A novel solid-phase linker strategy for the side-chain anchoring of arginine:: an expeditious route to arginine 7-amido-4-methylcoumarins

被引:7
作者
Beythien, J
Barthélémy, S
Schneeberger, P
White, PD
机构
[1] Merck Biosci Ltd, Novabiochem, Nottingham NG9 2JR, England
[2] Merck Biosci AG, Novabiochem, CH-4448 Laufelfingen, Switzerland
关键词
D O I
10.1016/j.tetlet.2006.03.019
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel linker strategy for the efficient side-chain anchoring of arginine is described. The utility of this approach was demonstrated by the facile synthesis of arginine-specific fluorogenic peptide substrates by standard Fmoc solid phase peptide synthesis methods. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3009 / 3012
页数:4
相关论文
共 22 条
[1]  
ALBERICIO F, 1990, INT J PEPT PROT RES, V35, P284
[2]  
ATHERTON E, 1984, PEPTIDES 1984, P153
[3]   A FACILE SYNTHESIS OF CYANOGUANIDINES FROM THIOUREAS [J].
ATWAL, KS ;
AHMED, SZ ;
OREILLY, BC .
TETRAHEDRON LETTERS, 1989, 30 (52) :7313-7316
[4]  
Bernhardt A, 1997, J PEPT RES, V50, P143
[5]   The solid phase synthesis of a guanidinium based 'tweezer' receptor [J].
Bonnat, M ;
Bradley, M ;
Kilburn, JD .
TETRAHEDRON LETTERS, 1996, 37 (30) :5409-5412
[6]  
DOERNER B, 1999, PEPTIDES 1998, P90
[7]   Synthesis and enzymatic evaluation of a P1 arginine aminocoumarin substrate library for trypsin-like serine proteases [J].
Edwards, PD ;
Mauger, RC ;
Cottrell, KM ;
Morris, FX ;
Pine, KK ;
Sylvester, MA ;
Scott, CW ;
Furlong, ST .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (20) :2291-2294
[8]   Indole resin: A versatile new support for the solid-phase synthesis of organic molecules [J].
Estep, KG ;
Neipp, CE ;
Stramiello, LMS ;
Adam, MD ;
Allen, MP ;
Robinson, S ;
Roskamp, EJ .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (16) :5300-5301
[9]   Solid-phase synthesis:: a linker for side-chain anchoring of arginine [J].
García, O ;
Nicolás, E ;
Albericio, F .
TETRAHEDRON LETTERS, 2003, 44 (28) :5319-5321
[10]   An accurate method for the quantitation of Fmoc-derivatized solid phase supports [J].
Gude, M ;
Ryf, J ;
White, PD .
LETTERS IN PEPTIDE SCIENCE, 2002, 9 (4-5) :203-206