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谷氨酰胺作为氨供体在硫代葡萄糖苷,白芥子硫苷分解代谢中合成 4-羟基苯乙胺。

Glutamine as an Ammonia Donor in Catabolism of the Glucosinolate, Sinalbin, in Biosynthesis of 4-Hydroxybenzylamine.

机构信息

Department of Food Science , University of Copenhagen , Rolighedsvej 26 , DK-1958 Frederiksberg C , Denmark.

出版信息

J Nat Prod. 2020 Feb 28;83(2):179-184. doi: 10.1021/acs.jnatprod.9b00767. Epub 2020 Feb 13.

DOI:10.1021/acs.jnatprod.9b00767
PMID:32052633
Abstract

Amines synthesized by plants may be considered a dietary source of bioactive compounds, which are of interest due to possible health promoting effects. Developing sprouts are known to produce 4-hydroxybenzylamine, but the reaction mechanism has not yet been established. We propose here a suggested metabolic pathway for the formation of 4-hydroxybenzylamine in plants. The catabolic sequence starts with a reaction between l-glutamine (Gln) as ammonia donor and 4-hydroxybenzyl carbocation, the enzymatic catalyzed hydrolysis product from sinalbin (4-hydroxybenzylglucosinolate). The suggested reactions are compared with alternative plant metabolic reactions used in the biosynthesis of biogenic amines.

摘要

植物合成的胺类物质可被视为生物活性化合物的膳食来源,由于可能具有促进健康的作用,因此引起了人们的关注。已知发芽的植物会产生 4-羟基苯乙胺,但反应机制尚未确定。在这里,我们提出了一种在植物中形成 4-羟基苯乙胺的建议代谢途径。该分解序列首先在 l-谷氨酰胺(Gln)作为氨供体和 4-羟基苯甲正碳离子之间进行反应,4-羟基苯甲正碳离子是从白芥子苷(4-羟基苯乙基葡萄糖苷)中酶促催化水解得到的产物。所提出的反应与生物胺生物合成中用于替代植物代谢反应的反应进行了比较。

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