Rapid microwave-assisted solution-phase peptide synthesis

被引：34
|
作者：
Mahindra, Amit [1 ]
Sharma, Krishna K. [1 ]
Jain, Rahul [1 ]
机构：
[1] Natl Inst Pharmaceut Educ & Res, Dept Med Chem, Sas Nagar 160062, Punjab, India
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 51期
关键词：
Solution-phase peptide synthesis; Microwave-assisted synthesis; Activators; Boc chemistry; Fmoc chemistry; SPEED SOLUTION SYNTHESIS; AMINO-ACID; ORGANIC-SYNTHESIS; IN-VITRO; ANTIMICROBIAL PEPTIDES; ANTIFUNGAL PEPTIDE; RICH PEPTIDES; IRRADIATION; SEQUENCES; ARGININE;
D O I：
10.1016/j.tetlet.2012.10.028
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Rapid microwave-assisted solution-phase peptide synthesis protocol has been developed. The reaction temperature of 50 degrees C. 40 W and short coupling time of 28 min gave racemization-free synthesis of peptides in 50-80% yield. The method is applicable with equal ease in coupling both side-chain protected and unprotected amino acids indicating reactive-functional group tolerance and high atom-economy. In the case of dipeptides, DIC/HONB-mediated coupling rendered the best results. In the case of tri- and tetrapeptides, HATU/HOAt/DIEA emerged as the best coupling combination. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6931 / 6935
页数：5
相关论文
共 50 条
  • [31] Advances in automatic, manual and microwave-assisted solid-phase peptide synthesis
    Sabatino, Giuseppina
    Papini, Anna M.
    CURRENT OPINION IN DRUG DISCOVERY & DEVELOPMENT, 2008, 11 (06) : 762 - 770
  • [32] MICROWAVE-ASSISTED GUANIDINYLATION IN SOLID PHASE PEPTIDE SYNTHESIS: COMPARISON OF VARIOUS REAGENTS
    Witkowska, E.
    Kubik, K.
    Krosnicka, J.
    Grabowska, K.
    Niescioruk, A.
    Wilenska, B.
    Misicka, A.
    JOURNAL OF PEPTIDE SCIENCE, 2014, 20 : S149 - S149
  • [33] Rapid solution-phase synthesis of a 20-mer peptide according to the DioRaSSP® method
    Eggen, Ivo F.
    Bakelaar, Frits T.
    Ten Kortenaar, Paul B. W.
    Adermann, Knut
    Forssmann, Wolf-Georg
    Schulz, Axel
    UNDERSTANDING BIOLOGY USING PEPTIDES, 2006, : 156 - +
  • [34] Microwave-assisted solution synthesis of SnO nanocrystallites
    Wu, DS
    Han, CY
    Wang, SY
    Wu, NL
    Rusakova, IA
    MATERIALS LETTERS, 2002, 53 (03) : 155 - 159
  • [35] Microwave-assisted synthesis of metallic nanostructures in solution
    Tsuji, M
    Hashimoto, M
    Nishizawa, Y
    Kubokawa, M
    Tsuji, T
    CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (02) : 440 - 452
  • [36] Microwave-Assisted, Divergent Solution-Phase Synthesis of 1,3,6-Trisubstituted Pyrazolo[3,4-d]pyrimidines
    Liu, Jing
    Wang, Xiaodong
    ACS COMBINATORIAL SCIENCE, 2011, 13 (04) : 414 - 420
  • [37] Microwave-assisted rapid Claisen rearrangement on solid phase
    Kumar, HMS
    Anjaneyulu, S
    Reddy, BVS
    Yadav, JS
    SYNLETT, 2000, (08) : 1129 - 1130
  • [38] Toward rapid, "green", predictable microwave-assisted synthesis
    Roberts, BA
    Strauss, CR
    ACCOUNTS OF CHEMICAL RESEARCH, 2005, 38 (08) : 653 - 661
  • [39] Microwave-assisted rapid synthesis of the cytotoxic alkaloid luotonin A
    Yadav, JS
    Reddy, BVS
    TETRAHEDRON LETTERS, 2002, 43 (10) : 1905 - 1907
  • [40] Rapid and Efficient Microwave-Assisted Friedlander Quinoline Synthesis
    Bailey, Helen V.
    Mahon, Mary F.
    Vicker, Nigel
    Potter, Barry V. L.
    CHEMISTRYOPEN, 2020, 9 (11) : 1113 - 1122
12345