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Volumn 5, Issue 8, 1999, Pages 2241-2253

Synthesis of conformationally restricted mimetics of γ-turns and incorporation into desmopressin, an analogue of the peptide hormone vasopressin

Author keywords

Azides; Conformation analysis; Hormones; Peptidomimetics; turn

Indexed keywords

AMINOALCOHOL; AZIDE; BROMINE DERIVATIVE; DESMOPRESSIN; EPOXIDE; TRIPEPTIDE; VASOPRESSIN;

EID: 0032864224     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3765(19990802)5:8<2241::AID-CHEM2241>3.0.CO;2-L     Document Type: Article
Times cited : (37)

References (86)
  • 2
    • 0021779081 scopus 로고
    • Eds.: C. B. Anfinsen, J. T. Edsall, F. M. Richards, Academic Press, Orlando, Florida
    • b) G. D. Rose, L. M. Gierasch, J. A. Smith, in Turns in Peptides and Proteins, Vol. 37 (Eds.: C. B. Anfinsen, J. T. Edsall, F. M. Richards), Academic Press, Orlando, Florida, 1985, pp. 1-109.
    • (1985) Turns in Peptides and Proteins , vol.37 , pp. 1-109
    • Rose, G.D.1    Gierasch, L.M.2    Smith, J.A.3
  • 22
    • 77957079236 scopus 로고
    • c) M. Kahn, Synlett 1993, 821-826;
    • (1993) Synlett , pp. 821-826
    • Kahn, M.1
  • 23
    • 0000734566 scopus 로고
    • d) A. Giannis, T. Kolter, Angew. Chem. 1993, 105, 1303-1326; Angew. Chem. Int. Ed. Engl. 1993, 32, 1244-1267;
    • (1993) Angew. Chem. , vol.105 , pp. 1303-1326
    • Giannis, A.1    Kolter, T.2
  • 24
    • 33745502124 scopus 로고
    • d) A. Giannis, T. Kolter, Angew. Chem. 1993, 105, 1303-1326; Angew. Chem. Int. Ed. Engl. 1993, 32, 1244-1267;
    • (1993) Angew. Chem. Int. Ed. Engl. , vol.32 , pp. 1244-1267
  • 31
    • 0019958979 scopus 로고
    • b) V. J. Hruby, Life Sci. 1982, 31, 189-199.
    • (1982) Life Sci. , vol.31 , pp. 189-199
    • Hruby, V.J.1
  • 47
    • 85033960442 scopus 로고    scopus 로고
    • note
    • We define ideal γ-turns as turns that adopt the mean values of the Φ, Ψ-ranges allowed for hydrogen-bonded γ-turns (cf. ref. [1] and Figure 2) An ideal inverse γ-turn thus has Φ = - 77.5° and Ψ = 65° for residue i+1. An ideal classical γ-turn has Φ = 77.5° and Ψ = -65° for residue i+1.
  • 48
    • 85033956899 scopus 로고    scopus 로고
    • note
    • The alternative chairlike conformation for 5 having the three methyl groups in an axial orientation was found to correspond to an energy maximum that was converted to the chair with equatorial substituents during the calculations.
  • 66
    • 85077981913 scopus 로고
    • G. Kokotos, Synthesis 1990, 1990, 299-301.
    • (1990) Synthesis , vol.1990 , pp. 299-301
    • Kokotos, G.1
  • 67
    • 85033969593 scopus 로고    scopus 로고
    • note
    • The yields obtained in the formations of the amides were not optimized. Recent results reveal that they could have been improved by using more concentrated solutions in the coupling step and prolonged coupling times (Z. Yuan and J. Kihlberg, unpublished results).
  • 73
    • 85033970163 scopus 로고    scopus 로고
    • note
    • Pharmacological studies with peptide 49 are in progress and will be reported separately when completed.
  • 80
    • 85033962476 scopus 로고    scopus 로고
    • note
    • Wavefunction Inc., 18401 Von Karman Ave. Suite 370, Irvine, CA 92715 (USA).
  • 82
    • 85033954456 scopus 로고    scopus 로고
    • note
    • InStar Software AB, IDEON Research Park, SE-22370 Lund (Sweden).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.