Peptide synthesis 'in water' by a solution-phase method using water-dispersible nanoparticle Boc-amino acid

被引:19
|
作者
Hojo, Keiko [1 ]
Ichikawa, Hideki
Onishi, Mare
Fukumori, Yoshinobu
Kawasaki, Koichi
机构
[1] Kobe Gakuin Univ, Fac Pharmaceut Sci, Chou Ku, Kobe, Hyogo 6508586, Japan
关键词
nanoparticles; suspension; solution-phase synthesis; peptide synthesis in water; Boc strategy; green chemistry; N-PROTECTING GROUP; PARTICLE-SIZE REDUCTION; ESTERS; TETRAFLUOROBORATE;
D O I
10.1002/psc.1367
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
Regulatory pressure has compelled the chemical manufacturing industry to reduce the use of organic solvents in synthetic chemistry, and there is currently a strong focus on replacing these solvents with water. Here, we describe an efficient in-water solution-phase peptide synthesis method using Boc-amino acids. It is based on a coupling reaction utilizing suspended water-dispersible nanoparticle reactants. Using this method, peptides were obtained in good yield and with high purity. Copyright (C) 2011 European Peptide Society and JohnWiley & Sons, Ltd.
引用
收藏
页码:487 / 492
页数:6
相关论文
共 50 条
  • [1] PEPTIDE SYNTHESIS IN WATER USING BOC-AMINO ACID NANOPARTICLES (NO.2)
    Hojo, K.
    Ichikawa, H.
    Fukumori, Y.
    Kawasaki, K.
    BIOPOLYMERS, 2009, 92 (04) : 372 - 372
  • [2] Development of a method for environmentally friendly chemical peptide synthesis in water using water-dispersible amino acid nanoparticles
    Hojo, Keiko
    Hara, Asaki
    Kitai, Hiroyuki
    Onishi, Mare
    Ichikawa, Hideki
    Fukumori, Yoshinobu
    Kawasaki, Koichi
    CHEMISTRY CENTRAL JOURNAL, 2011, 5
  • [3] Development of a method for environmentally friendly chemical peptide synthesis in water using water-dispersible amino acid nanoparticles
    Keiko Hojo
    Asaki Hara
    Hiroyuki Kitai
    Mare Onishi
    Hideki Ichikawa
    Yoshinobu Fukumori
    Koichi Kawasaki
    Chemistry Central Journal, 5
  • [4] Use of tanninsulfonic acid in the synthesis of water-dispersible polyaniline
    Taylor, K. K.
    Cole, C. V.
    Berry, B. C.
    Tito, Viswanathan
    JOURNAL OF APPLIED POLYMER SCIENCE, 2007, 103 (04) : 2113 - 2119
  • [5] Use of tanninsulfonic acid in the synthesis of water-dispersible polyaniline
    Taylor, K.K.
    Cole, C.V.
    Berry, B.C.
    Tito, Viswanathan
    Journal of Applied Polymer Science, 1600, 103 (04): : 2113 - 2119
  • [6] The use of lignosulfonic acid in the synthesis of water-dispersible polyaniline
    Taylor, K. K.
    Cole, C. V.
    Soora, R.
    Dilday, J. C.
    Hill, A. M.
    Berry, Brian
    Viswanathan, Tito
    JOURNAL OF APPLIED POLYMER SCIENCE, 2008, 108 (03) : 1496 - 1500
  • [7] Aqueous Microwave-Assisted Solid-Phase Synthesis Using Boc-Amino Acid Nanoparticles
    Hojo, Keiko
    Shinozaki, Natsuki
    Nozawa, Yoshimi
    Fukumori, Yoshinobu
    Ichikawa, Hideki
    APPLIED SCIENCES-BASEL, 2013, 3 (03): : 614 - 623
  • [8] APPLICATION OF PENTAFLUOROPHENYL ESTERS OF BOC-AMINO ACIDS IN SOLID-PHASE PEPTIDE-SYNTHESIS
    PENKE, B
    BALASPIRI, L
    PALLAI, P
    KOVACS, K
    ACTA PHYSICA ET CHEMICA, 1974, 20 (04): : 471 - 476
  • [9] Capping of gold nanoparticles by the amino acid lysine renders them water-dispersible
    Selvakannan, PR
    Mandal, S
    Phadtare, S
    Pasricha, R
    Sastry, M
    LANGMUIR, 2003, 19 (08) : 3545 - 3549
  • [10] PEPTIDE SYNTHESES .50. SYMMETRICAL BOC-AMINO ACID ANHYDRIDES FOR ECONOMICAL PEPTIDE SYNTHESES ON A SOLID PHASE
    WIELAND, T
    BIRR, C
    FLOR, F
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1971, 10 (05) : 336 - &