Synthesis of the suicide substrate D-propargylglycine stereospecifically labelled with deuterium and investigation of its oxidation by D-amino acid oxidase

被引：19

作者：

Church, NJ ^{[1
]}

Young, DW ^{[1
]}

机构：

[1] Univ Sussex, CPES, Sussex Ctr Biomol Design & Drug Dev, Brighton BN1 9QJ, E Sussex, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 09期

关键词：

D O I：

10.1039/a800579f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereospecifically deuteriated samples of D-propargylglycine 1 have been prepared by reaction of the labelled Pmc-protected aziridine free acids 22 with a lithium acetylide followed by deprotection. These samples have been used to show that D-amino acid oxidase, in converting D-propargylglycine to the lactone 5, deprotonates C-3 in a non-stereospecific manner. This strongly supports the idea that non-enzymic deprotonation is a key step in the formation of this compound.

引用

页码：1475 / 1482

页数：8

共 11 条

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