One-Pot Photochemical Ring-Opening/Cleavage Approach for the Synthesis and Decoding of Cyclic Peptide Libraries

被引：11

作者：

Liang, Xinxia ^{[1
,2
]}

Vezina-Dawod, Simon ^{[1
,2
]}

Bedard, Francois

Porte, Karine ^{[1
,2
]}

Biron, Eric ^{[1
,2
]}

机构：

[1] Univ Laval, Fac Pharm, Quebec City, PQ G1V 0A6, Canada

[2] Ctr Hosp Univ Quebec, Ctr Rech, Med Chem Lab, 2705 Blvd Laurier, Quebec City, PQ G1V 4G2, Canada

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 05期

基金：

加拿大自然科学与工程研究理事会;

关键词：

SOLID-PHASE SYNTHESIS; COMPOUND COMBINATORIAL LIBRARIES; TANDEM MASS-SPECTROMETRY; SEQUENCE DETERMINATION; DRUG DISCOVERY; MACROCYCLES; GENERATION; BACKBONE; STRATEGY; MEMBERS;

D O I：

10.1021/acs.orglett.6b00296

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel dual ring-opening/cleavage strategy to determine the sequence of cyclic peptides from one bead, one compound libraries is described. The approach uses a photolabile residue within the macrocycle and as a linker to allow a simultaneous ring opening and cleavage from the beads upon UV irradiation and provide linearized molecules. Cyclic peptides of five to nine residues were synthesized and the generated linear peptides successfully sequenced by tandem mass spectrometry.

引用

页码：1174 / 1177

页数：4

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