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Volumn 11, Issue 8, 2010, Pages 1061-1065

Chemoselective ligation of peptide phenyl esters with N-Terminal cysteines

Author keywords

Native chemical ligation; Peptide phenyl ester; Peptides; Solid phase synthesis

Indexed keywords

BENZENE DERIVATIVE; CYSTEINE DERIVATIVE; ESTER DERIVATIVE; PEPTIDE;

EID: 77952198882     PISSN: 14394227     EISSN: 14397633     Source Type: Journal    
DOI: 10.1002/cbic.201000165     Document Type: Article
Times cited : (35)

References (51)
  • 27
    • 0033621158 scopus 로고    scopus 로고
    • For an alternative approach to solving the problem of ligation at Val
    • a) T. M. Hackeng, J. H. Griffin, P. E. Dawson, Proc. Natl. Acad. Sci. USA 1999, 96, 10068; For an alternative approach to solving the problem of ligation at Val:
    • (1999) Proc. Natl. Acad. Sci. USA , vol.96 , pp. 10068
    • Hackeng, T.M.1    Griffin, J.H.2    Dawson, P.E.3
  • 33
    • 0001525470 scopus 로고
    • Kemp et al. previously reported a method for peptide ligation by intramolecular acyl transfer across a rigid template. Peptide phenyl esters were used there, but the ligation proceeded through an entirely different mechanism. See: a
    • Kemp et al. previously reported a method for peptide ligation by intramolecular acyl transfer across a rigid template. Peptide phenyl esters were used there, but the ligation proceeded through an entirely different mechanism. See: a) D. S. Kemp, N. G. Galakatos, J. Org. Chem. 1986, 51, 1821;
    • (1986) J. Org. Chem. , vol.51 , pp. 1821
    • Kemp, D.S.1    Galakatos, N.G.2
  • 37
    • 0016403522 scopus 로고
    • Also see enzyme-catalyzed ligation of peptide O-esters
    • b) D. S. Kemp, S.-L. H. Choong, J. Pekaar, J. Org. Chem. 1974, 39, 3841; Also see enzyme-catalyzed ligation of peptide O-esters:
    • (1974) J. Org. Chem. , vol.39 , pp. 3841
    • Kemp, D.S.1    Choong, S.-L.H.2    Pekaar, J.3
  • 40
    • 54249083268 scopus 로고    scopus 로고
    • The positive effect of imidazole was also observed in some previous protein ligations
    • The positive effect of imidazole was also observed in some previous protein ligations: R. J. Payne, S. Ficht, W. A. Greenberg, C.-H. Wong, Angew. Chem. 2008, 120, 4483;
    • (2008) Angew. Chem. , vol.120 , pp. 4483
    • Payne, R.J.1    Ficht, S.2    Greenberg, W.A.3    Wong, C.-H.4
  • 42
  • 43
    • 12044259685 scopus 로고
    • For more details about imidazole catalysis, see: b
    • For more details about imidazole catalysis, see: b) R. Breslow, Acc. Chem. Res. 1991, 24, 317;
    • (1991) Acc. Chem. Res. , vol.24 , pp. 317
    • Breslow, R.1
  • 51
    • 66149141721 scopus 로고    scopus 로고
    • For a highly interesting related study, see
    • For a highly interesting related study, see: C. Haase, O. Seitz, Eur. J. Org. Chem. 2009, 2096.
    • (2009) Eur. J. Org. Chem. , pp. 2096
    • Haase, C.1    Seitz, O.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.