SYNTHESIS OF A BICYCLIC HEXAPEPTIDE AS A PLAUSIBLE ACTIVE-CENTER IN VANCOMYCIN

被引：27

作者：

SUZUKI, Y ^{[1
]}

NISHIYAMA, S ^{[1
]}

YAMAMURA, S ^{[1
]}

机构：

[1] KEIO UNIV,FAC SCI & TECHNOL,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 28期

关键词：

D O I：

10.1016/S0040-4039(00)94497-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A bicyclic hexapeptide included in vancomycin has been synthesized using TTN oxidation method. This synthetic compound has the two macrocyclic peptide moieties, one of which is regarded as an active center in vancomycin which forms a binding pocket for the carboxylate region of the terminal D-Ala-D-alanine. © 1990.

引用

页码：4053 / 4056

页数：4

共 21 条

[1] SYNTHESIS OF L,L-ISODITYROSINE
BOGER, DL
YOHANNES, D
[J]. TETRAHEDRON LETTERS, 1989, 30 (16) : 2053 - 2056
[2] TOTAL SYNTHESIS OF K-13
BOGER, DL
YOHANNES, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) : 2498 - 2502
[3] THE TOTAL SYNTHESES OF THE ISODITYROSINE-DERIVED CYCLIC TRIPEPTIDES OF4949-III AND K-13 - DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF K-13
EVANS, DA
ELLMAN, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (03) : 1063 - 1072
[4] THE OXIDATIVE MACROCYCLIZATION OF PHENOLIC PEPTIDES - A BIOMIMETIC APPROACH TO THE SYNTHESIS OF THE VANCOMYCIN FAMILY OF ANTIBIOTICS
EVANS, DA
ELLMAN, JA
DEVRIES, KM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (24) : 8912 - 8914
[5] VANCOMYCIN - STRUCTURE AND TRANSFORMATION TO CDP-I
HARRIS, CM
KOPECKA, H
HARRIS, TM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (23) : 6915 - 6922
[6] SYNTHESIS OF DIPHENYL THIOETHER DERIVATIVES OF PEPTIDES AND AMINO-ACIDS
HOBBS, DW
STILL, WC
[J]. TETRAHEDRON LETTERS, 1987, 28 (25) : 2805 - 2808
[7] NMR-STUDY OF THE STRUCTURE OF THE ANTIBIOTIC RISTOCETIN-A - NEGATIVE NUCLEAR OVERHAUSER EFFECT IN STRUCTURE ELUCIDATION
KALMAN, JR
WILLIAMS, DH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (03) : 897 - 905
[8] A SYNTHETIC ANALOG OF THE CARBOXYLATE-BINDING POCKET OF VANCOMYCIN
MANN, MJ
PANT, N
HAMILTON, AD
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (02) : 158 - 160
[9] McCormick M.H., 1955, ANTIBIOT ANNU, V3, P606
[10] SYNTHESIS OF PIPERAZINOMYCIN, A NOVEL ANTIFUNGAL ANTIBIOTIC
NISHIYAMA, S
NAKAMURA, K
SUZUKI, Y
YAMAMURA, S
[J]. TETRAHEDRON LETTERS, 1986, 27 (37) : 4481 - 4484

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