
1,3-benzodioxde, 2-ethenylhexahydro
C9H14O2
154
57
15.069
Oxirane octyl
C10H20O
156
58
16.755
59
16.802
60
20.941
61
22.977
62
16.385
63
Oxirane, (3,3-dimethylbutyl)Octadecane, 1-(ethenyloxy)Oxirane, [(dodecyloxy)methyl] 2-tridec-11ynyloxytetrahydro2H-pyran
C8H16O
128
C20H40O
296
C15H30O2
242
C20H36O2
308
2-furanmethanol
C5H6O2
98
6.327
2.23.4-tetramethyl
C9H20
128
64
6.671
Dodecane
C12H26
170
65
7.236
2.4-dimethyl 1.4-pentadiene
C7H12
96
66
12.983
Octane,2,7-dimethyl
C10H22
144
67
18.726
Eicosane
C20H42
282
68
19.706
Docosane,11-decyl-
C32H66
450
69
19.761
Tetradecane, 2,6,10-trimethyl-
C17H36
240
70
21.722
Cyclohexane,1,1,[1-(2,2-dimethylbutyl)-1,3-propaned
C21H40
292
71
22.102
2,6-10-trimethyldodecane
C15H32
212
72
19.786
1-Chloyooctadecane
C18H37Cl
288
73
22.097
1-Ido-2-methylundecane
C12H25I
296
Table S8. HPLC and GC-MS profiles of the five mutants of PKS genes and A. oligospora wildtype.
NO.
Gene number
Length (bp)
Function predicted
HPLC
GC-MS Abundance 2.5e+07 2.4e+07 2.3e+07 2.2e+07 2.1e+07 2e+07 1.9e+07
1750
1.8e+07 1.7e+07
AOL_s00043g287 1
mAU
1755
type Ⅲ polyketide synthases
1.6e+07
1500
1.5e+07 1.4e+07
1250
1.3e+07 1.2e+07
△43g287
1000
1.1e+07 1e+07
750
9000000
△43g287
8000000
WT
500
7000000 6000000 5000000
250
4000000
WT
3000000
0
2000000
0
5
10
15
20
25
30
35
40 min
1000000 0
Time-->
5.00
10.00
15.00
20.00
25.00
30.00
35.00
Abundance 4e+07
3.5e+07
mAU
3e+07
2000
2.5e+07
△43g828
2
AOL_s00043g828
11468
type I polyketide synthases
1500
2e+07
△43g828
1.5e+07
1000
1e+07
WT
500
WT 5000000
0 5
10
15
20
25
30
35
40 min
Time-->
0
5.00
10.00
15.00
20.00
25.00
30.00
35.00
40.00
mAU 2000
1.7e+07 1.6e+07
1750
AOL_s00079g496 3
1.5e+07 1.4e+07
1500
7445
type I polyketide synthases
1.3e+07 1.2e+07
1250
1.1e+07
△79g496
1e+07
1000
9000000
△79g496
8000000
750
7000000 6000000
500
5000000
WT
4000000
250
WT
3000000 2000000
0
1000000
5
10
15
20
25
30
35
40 min
0 Time-->
5.00
10.00
15.00
20.00
25.00
30.00
35.00
25.00
30.00
35.00
Abundance 5e+07
4.6e+07 4.2e+07 3.8e+07 mAU
3.4e+07 120
4
AOL_s00215g283
5365
type I polyketide synthases
3e+07 100
2.6e+07
Δ215g283 80
2.2e+07
60
1.8e+07
Δ215g283
1.4e+07
WT
40
1e+07
WT
20
6000000
0
2000000 0
5
10
15
20
25
30
35
40 min
5.00
10.00
15.00
20.00
40.00 min
2.8e+07 2.6e+07 2.4e+07 mAU
2.2e+07
120
5
AOL_s00215g926
7710
type I polyketide synthases
2e+07 1.8e+07
100
1.6e+07 1.4e+07
80
1.2e+07
Δ215g926
60
Δ215g926
1e+07 8000000
40
6000000
WT
20
WT
4000000 2000000
0
0 5
10
15
20
25
30
35
40 min
5.00
10.00
15.00
20.00
25.00
30.00
35.00
Fig. S2. Five transformants were screened and confirmed by the PCR method. W, wild-type strain; M, marker. (A) lanes 7,10,11,12,17 and 18, six ΔAOL_s00043g287 mutants. (B) lanes 1 and 2, two ΔAOL_s00043g828 mutants. (C) lanes 1 and 2, two ΔAOL_s00215g283 mutants. (D) lanes 1-6, 8, 11, 14-18, 21 and 22, fifteen ΔAOL_s00079g496 mutants. (E) lanes 2,4,5,9-11,12 and 18, eight ΔAOL_s00215g926 mutants.
Fig. S3. Southern analysis of the wild-type strain (WT) and the ΔAOL_s00079g496 mutant (M). The genomic DNA was digested using AgeI.
