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Volumn 38, Issue 7, 1997, Pages 1191-1194

Solid-phase synthesis of 'head-to-side chain' cyclic tripeptides using allyl deprotection

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPEPTIDE; ENDOTHELIN RECEPTOR ANTAGONIST; TRIPEPTIDE;

EID: 0031575596     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00061-0     Document Type: Article
Times cited : (7)

References (27)
  • 1
    • 0011440001 scopus 로고    scopus 로고
    • note
    • 4: tetrakistriphenylphosphine palladium(O), PyBOP: benzotriazol-1-yloxy-tris(pyrrolidino)phosphoniurn hexafluorophosphate; SPPS: solid-phase synthesis, TBTU: 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate, TFA: trifluoroacetic acid; TFE: trifluoroethanol.
  • 3
  • 13
    • 0026567161 scopus 로고    scopus 로고
    • note
    • 8) Molecular Modelling: By varying the L and D configuration, eight different H-cyclo(Lys-Trp-Asp) peptides were built with Quanta/Charmm (Molecular Simulations). For each peptide, eight energy-minimized starting conformations were modelled by simply flipping the amide bonds above or below the average plane of the ring. Conformer generation was performed using high-temperature dynamic runs followed by energy minimisation and cluster analysis leading to 40 low-energy conformations. The above conformers were compared with the BQ-123 solution conformation (Atkinson, A. R., Pelton J. T., FEBS Lett., 1992, 296, 1, 1-6) using Chem-X (Chemical Design Ltd). For each conformation (out of 320), the following were fitted : average plane of the peptide rings, Trp and Asp side chains, and the CO and NH amide groups.
  • 17
    • 0011471348 scopus 로고
    • (Smith J. A., and Rivier J. Ed.), Escom Leiden
    • b) Lyttle, M. H., Hudson, D., in "Peptide-Chemistry and Biology: Proceedings of the Twelfth American Peptide Symposium", (Smith J. A., and Rivier J. Ed.), Escom Leiden, 1992, 583-584. Loffet, A., Zhang H. X. , In: "Innovation and Perspectives in Solid Phase Synthesis: Peptides, Polypeptides and Oligonucleotides", (Epton R. Ed.), Intercept Andover, 1992, 77-82.
    • (1992) Peptide-chemistry and Biology: Proceedings of the Twelfth American Peptide Symposium , pp. 583-584
    • Lyttle, M.H.1    Hudson, D.2
  • 20
    • 0026690649 scopus 로고
    • b) Trzeciak, A., Bannwarth, W., Tetrahedron Lett., 1992, 33, 4557-4560. Kates, S. A., Solé, N. A., Johnson ,C. R., Tetrahedron Lett., 1993, 34, 1549-1552.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 4557-4560
    • Trzeciak, A.1    Bannwarth, W.2
  • 23
    • 0011429318 scopus 로고    scopus 로고
    • note
    • + Amino acid analysis: Lys, 0.73; Asp, 1.00; Trp, 0.94.
  • 25
    • 0011429319 scopus 로고    scopus 로고
    • note
    • 3 (5 eq) (cyclization time: 48 h at 0°C).
  • 27
    • 0011472113 scopus 로고    scopus 로고
    • 3CN in water) from 5% to 65% B
    • 3CN in water) from 5% to 65% B.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.