APPROACHES TO THE SYNTHESIS OF ENDOTHIOPEPTIDES - SYNTHESIS OF A THIOAMIDE-CONTAINING C-TERMINAL BOMBESIN NONAPEPTIDE

被引:33
作者
JURAYJ, J [1 ]
CUSHMAN, M [1 ]
机构
[1] PURDUE UNIV,SCH PHARM & PHARMACAL SCI,DEPT MED CHEM & PHARMACOGNOSY,W LAFAYETTE,IN 47907
关键词
DITHIOESTER; EPIMERIZATION; THIOACYLATION; ENDOTHIOPEPTIDE; THIOAMIDE; BOMBESIN;
D O I
10.1016/S0040-4020(01)89436-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several approaches have been investigated for the synthesis of a bombesin C-terminal nonapeptide analogue AsnGlnTrpAlaValGlyHisLeu-psiCSNHMet-NH2. A new activated dithioester 16 has been synthesized. Thioacylation of methionine methyl ester with 16 was always accompanied by racemization, resulting in the formation of diastereomeric mixtures of reaction products.
引用
收藏
页码:8601 / 8614
页数:14
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