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Table 2 Compounds identified by GC-MS analysis

From: Root exudate profiling of maize seedlings inoculated with Herbaspirillum seropedicaeand humic acids

Retention time (min) Compound class Control HA H. seropedicae HA + H. seropedicae
7 14 21 7 14 21 7 14 21 7 14 21
  Nitrogenous compounds             
9.575  3-Butenoic acid, 3-methoxy-4-nitro-, methyl ester, (E) nd nd nd nd 3.82 nd nd nd nd nd nd nd
14.754  Benzene, 1-isocyanato-4-methoxy nd nd nd nd 0.82 nd nd 0.83 nd 0 nd nd
20.618  3,4-Dimethoxy-6-amino toluene 8.54 2.75 0 8.93 4.78 6.08 7.41 5.00 9.70 12.14 5.43 3.35
21.787  1H-Pyrrole-3-carboxylic acid, 5-formyl-1-(methoxymethyl)-, methyl ester 4.22 nd nd nd 1.21 nd nd nd 2.65 nd nd nd
21.795  3,4,5-Trimethoxybenzylamine nd nd nd 5.11 nd nd 3.47 1.18 1.18 4.56 1.21 nd
24.873  2,5-Dimethoxyphenyl isocyanate 11.41 7.41 0 16.78 13.18 24.30 14.36 10.64 48.74 18.82 24.19 16.91
25.952  2,4-Dimethoxyphenylamine, N-ethoxycarbonyl- 0.48 nd nd 0 nd nd nd 0.26 0.57 0.68 0.70 nd
26.019  9H-Purin-6-amine, N,N,9-trimethyl 2.15 nd nd 1.30 nd nd 1.97 nd nd 1.84 nd nd
26.982  4-(Diethylamino)salicylaldehyde nd nd nd nd nd nd nd nd 2.87 nd nd nd
27.134  2,3,4-Trimethoxyphenylacetonitrile nd nd nd nd nd nd nd nd 0.94 nd nd nd
28.503  Bicyclo[2.2.1]heptane-2-acetamide, N-(1,3-dihydro-5,6-dimethoxy-3-oxo-4-isobenzofuranyl) 3.04 nd nd 4.69 nd 5.30 3.51 nd 13.17 5.26 nd 3.32
28.703  3,4,5-Trimethoxyphenyl cyanate nd nd nd nd 2.23 nd nd nd nd nd nd nd
28.709  Tris(2,4,6-dimethylamino)pyrimidine nd nd nd nd nd nd nd 1.75 nd nd 3.34 nd
28.915  Caffeine nd nd nd 0.48 nd nd nd nd nd nd nd nd
29.340  Acetamide, N-[2-(3,4-dimethoxyphenyl)ethyl] nd nd nd nd nd nd nd 0.89 4.06 nd nd nd
29.346  3-Pyridinecarboxamide, 4-(methoxymethyl)-6-methyl-2-propoxy- nd nd nd nd nd 0.53 nd nd nd nd nd 1.49
29.537  1,3-Benzenediamine, N,N′-diethyl nd nd nd nd 0.41 nd nd nd nd nd nd nd
30.534  Carbonic acid, monoamide, N-(2,4-dimethoxyphenyl)-, butyl ester nd nd 9.55 nd nd nd nd nd nd nd nd nd
30.774  3-(2-Ethoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, ethyl ester nd nd nd nd 12.62 nd nd nd nd nd nd nd
30.775  Carbonic acid, monoamide, N-(2,4-dimethoxyphenyl)-, butyl ester nd nd nd nd nd nd nd nd nd nd 6.93 nd
30.801  Propanamide, 3-amino-N-(2,5-dimethoxyphenyl)-3-(hydroxyimino)- nd nd nd nd nd nd nd 14.99 nd nd nd nd
26.134  Phenol, 4-(aminomethyl)-2-methoxy nd nd nd nd 0.33 nd nd nd nd nd nd nd
30.741  1,5-Bis[veratrylaminomethyl]-2,6-dihydroxynaphthalene nd 1.25 nd nd nd nd nd nd nd nd nd nd
30.952  3H-Purin-6-amine, N,N,3-trimethyl nd nd nd nd nd nd 0.61 nd nd 0.58 nd nd
31.834  Benzeneethanamine, N-acetyl-2,3,4,5-tetramethoxy nd nd nd nd nd nd nd 2.83 nd nd nd nd
32.132  Acetamide, N-(3,4,5-trimethoxyphenethyl) nd nd nd nd nd nd nd nd 0.91 nd nd 0.40
35.077  Uridine, 2′-deoxy-3-methyl-3′,5′-di-O-methyl- nd nd nd nd nd nd nd nd nd 0.19 nd nd
35.926  Cytidine, N-methyl-, 2′,3′,5′-trimethyl ether 0.62 nd nd 1.44 nd nd 1.52 nd nd 0.55 nd nd
36.019  Thymidine, 2′-deoxy-N,O,O-trimethyl- 0.91 nd nd 1.62 nd nd 2.24 nd nd 3.37 nd nd
37.792 N-[12-Aminododecyl]aziridine 0.52 nd nd 0.58 nd nd 0 nd nd 0.95 nd nd
41.125  Adenosine, 2′-deoxy-N,N,O,O-tetramethyl- nd nd nd 0.65 nd nd 1.60 nd nd 2.11 nd nd
42.007  Adenosine, 3′-amino-3′-deoxy-N,N-dimethyl nd nd nd 0.20 nd nd 0.46 nd nd 0.66 nd nd
   nd nd nd nd nd nd nd nd nd nd nd nd
  Carbohydrate compounds             
17.168  1,6-Anhydro-β-d-glucose, trimethyl ether nd nd nd 1.35 nd nd nd 0.77 nd 0.83 nd nd
18  α-d-Galactopyranoside, methyl 2,3,4,6-tetra-O-methyl 1.74 nd nd 3.17 nd nd 0.73 nd nd 4.24 nd nd
17.688  3,4,6-Tri-O-methyl-d-glucose nd nd nd nd 0.54 nd nd 0.83 nd nd nd nd
18.1280  α-Methyl 4-methylmannoside nd nd nd nd nd nd nd 0.55 nd nd nd nd
21.355  2,4,5,6,7-Pentamethoxyheptanoic acid, methyl ester nd nd nd nd 0.33 nd nd nd nd nd nd nd
20.206  β-d-Glucopyranose, 1,6-anhydro nd nd nd nd nd nd nd nd 1.02 nd nd nd
28.814  1,2,3,4-Tetramethylmannose nd nd nd nd 1.85 nd nd 1.75 nd nd 0.58 nd
28.631  α-d-Mannopyranoside, methyl 2,3,4,6-tetra-O-methyl nd nd 3.33 nd nd nd 0 nd nd nd nd 0.53
37.425  α-d-Glucopyranoside, phenyl 2,3,4,6-tetra-O-methyl nd nd nd nd 41.61 31.93 nd 22.57 nd nd 5.62 nd
  Fatty acids as methyl ester             
26.320  Tridecanoic acid, 12-methyl-, methyl ester 0.77 nd nd 0 nd nd 1.06 1.26 nd 0.80 1.62 nd
26.323  Methyl tetradecanoate nd nd nd 1.22 nd nd nd nd nd 0 nd nd
27.419  2-Hexadecenoic acid, methyl ester, (E) nd nd nd 0.32 nd nd nd nd nd 0.37 nd nd
27.901  Tridecanoic acid, 12-methyl-, methyl ester nd nd nd 0.28 nd nd nd nd nd 0 nd nd
30.133  Methyl hexadec-9-enoate 1.06 nd nd 2.94 nd nd 0.84 nd nd 0.47 nd nd
30.181  9-Octadecenoic acid (Z)-, methyl ester 0 nd nd 0 nd nd nd nd nd 0.13 nd nd
30.625  Hexadecanoic acid, methyl ester 4.22 2.26 0 7.28 nd nd 4.05 nd 1.04 3.22 3.31 1.96
30.327  6-Octadecenoic acid, methyl ester nd nd nd nd nd nd nd nd nd nd 0.82 nd
34.053  9-Octadecenoic acid, methyl ester, (E) 1.27 nd nd nd nd nd nd 0.73 nd nd 0.84 nd
34.164  8-Octadecenoic acid, methyl ester, (E) 0.67 nd nd nd nd nd nd nd nd nd nd nd
34.548  Octadecanoic acid, methyl ester 0.95 1.11 0 1.36 0.57 nd 2.15 1.61 0.28 1.40 1.60 0.67
38.161  Eicosanoic acid, methyl ester nd nd nd 0.16 nd nd nd nd nd nd nd nd
  Organic acids             
26.507  Benzoic acid, 4,5-dimethoxy-2-(4-methoxybenzenesulfonylamino)- nd nd nd nd 1.31 nd nd nd nd nd nd nd
40.052  Succinic acid, di(5-methoxy-3-methylpent-2-yl) ester nd nd nd nd nd nd nd nd nd 0.36 nd nd
43.743  Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester nd nd nd nd nd nd nd 0.70 nd nd nd nd
  Aromatics and phenol derivatives             
15.817  2-Methoxy-4-vinylphenol nd nd nd nd nd nd nd nd 0.3 0 nd nd
19.337  Phenol, 4,6-di(1,1-dimethylethyl)-2-methyl nd nd nd 0.24 nd nd nd nd nd 0.23 nd nd
24.653  Isoelemicin nd nd nd nd nd nd nd nd 0.49 0 nd nd
37.592  Benzene, (1-methyldodecyl) 0.31 nd nd nd nd nd 1.98 nd nd 0.80 nd nd
41.779  1,2-Benzenedicarboxylic acid, diisooctyl ester nd nd 69.71 nd nd nd 1.49 nd nd 0.44 nd nd
41.784  1,2-Benzenedicarboxylic acid, mono(2-ethylhexyl) ester 1.55 nd nd nd nd 2.37 nd nd nd 0 nd 7.49
21.512  Phenol, 2,6-dimethoxy-4-(2-propenyl) nd nd nd nd 0.25 nd nd nd nd nd nd nd
35.007  Phenol, 5-methoxy-2,3,4-trimethyl nd 0 nd nd 0.22 nd nd nd nd nd nd nd
37.803  Benzene, (1-methylnonadecyl) nd 0.78 nd nd nd nd nd 1.15 nd nd 1.36 nd
22.015  Benzoic acid, 4-hydroxy-3,5-dimethoxy nd nd nd nd 0.21 nd nd nd nd nd nd nd
22.016  1,2,3,4-Tetramethoxybenzene nd nd nd nd nd nd nd nd nd nd 0.27 nd
23.399  Benzoic acid, 3,4-dimethoxy-, methyl ester nd nd nd nd 0.72 1.41 nd nd nd nd nd 1.65
25.152  2-Propenoic acid, 3-(4-methoxyphenyl)-, methyl ester nd nd nd 1.17 1.03 nd nd 0.65 nd nd 0.66 nd
26.277  Benzenepropanoic acid, 3,4-dimethoxy-, methyl ester nd nd nd nd nd 5.14 nd nd nd nd nd 3.27
26.328  Benzoic acid, 3,4,5-trimethoxy-, methyl ester nd nd nd 0 nd nd nd nd 2.70 nd nd nd
29.738  2-Propenoic acid, 3-(3,4-dimethoxyphenyl)-, methyl ester 0.49 nd nd 0 2.61 5.02 nd 0.75 4.24 0.23 1.24 3.21
36.154  2-Propenoic acid, 2-methyl-, dodecyl ester 0 nd nd 0 nd nd nd nd nd 0.12 nd nd
  Terpenoids and steroids             
43.074  17β-Hydroxy-6α-pentyl-4-oxa-5β-androstan-3-one nd nd nd 0.74 nd nd 0.93 nd nd nd nd nd
43.412  Dihydroxyisosteviol 3.88 nd nd 3.94 nd nd 5.45 3.95 nd 3.69 0.73 nd
42.582  Dihydro-isosteviol methyl ester nd 2.04 nd nd 0 9.42 nd nd nd nd nd 17.03
43.332  Methyl dihydroisosteviol nd nd nd nd 1.47 nd nd nd nd nd nd nd
43.665  Isosteviol methyl ester nd 2.88 nd nd 4.81 nd nd 4.90 17.18 nd 4.68 nd
39.849  5-Cholene, 3,24-dihydroxy- nd nd nd nd nd nd nd nd nd 0.12 nd nd
43.430  Patchoulene nd nd nd 0.36 nd nd nd nd nd nd nd nd
45.538  Androstan-17-one, 3-ethyl-3-hydroxy-, (5α) nd 0.78 nd nd 2.89 nd nd 1.03 0.50 nd 2.30 nd
42.354  5α,6α-Epoxy-17-oxo-6β-pentyl-4-nor-3,5-secoandrostan-3-oicacid, methyl ester nd nd nd nd nd nd nd nd nd nd nd 0.31
43.091  5β-Pregnan-17α,21-diol-3,20-dione nd nd nd nd nd nd nd nd nd nd nd 25.88
43.434  Pregnan-20-one, (5α,17α) nd nd 2.48 nd nd nd nd nd nd nd nd nd
  Alcohols             
3.974  Ethanol, 2-(2-methoxyethoxy) nd nd nd nd nd nd nd nd 1.18 0.33 nd nd
6.715  1-Hexanol, 2-ethyl 1.65   7.48 2.71 0.39 1.13 0.86 nd nd 3.39 nd 1.19
12.925  Ethanol, 2-phenoxy nd nd nd nd nd nd nd nd 0.63 nd nd nd
42.010  9-t-Butyltricyclo[4.2.1.1(2,5)]decane-9,10-diol nd nd nd nd nd nd nd nd nd nd 1.03 nd
  Unidentified             
30.542   nd nd nd nd nd nd nd nd nd nd nd 3.14
31.625   nd nd nd nd nd nd nd nd nd nd nd 0.74
31.825   nd nd nd nd nd nd nd nd nd nd nd nd
32.184   nd nd nd nd 0.79 nd nd nd nd nd nd nd
35.248   nd nd nd nd 0.77 nd nd nd nd nd nd nd
38.362   nd nd nd nd nd nd nd nd nd 0.42 nd nd
39.253   nd nd nd nd nd nd nd nd nd 0.09 nd nd
40.033   nd nd nd nd nd nd nd nd nd nd 0.43 nd
40.230   nd nd nd 0.20 nd nd nd nd nd 0.37 nd nd
40.833   nd nd nd nd nd nd nd nd nd nd nd 0.18
40.964   nd nd nd nd nd nd nd nd nd 0.31 nd nd
41.908   nd nd nd 0.49 nd nd nd nd nd 0.41 nd nd
42.157   nd nd nd nd nd nd nd nd nd nd 0.24 nd
43.746   nd nd nd nd nd nd nd 0.43 nd 0 nd nd
44.305   nd nd nd nd nd nd nd nd nd 0.27 nd nd
44.532   nd nd nd 0 nd nd nd nd nd nd nd 0.45
45.275   nd nd nd 0.74 nd nd 0.35 nd nd 0.89 nd nd
46.026   nd nd nd nd nd nd 0 nd nd 0.11 nd nd
46.277   nd nd nd nd nd nd 0 nd nd nd nd 1.72
46.606   nd nd nd nd nd 0.53 0 nd nd 0 nd nd
  1. Compound exudates from maize seedlings at different growth stages (7, 14, and 21 days) induced or not (control) by humic acids (HA), Herbaspirillum seropedicae (H. seropedicae), and HA and H. seropedicae. nd, not detected.