메뉴 건너뛰기




Volumn 287, Issue , 1997, Pages 34-45

[3] Synthesis of chemokines by native chemical ligation

(1)  Dawson, Philip E a  

a NONE

Author keywords

[No Author keywords available]

Indexed keywords

CHEMOKINE; CYSTEINE PROTEINASE; THIOESTER PEPTIDE; UNCLASSIFIED DRUG; DISULFIDE; INTERLEUKIN 8; PEPTIDE; THIAZOLE DERIVATIVE; THIOL DERIVATIVE;

EID: 0030632227     PISSN: 00766879     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S0076-6879(97)87005-X     Document Type: Article
Times cited : (19)

References (34)
  • 15
    • 85030300443 scopus 로고    scopus 로고
    • note
    • 12
  • 16
    • 0029559773 scopus 로고
    • Phosphines have also been added during ligation as a reducing agent. J. P. Tam, Proc. Natl. Acad. Sci. U.S.A. 92, 12485 (1995).
    • (1995) Proc. Natl. Acad. Sci. U.S.A. , vol.92 , pp. 12485
    • Tam, J.P.1
  • 17
    • 0030037155 scopus 로고    scopus 로고
    • A promising extension has been reported that permits Gly-Xaa and Xaa-Gly sites to be utilized. This extension has not yet been applied to proteins [L. E. Canne, S. J. Bark, and S. B. H. Kent, J. Am. Chem. Soc. 118, 55891 (1996)].
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 55891
    • Canne, L.E.1    Bark, S.J.2    Kent, S.B.H.3
  • 23
    • 85030301979 scopus 로고    scopus 로고
    • note
    • Fmoc chemistry has not been utilized because of the susceptibility of thioester peptides to aminolysis by piperidine. Use of a resin designed to be cleaved by nucleophiles following synthesis may allow thioester peptides to be synthesized by Fmoc protocols.
  • 24
    • 85030306605 scopus 로고    scopus 로고
    • note
    • Small amounts of alkylation of the tryptophan side chain are observed during synthesis. In principle, the formyl protecting group could be removed either following or during ligation.
  • 25
    • 12644270357 scopus 로고    scopus 로고
    • personal communication
    • T. Hackeng, personal communication (1996).
    • (1996)
    • Hackeng, T.1
  • 31
    • 85030301869 scopus 로고    scopus 로고
    • note
    • The alkylation reaction can also be performed using benzyl bromide as the alkylating agent, producing a benzyl thioester peptide. Complications can arise owing to the poor solubility of benzyl mercaptan in aqueous solutions and its greater reactivity toward the peptide side chains.
  • 33
    • 85030306547 scopus 로고    scopus 로고
    • note
    • During ligation, a white precipitate may form in the ligation mixture. This is a result of oxidation of thiophenol and benzyl mercaptan and can be removed after ligation by filtration.
  • 34
    • 12644298818 scopus 로고    scopus 로고
    • personal communication
    • M. C. Fitzgerald, personal communication (1996).
    • (1996)
    • Fitzgerald, M.C.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.