Use of benzyloxycarbonyl (Z)-based fluorophilic tagging reagents in the purification of synthetic peptides

被引:64
作者
Filippov, DV
van Zoelen, DJ
Oldfield, SP
van der Marel, GA
Overkleeft, HS
Drijfhout, JW
van Boom, JH
机构
[1] Leiden Univ, Leiden Inst Chem, NL-2300 RA Leiden, Netherlands
[2] Leiden Univ, Med Ctr, Dept Immunohematol & Bloodtransfus, NL-2300 RC Leiden, Netherlands
关键词
D O I
10.1016/S0040-4039(02)01723-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three novel fluorous reagents (i.e. 1-3), derived from benzyl chloroformate (Z-Cl), have been synthesized and used for the tagging of peptides prepared following a Fmoc-based solid-phase approach. It is shown that the implementation of a benzyloxycarbonyl (Z)-based fluorophilic tag facilitates purification of peptides using fluorous reverse phase chromatography. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7809 / 7812
页数:4
相关论文
共 17 条
[11]  
Keuning KJ, 1935, RECL TRAV CHIM PAY-B, V54, P73
[12]   Fluorous Boc (FBoc) carbamates:: New amine protecting groups for use in fluorous synthesis [J].
Luo, ZY ;
Williams, J ;
Read, RW ;
Curran, DP .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (12) :4261-4266
[13]   Fluorous mixture synthesis: A fluorous-tagging strategy for the synthesis and separation of mixtures of organic compounds [J].
Luo, ZY ;
Zhang, QS ;
Oderaotoshi, Y ;
Curran, DP .
SCIENCE, 2001, 291 (5509) :1766-1769
[14]   SOLID PHASE PEPTIDE SYNTHESIS .1. SYNTHESIS OF A TETRAPEPTIDE [J].
MERRIFIELD, RB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (14) :2149-&
[15]   9-(2-SULFO)FLUORENYLMETHYLOXYCARBONYL CHLORIDE, A NEW REAGENT FOR PURIFICATION OF SYNTHETIC PEPTIDES [J].
MERRIFIELD, RB ;
BACH, AE .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (25) :4808-4816
[16]  
Schwinn D, 2002, HELV CHIM ACTA, V85, P255, DOI 10.1002/1522-2675(200201)85:1<255::AID-HLCA255>3.0.CO
[17]  
2-5