SYNTHESIS OF ENANTIOMERICALLY PURE ALPHA-[C-14]METHYL-L-TRYPTOPHAN

被引：34

作者：

MZENGEZA, S

VENKATACHALAM, TK

RAJAGOPAL, S

DIKSIC, M

机构：

[1] MCGILL UNIV,MONTREAL NEUROL INST,3801 UNIV ST,MONTREAL H3A 2B4,QUEBEC,CANADA

[2] MCGILL UNIV,DEPT NEUROL & NEUROSURG,MONTREAL H3A 2B4,QUEBEC,CANADA

来源：

APPLIED RADIATION AND ISOTOPES | 1993年 / 44卷 / 09期

关键词：

D O I：

10.1016/0969-8043(93)90059-J

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A practical method for the preparation of large amounts of enantiomerically pure alpha-[C-14]methyl-L-tryptophan using the enzymatic resolution of the corresponding D,L-Methyl ester is reported. The radiolabelled alpha-methyl group was introduced using the alpha-methylation of the lithium enolate of the Schiff base Of L-tryptophan methyl ester. Hydrolysis of the Schiff base with 1 N HCl provided the D,L-methyl ester of alpha-[C-14]methyl tryptophan. Enantioselective enzymatic hydrolysis of the L-methyl ester by alpha-chymotrypsin gave the enantiomerically pure alpha-[C-14]methyl-L-tryptophan. The overall yield of this preparation was 33%.

引用

页码：1167 / 1172

页数：6

共 15 条

[1] RESOLUTION OF ALPHA-METHYL AMINO ESTERS BY CHYMOTRYPSIN [J].