LIQUID-CHROMATOGRAPHY MASS-SPECTROMETRY OF CONJUGATES AND OXIDATIVE METABOLITES OF INDOLE-3-ACETIC-ACID
LIQUID-CHROMATOGRAPHY MASS-SPECTROMETRY OF CONJUGATES AND OXIDATIVE METABOLITES OF INDOLE-3-ACETIC-ACID
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DOI：
10.1002/bms.1200210605
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发表时间：
1992-06-01
期刊：
影响因子：
--
通讯作者：
SANDBERG, G
中科院分区：
文献类型：
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作者：
OSTIN, A;MORITZ, T;SANDBERG, G
对吲哚-3-乙酸及其部分羟基衍生物、酰胺和酯键联物进行了高效液相色谱/质谱联用分析。毛细管反相高效液相色谱柱的流出液经熔块界面进入双聚焦质谱仪的离子源，以1%甘油为基质，用快原子轰击产生离子。获得了含1-2 ng非极性吲哚和100 ng极性吲哚的全扫描正离子质谱图。酰胺和酯连接的吲哚-3-乙酸偶联物的光谱都包含一个主要的分子离子、分子离子的甘油加合物和m/z 130的喹啉离子。氧化吲哚-3-乙酸衍生物，如氧化吲哚-3-乙酸和5-羟基吲哚-3-乙酸的光谱特征是在m/z 146处有一个强烈的响应，代表氧化的喹啉离子，而在m/z 130处没有离子。氧化吲哚-3-乙酸的进一步氧化产物，如7-羟基-氧化吲哚-3-乙酸，产生强烈的m/z 162，代表羟基-2-氧代喹啉离子。利用高效液相/质谱仪系统对云杉伸长枝提取物中的吲哚-3-乙酰丙氨酸进行鉴定。通过正离子快原子轰击光谱、子离子光谱和高分辨质谱仪进行了准确的质量测定，确定了化合物的结构。
Indole-3-acetic acid and some of its hydroxylated derivatives and amide and ester-linked conjugates were analysed by high-performance liquid chromatography/mass spectrometry (HPLC/MS). The effluent from a capillary reversed-phase HPLC column was introduced into the ion source of a double-focusing mass spectrometer via a frit interface, and ions were generated by fast atom bombardment with 1% glycerol in the mobile phase acting as a matrix. Full-scan positive ion mass spectra were obtained with 1-2 ng of non-polar and 100 ng of polar indoles. The spectra of both amide and ester-linked indole-3-acetic acid conjugates contained a dominant molecular ion, glycerol adducts of the molecular ion and an m/z 130 quinolinium ion. The spectra of oxidized indole-3-acetic acid derivatives, such as oxindole-3-acetic acid and 5-hydroxy-indole-3-acetic acid, were characterized by the presence of a strong response at m/z 146, representing an oxygenated quinolinium ion, and the absence of an ion at m/z 130. Further oxidation products of oxindole-3-acetic acid, such as 7-hydroxy-oxindole-3-acetic acid, yielded spectra containing an intense m/z 162 representing a hydroxy-2-oxoquinolonium ion.The HPLC/MS system was used to identify indole-3-acetylalanine in a purified extract from elongating shoots of Picea abies. The structure elucidation was based on the positive ion fast atom bombardment spectrum, daughter ion spectra and an accurate mass determination by high-resolution mass spectrometry.