DISPARATE REACTIONS OF THIOESTERS OF (METHYLENECYCLOPROPYL)ACETIC AND BETA-(CYCLOPROPYLIDENE)PROPIONIC ACIDS WITH LITHIUM DIISOPROPYLAMIDE AND WITH GENERAL ACYL DEHYDROGENASE FROM PIG-KIDNEY

被引:6
作者
BALDWIN, JE [1 ]
GHATLIA, ND [1 ]
PARKER, DW [1 ]
机构
[1] UNIV OREGON,DEPT CHEM,EUGENE,OR 97403
关键词
D O I
10.1016/0045-2068(90)90044-6
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The anion generated from the isopropyl thioester of (methylenecyclopropyl)acetic acid may be quenched with water to give an unrearranged thioester and an acyclic isomer, isopropyl 4-methylpenta-2E,4-dienethioate; the coenzyme A thioester of (methylenecyclopropyl)acetic acid is a known inactivator of acyl dehydrogenases. The isopropyl thioester of β-(cyclopropylidene) propionic acid reacts with LDA followed by water to give only 3-(cyclopropyl)prop-2E-enethioate, and its coenzyme A thioester does not inactivate the acyl dehydrogenase from pig kidney (EC 1.3.99.3). © 1990.
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页码:221 / 227
页数:7
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