SOLID-PHASE PEPTIDE-SYNTHESIS UTILIZING 9-FLUORENYLMETHOXYCARBONYL AMINO-ACIDS

被引:2338
|
作者
FIELDS, GB [1 ]
NOBLE, RL [1 ]
机构
[1] APPL BIOSYST INC,FOSTER CITY,CA
来源
INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH | 1990年 / 35卷 / 03期
关键词
9‐fluorenylmethoxycarbonyl amino acids; peptide linkages; solid phase peptide synthesis;
D O I
10.1111/j.1399-3011.1990.tb00939.x
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
9‐Fluorenylmethoxycarbonyl (Fmoc) amino acids were first used for solid phase peptide synthesis a little more than a decade ago. Since that time, Fmoc solid phase peptide synthesis methodology has been greatly enhanced by the introduction of a variety of solid supports, linkages, and side chain protecting groups, as well as by increased understanding of solvation conditions. These advances have led to many impressive syntheses, such as those of biologically active and isotopically labeled peptides and small proteins. The great variety of conditions under which Fmoc solid phase peptide synthesis may be carried out represents a truly “orthogonal” scheme, and thus offers many unique opportunities for bioorganic chemistry. Copyright © 1990, Wiley Blackwell. All rights reserved
引用
收藏
页码:161 / 214
页数:54
相关论文
共 50 条
  • [1] MINIMIZATION OF TRYPTOPHAN ALKYLATION FOLLOWING 9-FLUORENYLMETHOXYCARBONYL SOLID-PHASE PEPTIDE-SYNTHESIS
    FIELDS, CG
    FIELDS, GB
    TETRAHEDRON LETTERS, 1993, 34 (42) : 6661 - 6664
  • [2] APPLICATION OF ARYLSULFONYL SIDE-CHAIN PROTECTED ARGININES IN SOLID-PHASE PEPTIDE-SYNTHESIS BASED ON 9-FLUORENYLMETHOXYCARBONYL AMINO PROTECTING STRATEGY
    FISCHER, PM
    RETSON, KV
    TYLER, MI
    HOWDEN, MEH
    INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1992, 40 (01): : 19 - 24
  • [3] 4-METHOXYBENZYLOXYCARBONYL AMINO-ACIDS IN SOLID-PHASE PEPTIDE-SYNTHESIS
    WANG, SS
    CHEN, ST
    WANG, KT
    MERRIFIELD, RB
    INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1987, 30 (05): : 662 - 667
  • [4] AMINO-ACIDS AND PEPTIDES .124. CONTINUOUS MONITORING IN SOLID-PHASE PEPTIDE-SYNTHESIS
    GUT, V
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1975, 40 (01) : 129 - 136
  • [5] PREPARATION OF FURTHER 2-PHENYLISOPROPYLOXYCARBONYL AMINO-ACIDS FOR APPLICATION IN SOLID-PHASE PEPTIDE-SYNTHESIS
    SANDBERG, BEB
    RAGNARSSON, U
    INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1975, 7 (06): : 503 - 504
  • [6] APPLICATION OF TETRABUTYLAMMONIUM SALT OF N-(9-FLUORENYLMETHOXYCARBONYL)CYSTEIC ACID FOR SOLID-PHASE PEPTIDE-SYNTHESIS - PREPARATION OF ENDOTHELIN ANTAGONISTIC CYCLIC PENTAPEPTIDES
    NAGASE, T
    KUMAGAI, U
    NIIYAMA, K
    MASE, T
    ISHIKAWA, K
    TETRAHEDRON LETTERS, 1993, 34 (07) : 1173 - 1176
  • [7] RAPID TEA-BAG PEPTIDE-SYNTHESIS USING 9-FLUORENYLMETHOXYCARBONYL (FMOC) PROTECTED AMINO-ACIDS APPLIED FOR ANTIGENIC MAPPING OF VIRAL-PROTEINS
    SALLBERG, M
    RUDEN, U
    MAGNIUS, LO
    NORRBY, E
    WAHREN, B
    IMMUNOLOGY LETTERS, 1991, 30 (01) : 59 - 68
  • [8] Preparation of a peptide thioester by a 9-fluorenylmethoxycarbonyl solid phase method
    Li, X
    Kawakami, T
    Aimoto, S
    PEPTIDE SCIENCE - PRESENT AND FUTURE, 1999, : 579 - 580
  • [9] Analysis of 9-fluorenylmethoxycarbonyl (FMOC) loading of solid-phase synthesis resins by gas chromatography
    Newcomb, William S.
    Deegan, Tracy L.
    Miller, Wendy
    Porco Jr., John A.
    Biotechnology and Bioengineering, 61 (01): : 55 - 60
  • [10] Backbone amide linker (BAL) strategy for Nα-9-fluorenylmethoxycarbonyl (Fmoc) solid-phase synthesis of peptide aldehydes
    Kappel, JC
    Barany, G
    JOURNAL OF PEPTIDE SCIENCE, 2005, 11 (09) : 525 - 535