Carbocyclic analogues of D-ribose-5-phosphate: Synthesis and behavior with 5-phosphoribosyl alpha-1-pyrophosphate synthetases

被引:15
作者
Parry, RJ [1 ]
Burns, MR [1 ]
Skae, PN [1 ]
Hoyt, JC [1 ]
Pal, B [1 ]
机构
[1] RICE UNIV, DEPT CHEM, HOUSTON, TX 77251 USA
关键词
D O I
10.1016/0968-0896(96)00090-9
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 synthesis of cyclopentyl and cyclopentenyl analogues of the cr-anomer of D-ribose-5-phosphate from D-ribonolactone and D-ribose is described. These analogues, which have the same absolute configuration as D-ribose-5-phosphate, were incubated with PRPP synthetases in an attempt to prepare the corresponding carbocyclic PRPP analogues. The carbocyclic ribose-5-phosphate analogues were found to be inhibitors, rather than substrates, for 5-phosphoribosyl alpha-1-pyrophosphate synthetases of both bacterial and human origin. The inhibitory behavior of the analogues is described. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:1077 / 1088
页数:12
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