THE SYNTHESIS AND CONFORMATIONAL-ANALYSIS OF A PAIR OF DIASTEREOISOMERIC CYCLIC-PEPTIDES WITH CIS AND TRANS AMIDE BONDS, RESPECTIVELY

被引：9

作者：

CUMBERBATCH, S ^{[1
]}

NORTH, M ^{[1
]}

ZAGOTTO, G ^{[1
]}

机构：

[1] UNIV WALES,DEPT CHEM,BANGOR LL57 2UW,GWYNEDD,WALES

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1993年 / 07期

关键词：

D O I：

10.1039/c39930000641

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-Protected, conformationally constrained, eight-membered ring containing cyclic dipeptides derived from methyl cyclo-[(R)-cysteinyl-(R)-penicillamine] contain a cis amide bond, whilst the corresponding peptides derived from cyclo-[(R)-cysteinyl-(S)-penicillamine] contain a trans amide bond.

引用

页码：641 / 642

页数：2

共 9 条

[1] SOLID-STATE AND SOLUTION CONFORMATION OF PHENYLACETYL-L-CYSTEINYL-D-PENICILLAMINE CYCLIC DISULFIDE METHYL-ESTER - A CYCLIC DIPEPTIDE CONTAINING A TRANS AMIDE [J].

BAXTER, RL ;

GLOVER, SSB ;

GORDON, EM ;

GOULD, RO ;

MCKIE, MC ;

SCOTT, AI ;

WALKINSHAW, MD .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (02) :365-371

[2] STRUCTURE OF A CIS-PEPTIDE UNIT - MOLECULAR-CONFORMATION OF CYCLIC DISULFIDE L-CYSTEINYL-L-CYSTEINE [J].

CAPASSO, S ;

MATTIA, C ;

MAZZARELLA, L ;

PULITI, R .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1977, 33 (JUL15) :2080-2083

[3] TERT-BUTYLOXYCARBONYL-L-CYSTEINYL-L-CYSTEINE DISULFIDE METHYL-ESTER [J].

HATA, Y ;

MATSUURA, Y ;

TANAKA, N ;

ASHIDA, T ;

KAKUDO, M .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1977, 33 (NOV) :3561-3564

[4]

HORVAT S, 1989, INT J PEPT PROT RES, V34, P346

[5]

KHAN SA, 1977, INDIAN J CHEM B, P80

[6]

SHEEHAN JC, 1949, Patent No. 2491523

[7] CONFORMATIONAL RESTRICTION OF ANGIOTENSIN-II - CYCLIC ANALOGS HAVING HIGH POTENCY [J].

SPEAR, KL ;

BROWN, MS ;

REINHARD, EJ ;

MCMAHON, EG ;

OLINS, GM ;

PALOMO, MA ;

PATTON, DR .

JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (07) :1935-1940

[8]

STILL WC, 1991, MACROMODEL 3D

[9] A MOLECULAR CONSTRAINT THAT GENERATES A CIS PEPTIDE-BOND [J].

SUKUMARAN, DK ;

PROROK, M ;

LAWRENCE, DS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (02) :706-707

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