FMOC-AMINO ACID CHLORIDES-KOBT IN SOLID-PHASE PEPTIDE-SYNTHESIS

被引:0
|
作者
SIVANANDAIAH, KM
BABU, VVS
GANGADHAR, BP
机构
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fmoc-amino acid chlorides can be used along with KOBt instead of the routinely employed 1:1 mixture of base (TEA or DIEA) and catalyst (HOBt or Piv) in solid phase peptide synthesis. No additional base is required. Coupling is fast and racemization free. Thus, the opioid peptide, beta-casomorphin (Tyr-Pro-Phe-Pro-Gly) and the laminin fragment, Tyr-Ile-Gly-Ser-Arg-NH2 have been obtained in good yields as well as purity.
引用
收藏
页码:620 / 623
页数:4
相关论文
共 50 条
  • [1] FMOC-AMINO ACID-CHLORIDES IN SOLID-PHASE SYNTHESIS OF OPIOID-PEPTIDES
    SIVANANDAIAH, KM
    BABU, VVS
    RENUKESHWAR, C
    INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1992, 39 (03): : 201 - 206
  • [2] USE OF FMOC-AMINO ACID CHLORIDES IN SOLID PHASE SYNTHESIS OF PEPTIDES AND
    Bombardi, V.
    Mastroianni, D.
    Scarallo, A.
    Giannini, G.
    JOURNAL OF PEPTIDE SCIENCE, 2004, 10 : 149 - 149
  • [3] MULTIPLE SOLID-PHASE SYNTHESIS VIA FMOC-AMINO ACID FLUORIDES
    WENSCHUH, H
    BEYERMANN, M
    ROTHEMUND, S
    CARPINO, LA
    BIENERT, M
    TETRAHEDRON LETTERS, 1995, 36 (08) : 1247 - 1250
  • [4] DIKETOPIPERAZINE FORMATION IN SOLID-PHASE PEPTIDE-SYNTHESIS USING P-ALKOXYBENZYL ESTER RESINS AND FMOC-AMINO ACIDS
    PEDROSO, E
    GRANDAS, A
    DELASHERAS, X
    ERITJA, R
    GIRALT, E
    TETRAHEDRON LETTERS, 1986, 27 (06) : 743 - 746
  • [5] ASPARAGINE COUPLING IN FMOC SOLID-PHASE PEPTIDE-SYNTHESIS
    GAUSEPOHL, H
    KRAFT, M
    FRANK, RW
    INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1989, 34 (04): : 287 - 294
  • [6] In situ generation of Fmoc-amino acid chlorides using bis(trichloromethyl) carbonate and its utilization for difficult couplings in solid-phase peptide synthesis
    Falb, E
    Yechezkel, T
    Salitra, Y
    Gilon, C
    JOURNAL OF PEPTIDE RESEARCH, 1999, 53 (05): : 507 - 517
  • [7] Use of Fmoc-Amino acid chlorides in solid phase synthesis of peptides and peptidomimetics with difficult sequence
    Bombardi, Vincent
    Giannini, Giuseppe
    Mastroianni, Domenico
    Scarallo, Angela
    Peptides 2004, Proceedings: BRIDGES BETWEEN DISCIPLINES, 2005, : 349 - 351
  • [8] ON THE USE OF S-TERT-BUTYLSULPHENYL GROUP FOR PROTECTION OF CYSTEINE IN SOLID-PHASE PEPTIDE-SYNTHESIS USING FMOC-AMINO ACIDS
    ERITJA, R
    ZIEHLERMARTIN, JP
    WALKER, PA
    LEE, TD
    LEGESSE, K
    ALBERICIO, F
    KAPLAN, BE
    TETRAHEDRON, 1987, 43 (12) : 2675 - 2680
  • [9] Fmoc-amino acid azides in peptide synthesis
    Vasanthakumar, GR
    Ananda, K
    Babu, VVS
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2002, 41 (08): : 1733 - 1735
  • [10] DEPROTECTION OF FLUORENYLMETHYLOXYCARBONYL (FMOC) GROUP IN SOLID-PHASE PEPTIDE-SYNTHESIS
    RAMPAL, JB
    FASEB JOURNAL, 1988, 2 (05): : A1542 - A1542