Inhibition of naringinase (L-rhamnosidase) by piperidine analogues of L-rhamnose: Scaffolds for libraries incorporating trihydroxypipecolic acids

被引:39
作者
Shilvock, JP
Wheatley, JR
Davis, B
Nash, RJ
Griffiths, RC
Jones, MG
Muller, M
Crook, S
Watkin, DJ
Smith, C
Besra, GS
Brennan, PJ
Fleet, GWJ
机构
[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND
[2] INST GRASSLAND & ENVIRONM RES,ABERYSTWYTH SY23 3EB,CARDIGANSHIRE,WALES
[3] UNIV WALES,INST BIOL SCI,ABERYSTWYTH SY23 1DB,DYFED,WALES
[4] CHEM CRYSTALLOG LAB,OXFORD OX1 3QU,ENGLAND
[5] GLAXO WELLCOME RES & DEV LTD,MED RES CTR,STEVENAGE SG1 2NY,HERTS,ENGLAND
[6] COLORADO STATE UNIV,DEPT MICROBIOL,FT COLLINS,CO 80523
关键词
D O I
10.1016/0040-4039(96)01958-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
L-Deoxyrhamnojirimycin 1 does not inhibit naringinase significantly but 5-epi-L-deoxyrhamnojirimycin 2 is a potent inhibitor. Conversely, alpha-C-glycosides of 1 are good inhibitors of L-rhamnosidase whereas those of 2 are not. Intermediate azabicyclic lactones are Likely to be of use for the: incorporation of a number of trihydroxypipecolic acids into peptide libraries. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:8569 / 8572
页数:4
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