Synthesis of cyclic oligopeptides containing an Arg-Gly-Asp (RGD) sequence

Chemical and Pharmaceutical Bulletin

Volumn 47, Issue 12, 1999, Pages 1799-1801

  Sofuku, Shosuke ^a   Hoshida, Akiko ^a   Shimada, Takehiro ^a   Takada, Yoichi ^a   Takakuwa, Takashi ^b  

^a RIKKYO UNIVERSITY   (Japan)

^b Hachioji shi   (Japan)

Author keywords

Arg Gly Asp (RGD) sequence; Circular dichroism spectrum; Cyclic peptide; Platelet aggregation inhibitor

Indexed keywords

ARGININE; ASPARTIC ACID; GLYCINE; OLIGOPEPTIDE;

AMINO ACID SEQUENCE; ARTICLE; CHEMICAL BOND; CIRCULAR DICHROISM; CONFORMATIONAL TRANSITION; CYCLIZATION; DRUG SYNTHESIS; HUMAN; SPECTRAL SENSITIVITY; THROMBOCYTE AGGREGATION INHIBITION;

EID: 0033396789     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.47.1799     Document Type: Article

References (9)

1. The amino acids used had the L-configuration. Abbreviations used in this paper: Cha=cyclohexylalanine; Boc=tert-butoxycarbonyl; Bn= benzyl; cHex=cyclohexyl; Tce=2,2,2-trichloroethyl; Tos=p-toluenesulfonyl; Z=benzyloxycarbonyl; ADP=adenasine 5′-diphosphate; DCC=dicyclohexylcarbodiimide: DPPA=diphenylphosphorylazide; DIEA=diisopropylethylamine; DMF=N,N-dimethylformamide; EDC= 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; HOBt=1-hydroxylbenzotriazole; NMM=N-methylmorpholine; TFA=trifluoroacetic acid.
2. Pierschbacher M. D., Ruoslahti E., Nature (London), 309, 30-33 (1984).
3. a) Yamamoto Y., Katow H., Sofuku S., Chem. Lett., 1993, 605-608;
4. b) Yamamoto Y., Sofuku S., J. Chem. Soc., Chem. Commun., 1993, 1235-1236.
5. a) Yamamoto Y., Almehdi M., Katow H., Sofuku S., Chem Lett., 1995, 11-12;
6. b) Yamamoto Y., Katow H., Sofuku S., ibid., 1995, 483-484.
7. Yamamoto Y., Sofuku S., Bull. Chem. Soc. Jpn., 67, 2167-2175 (1994).
8. Quadrifoglio F., Urry D. W., Biochem. Biophys. Res. Comm., 29, 785-791 (1967).
9. Gierasch L. M., Deber C. M., Madison V., Niu C.-H., Blout E. R., Biochemistry, 20, 4730-4738 (1981).