Solid-Phase Synthesis of Lysobactin (Katanosin B): Insights into Structure and Function

被引：10

作者：

Hall, Edward A. ^{[1
]}

Kuru, Erkin ^{[1
]}

VanNieuwenhze, Michael S. ^{[1
]}

机构：

[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 11期

基金：

美国国家卫生研究院;

关键词：

COUPLING REAGENT; REMARKABLE RESISTANCE; DEPBT;

D O I：

10.1021/ol300926d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The solid phase synthesis of the cyclic depsipeptide antibiotic lysobactin is described. The natural product was synthesized via a linear approach using mostly an Fmoc-strategy solid phase peptide synthesis (SPPS) with a single purification. A lysobactin analog has also been synthesized displaying nanomolar membrane disruption activity not seen with the natural product.

引用

页码：2730 / 2733

页数：4

共 50 条

[41] Solid-phase synthesis of benzopiperazinones
Morales, GA
Corbett, JW
DeGrado, WF
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (04): : 1172 - 1177
[42] SOLID-PHASE SYNTHESIS OF PHOSPHOPEPTIDES
OTVOS, L
ELEKES, I
LEE, VMY
INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1989, 34 (02): : 129 - 133
[43] SOLID-PHASE PHOSPHATIDYLETHANOLAMINE SYNTHESIS
TOMOI, M
KIMURA, Y
TOKUYAMA, S
SYNTHETIC COMMUNICATIONS, 1990, 20 (09) : 1363 - 1371
[44] THE SOLID-PHASE SYNTHESIS OF PROSTAGLANDINS
THOMPSON, LA
ELLMAN, JA
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 209 : 262 - ORGN
[45] SOLID-PHASE SYNTHESIS OF PEPTIDYLPHOSPHONATES
CAMPBELL, DA
BERMAK, JC
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (13) : 6039 - 6040
[46] Solid-phase oligosaccharide synthesis
Seeberger, PH
GLYCOBIOLOGY, 1999, 9 (10) : 1103 - 1103
[47] SOLID-PHASE PEPTIDE SYNTHESIS
MERRIFIELD, RB
ADVANCES IN ENZYMOLOGY AND RELATED AREAS OF MOLECULAR BIOLOGY, 1969, 32 : 221 - +
[48] Solid-phase synthesis of dibenzoxazepinones
Hone, ND
Salter, JI
Reader, JC
TETRAHEDRON LETTERS, 2003, 44 (44) : 8169 - 8172
[49] Solid-phase organometallic synthesis
Heinze, K
CHEMISTRY-A EUROPEAN JOURNAL, 2001, 7 (13) : 2922 - 2932
[50] Solid-phase synthesis and crystal structure of a novel pyrazole Schiff base by solid phase method
Wang, Jun-Ling, 1600, Chinese Ceramic Society (43):

← 1 2 3 4 5 →