基于1H-NMR及GC-MS的中国块菌及其共生云南松的代谢物分析

周雪,袁鹏宇,安霜,陈鹏至,陈幽幽,杨晓敏,李宗菊

Analyses of metabolites of Tuber sinense and its symbiotic Pinus yunnanensis based on 1H-NMR and GC-MS

Xue ZHOU,Pengyu YUAN,Shuang AN,Pengzhi CHEN,Youyou CHEN,Xiaomin YANG,Zongju LI

表1 中国块菌子实体与云南松松根的1H-NMR峰指认

Table 1 Assignments of 1H-NMR peak of Tuber sinense fruiting bodies and Pinus yunnanensis roots

序号 No. 化合物名称 Compound 化学位移 δH 相对峰面积 Relative peak area SL SG 1 Alloisoleucine 别异亮氨酸 0.960 (d, J=6 Hz); 0.931 (t, J=7.2 Hz) 0.461±0.068 0.069±0.06 2 Valine 缬氨酸 1.015 (d,J=7.2 Hz); 0.994 (d, J=7.2 Hz) 0.355±0.064 3 Isobutyrate 异丁酸 1.047 (d, J=6.6 Hz) 0.245±0.036 4 Ethanol 乙醇 1.186 (t, J=7.2 Hz) 0.045±0.005 5 Cholate 胆酸盐 1.288 (m) 0.886±0.203 6 Threonine 苏氨酸 1.333 (d, J=6.6 Hz); 3.579 (d, J=7.2 Hz) 3.346±0.256 0.275±0.024 7 Alanine 丙氨酸 1.480 (d, J=7.2 Hz) 1.125±0.478 0.002±0.001 8 Citrulline 瓜氨酸 1.538 (m); 1.556 (m) 0.359±0.031 9 Arginine 精氨酸 1.934 (m); 1.905 (m); 1.731 (m); 1.649 (m) 2.918±0.728 10 Tiglylglycine 虎甘氨酸 1.838 (s); 1.783 (d, J=3 Hz) 2.612±0.773 11 5-Hydroxylysine 5-羟基赖氨酸 3.166 (m); 3.158 (m) 1.252±0.224 12 Glutamine 谷氨酰胺 2.464 (m); 2.437 (m); 2.156 (m); 2.117 (m) 3.266±3.266 13 4-Aminobutyrate 4-氨基丁酸 2.302 (t, J=7.8 Hz) 0.219±0.023 14 Glutamate 谷氨酸 2.373 (m); 2.340 (m) 1.033±0.366 15 Isocitrate 异柠檬酸盐 2.548 (m); 2.494 (m) 1.751±0.505 16 Malate 苹果酸 2.681 (dd, J1=3, J2=15 Hz) 0.720±0.221 17 Cystathionine 胱硫醚 2.738 (m) 0.684±0.241 18 Asparagine 天冬酰胺 2.959 (dd, J1=4.2, J2=16.8 Hz) 0.197±0.045 19 Lysine 赖氨酸 3.015 (t, J=7.8 Hz) 0.224±0.016 20 Saccharopine 酵母氨酸 3.076 (m); 3.044 (m) 0.297±0.044 21 Homocitrulline 高瓜氨酸 3.107 (m) 0.228±0.058 22 Acetylcholine 乙酰胆碱 3.207 (s) 0.566±0.175 23 Betaine 甜菜碱 3.235 (s) 2.312±0.278 0.073±0.008 24 Glucose-6-phosphate 6-磷酸葡萄糖 3.269 (t, J=6 Hz) 1.370±0.407 25 Cellobiose 纤维二糖 3.742 (m); 3.725 (m); 3.335 (t, J=9.6 Hz) 3.562±0.357 26 Glucose 葡萄糖 5.236 (d, J=3.6 Hz); 4.650 (d, J=7.8 Hz); 3.829 (m); 3.536 (d, J=3Hz); 3.492 (m); 3.469 (m); 3.413 (m); 3.403 (m) 6.611±0.781 0.240±0.053 27 Glycine 甘氨酸 3.554 (s) 0.795±0.063 0.766±0.064 28 Theophylline 茶碱 3.564 (s) 0.769±0.144 29 Sarcosine 肌氨酸 3.607 (s) 1.588±0.177 0.046±0.004 30 Mannose 甘露糖 3.655 (m); 3.652 (m) 9.024±0.430 31 Ethyleneglycol 乙二醇 3.663 (s) 0.652±0.136 32 2-Aminobutyrate 2-氨基丁酸 3.682 (t, J=6.6 Hz) 4.087±0.193 33 Sucrose 蔗糖 3.825 (m); 3.781 (m); 3.774 (m) 8.715±0.556 34 Mannitol 甘露醇 3.873 (dd, J1=2.4, J2=12 Hz) 3.354±0.679 1.623±0.149 35 2-Phosphoglycerate 2-磷酸甘油酸 4.503 (m) 0.316±0.064 36 Epicatechin 表儿茶素 5.026 (s) 0.007±0.007 37 Fumarate 延胡索酸 6.524 (s) 0.025±0.008 0.117±0.006 38 Tyrosine 酪氨酸 6.897 (d, J=8.4 Hz) 0.038±0.006 39 Phenylalanine 苯丙氨酸 7.430 (t, J=7.2 Hz); 7.378 (t, J=7.2 Hz); 7.331 (d, J=7.8 Hz) 0.120±0.065 1.555±0.117 40 Pantothenate 泛酸盐 8.006 (s) 0.007±0.002 41 Proline 脯氨酸 1.97 (m); 2.02 (m); 2.05 (m); 2.36 (m); 3.34 (m) 0.357±0.066 42 Glycylproline 甘氨酰脯氨酸 3.569 (m); 3.537 (m) 1.517±0.173 43 Asparate 天冬氨酸 2.82 (dd, J1=6, J2=12 Hz) 0.948±0.082 44 Fructose 果糖 4.099 (s); 3.808 (d, J=10.2 Hz); 3.793 (d, J=9 Hz) 0.508±0.047 45 Trehalose 海藻糖 3.45 (t, J=9.0 Hz); 5.20 (d, J=3.6 Hz) 0.302±0.044 46 Fucose 岩藻糖 1.241 (d, J=7.8 Hz); 1.207 (d, J=6 Hz) 0.537±0.045 47 Arabinose 阿拉伯糖 4.516 (d, J=8.4 Hz) 0.127±0.021 48 Arabinitol 阿拉伯糖醇 3.841 (dd, J1=3, J2=13.8 Hz); 3.667 (m); 3.641 (m) 0.962±0.078 49 myo-Inositol 肌醇 3.623 (d, J=8.4 Hz) 0.368±0.042 50 4-Carboxyglutamate 4-羧基谷氨酸盐 3.707 (dd, J1=2.4, J2=11.4 Hz) 1.706±0.146 51 Gluconate 葡萄糖酸盐 4.033 (s) 0.394±0.026 52 Choline 胆碱 3.21 (s) 0.011±0.008 53 O-Phosphocholine 磷酸胆碱 4.148 (s) 0.438±0.031 54 1,3-Dihydroxyacetone 1,3-二羟基丙酮 4.409 (s) 0.257±0.022 55 Acetone 丙酮 2.225 (s) 0.111±0.011