Microwave-assisted coupling with DIC/HOBt for the synthesis of difficult peptoids and fluorescently labelled peptides -: a gentle heat goes a long way

被引：66

作者：

Fara, MA ^{[1
]}

Díaz-Mochón, JJ ^{[1
]}

Bradley, M ^{[1
]}

机构：

[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 06期

基金：

英国生物技术与生命科学研究理事会; 英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/j.tetlet.2005.11.127

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Mild thermal effects (Arrhenius based) achieved with microwave heating proved to be highly successful in enabling rapid and efficient secondary amine couplings and the labelling of peptides with a variety of fluorophores and quenchers in high yields and purities with just traditional, yet robust, HOBt/DIC chemistry. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：1011 / 1014

页数：4

共 19 条

[1] Developments in peptide and amide synthesis [J].

Albericio, F .

CURRENT OPINION IN CHEMICAL BIOLOGY, 2004, 8 (03) :211-221

[2] Dde-protected PNA monomers, orthogonal to Fmoc, for the synthesis of PNA-peptide conjugates [J].

Bialy, L ;

Díaz-Mochón, JJ ;

Specker, E ;

Keinicke, L ;

Bradley, M .

TETRAHEDRON, 2005, 61 (34) :8295-8305

[3] An efficient approach for monosultide bridge formation in solid-phase peptide synthesis [J].

Campiglia, P ;

Gomez-Monterrey, I ;

Longobardo, L ;

Lama, T ;

Novellino, E ;

Grieco, P .

TETRAHEDRON LETTERS, 2004, 45 (07) :1453-1456

[4] Synthesis and cellular uptake of cell delivering PNA-peptide conjugates [J].

Díaz-Mochón, JJ ;

Bialy, L ;

Watson, J ;

Sánchez-Martín, RM ;

Bradley, M .

CHEMICAL COMMUNICATIONS, 2005, (26) :3316-3318

[5] Combinatorial libraries -: from solution to 2D microarrays [J].

Díaz-Mochón, JJ ;

Bialy, L ;

Keinicke, L ;

Bradley, M .

CHEMICAL COMMUNICATIONS, 2005, (11) :1384-1386

[6] Full orthogonality between Dde and Fmoc:: The direct synthesis of PNA-peptide conjugates [J].

Díaz-Mochón, JJ ;

Bialy, L ;

Bradley, M .

ORGANIC LETTERS, 2004, 6 (07) :1127-1129

[7]

Erdélyi M, 2002, SYNTHESIS-STUTTGART, P1592

[8] Extending the applicability of carboxyfluorescein in solid-phase synthesis [J].

Fischer, R ;

Mader, O ;

Jung, G ;

Brock, R .

BIOCONJUGATE CHEMISTRY, 2003, 14 (03) :653-660

[9] ADAM33 expression in asthmatic airways and human embryonic lungs [J].

Haitchi, HM ;

Powell, RM ;

Shaw, TJ ;

Howarth, PH ;

Wilson, SJ ;

Wilson, DI ;

Holgate, ST ;

Davies, DE .

AMERICAN JOURNAL OF RESPIRATORY AND CRITICAL CARE MEDICINE, 2005, 171 (09) :958-965

[10] NOVEL FLUOROGENIC SUBSTRATES FOR ASSAYING RETROVIRAL PROTEASES BY RESONANCE ENERGY-TRANSFER [J].

MATAYOSHI, ED ;

WANG, GT ;

KRAFFT, GA ;

ERICKSON, J .

SCIENCE, 1990, 247 (4945) :954-958

← 1 2 →