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Volumn 61, Issue 3, 2003, Pages 152-157

Synthesis of cyclic peptides from unprotected precursors using removable Nα-(1-(4-methoxyphenyl)2-mercaptoethyl) auxiliary

Author keywords

Chemical ligation; Peptide cyclization; Solid phase synthesis

Indexed keywords

CYCLOPEPTIDE; GLYCINE DERIVATIVE; RANTES; RESIN; SYNTHETIC PEPTIDE; THIOESTER;

EID: 0037370122     PISSN: 1397002X     EISSN: None     Source Type: Journal    
DOI: 10.1034/j.1399-3011.2003.00043.x     Document Type: Article
Times cited : (19)

References (18)
  • 1
    • 0019958979 scopus 로고
    • Conformational restrictions of biologically active peptides via amino acid side chain groups
    • Hruby, V.J. (1982) Conformational restrictions of biologically active peptides via amino acid side chain groups. Life Sci 31, 189-199.
    • (1982) Life Sci. , vol.31 , pp. 189-199
    • Hruby, V.J.1
  • 2
    • 0025916569 scopus 로고
    • Cyclic parathyroid hormone related protein antagonists: Lysine 13 to aspartic acid 17 [i to (i+4)] side chain to side chain lactamization
    • Chorev, M., Roubini, E., McKee, R.L., Gibbons, S.W., Goldman, M.E., Caufield, M.P. & Rosenblatt, M. (1991) Cyclic parathyroid hormone related protein antagonists: lysine 13 to aspartic acid 17 [i to (i+4)] side chain to side chain lactamization. Biochemistry 30, 5968-5974.
    • (1991) Biochemistry , vol.30 , pp. 5968-5974
    • Chorev, M.1    Roubini, E.2    McKee, R.L.3    Gibbons, S.W.4    Goldman, M.E.5    Caufield, M.P.6    Rosenblatt, M.7
  • 3
    • 0027944205 scopus 로고
    • Synthesis of proteins by native chemical ligation
    • Dawson, P.E., Muir, T.W., Clark-Lewis, I. & Kent, S.B.H. (1994) Synthesis of proteins by native chemical ligation. Science 266, 776-779.
    • (1994) Science , vol.266 , pp. 776-779
    • Dawson, P.E.1    Muir, T.W.2    Clark-Lewis, I.3    Kent, S.B.H.4
  • 4
    • 0028223433 scopus 로고
    • Peptide segment ligation strategy without use of protecting groups
    • Liu, C.F. & Tam, J.P. (1994) Peptide segment ligation strategy without use of protecting groups. Proc. Natl Acad. Sci. USA 91, 6584-6588.
    • (1994) Proc. Natl Acad. Sci. USA , vol.91 , pp. 6584-6588
    • Liu, C.F.1    Tam, J.P.2
  • 5
    • 0029904934 scopus 로고    scopus 로고
    • Cyclic peptides from linear unprotected peptide precursors through thiazolidine formation
    • Botti, P., Pallin, T.D. & Tam, J.P. (1996) Cyclic peptides from linear unprotected peptide precursors through thiazolidine formation. J. Am. Chem. Soc. 118, 10018-10024.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 10018-10024
    • Botti, P.1    Pallin, T.D.2    Tam, J.P.3
  • 6
    • 0030897311 scopus 로고    scopus 로고
    • Synthesis and application of unprotected cyclic peptides as building blocks for peptide dendrimers
    • Zhang, L. & Tam, J.P. (1997) Synthesis and application of unprotected cyclic peptides as building blocks for peptide dendrimers. J. Am. Chem. Soc. 119, 2363-2370.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 2363-2370
    • Zhang, L.1    Tam, J.P.2
  • 7
    • 0032536553 scopus 로고    scopus 로고
    • Chemical synthesis of a circular protein domain: Evidence for folding-assisted cyclization
    • Camarero, J.A., Pavel, J. & Muir, T.W. (1998) Chemical synthesis of a circular protein domain: evidence for folding-assisted cyclization. Angew. Chem. Int. Ed. 37, 347-349.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 347-349
    • Camarero, J.A.1    Pavel, J.2    Muir, T.W.3
  • 8
    • 0032482508 scopus 로고    scopus 로고
    • A novel method to synthesize cyclic peptides
    • Shao, Y., Lu, W. & Kent, S.B.H. (1998) A novel method to synthesize cyclic peptides. Tetrahedron Lett. 39, 3911-3914.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 3911-3914
    • Shao, Y.1    Lu, W.2    Kent, S.B.H.3
  • 9
    • 0030037155 scopus 로고    scopus 로고
    • Extending the applicability of native chemical ligation
    • Canne, L.E., Bark, S.J. & Kent, S.B.H. (1996) Extending the applicability of native chemical ligation. J. Am. Chem. Soc 118, 5891-5896.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 5891-5896
    • Canne, L.E.1    Bark, S.J.2    Kent, S.B.H.3
  • 10
    • 0033577686 scopus 로고    scopus 로고
    • Low-molecularweight anti-HIV-1 peptides from the amino-terminal sequence of RANTES: Possible lead compounds for coreceptor-directed anti-HIV-1 agents
    • Nishiyama, Y., Murakami, T., Kurita, K. & Yamamoto, N. (1999) Low-molecularweight anti-HIV-1 peptides from the amino-terminal sequence of RANTES: possible lead compounds for coreceptor-directed anti-HIV-1 agents. Bioorg. Med. Chem. Lett. 9, 1357-1360.
    • (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 1357-1360
    • Nishiyama, Y.1    Murakami, T.2    Kurita, K.3    Yamamoto, N.4
  • 12
    • 0029417004 scopus 로고
    • Identification of RANTES, MIP-1 alpha, and MIP-1 beta as the major HIV- suppressive factors produced by CDS+ T cells
    • Cocchi, F., DeVico, A.L., Garzino, D.A., Gallo, R.C. & Lusso, P. (1995) Identification of RANTES, MIP-1 alpha, and MIP-1 beta as the major HIV- suppressive factors produced by CDS+ T cells. Science 270, 1811-1815.
    • (1995) Science , vol.270 , pp. 1811-1815
    • Cocchi, F.1    DeVico, A.L.2    Garzino, D.A.3    Gallo, R.C.4    Lusso, P.5
  • 13
    • 0033621158 scopus 로고    scopus 로고
    • Protein synthesis by native chemical ligation: Expanded scope by using straightforward methodology
    • Hackeng, T.M., Griffin, J.H. & Dawson, P.E. (1999) Protein synthesis by native chemical ligation: expanded scope by using straightforward methodology. Proc. Natl Acad. Sci. USA 96, 10068-10073.
    • (1999) Proc. Natl Acad. Sci. USA , vol.96 , pp. 10068-10073
    • Hackeng, T.M.1    Griffin, J.H.2    Dawson, P.E.3
  • 15
    • 0012297150 scopus 로고
    • Polymer-bound oxime esters as supports for solid-phase peptide synthesis. Preparation of protected peptide fragments
    • DeGrado, W.F. & Kaiser, E.T. (1980) Polymer-bound oxime esters as supports for solid-phase peptide synthesis. Preparation of protected peptide fragments. J. Org. Chem. 45, 1295-1300.
    • (1980) J. Org. Chem. , vol.45 , pp. 1295-1300
    • DeGrado, W.F.1    Kaiser, E.T.2
  • 16
    • 0025011819 scopus 로고
    • Synthesis of Tyrocidine A: Use of oxime resin for peptide chain assembly and cyclization
    • Osapay, G., Profit, A. & Taylor, J.W. (1990) Synthesis of Tyrocidine A: use of oxime resin for peptide chain assembly and cyclization. Tetrahedron Lett. 31, 6121-6124.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 6121-6124
    • Osapay, G.1    Profit, A.2    Taylor, J.W.3
  • 18
    • 0035811061 scopus 로고    scopus 로고
    • Total synthesis of cytochrome b562 by native chemical ligation using a removable auxiliary
    • Low, D.W., Hill, M.G., Carrasco, M.R., Kent, S.B.H. & Botti, P. (2001) Total synthesis of cytochrome b562 by native chemical ligation using a removable auxiliary. Proc. Natl Acad. Sci. USA 98, 6554-6559.
    • (2001) Proc. Natl Acad. Sci. USA , vol.98 , pp. 6554-6559
    • Low, D.W.1    Hill, M.G.2    Carrasco, M.R.3    Kent, S.B.H.4    Botti, P.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.