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Volumn 46, Issue 45, 2005, Pages 7737-7741

Use of p-nitrobenzyloxycarbonyl (pNZ) as a permanent protecting group in the synthesis of Kahalalide F analogs

Author keywords

Combinatorial chemistry; Cyclic pepides; Orthogonal protecting group

Indexed keywords

ANTINEOPLASTIC AGENT; CARBONYL DERIVATIVE; CYCLODEPSIPEPTIDE; KAHALALIDE F; NITROBENZENE DERIVATIVE; ORNITHINE; UNCLASSIFIED DRUG;

EID: 26444500065     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.09.044     Document Type: Article
Times cited : (18)

References (35)
  • 19
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    • ISSN 0966-2146 ver. 5:1 Chapman & Hall: New York, oleanolic acid, CAS [508-02-1]; maslinic acid, CAS [4373-41-5].
    • Dictionary of Natural Products on CD-ROM, ISSN 0966-2146 ver. 5:1 Chapman & Hall: New York, 1996; oleanolic acid, CAS [508-02-1]; maslinic acid, CAS [4373-41-5].
    • (1996) Dictionary of Natural Products on CD-ROM
  • 22
    • 33845747745 scopus 로고    scopus 로고
    • Chem. Abstr. 128 1998 179706
    • (1998) Chem. Abstr. , vol.128 , pp. 179706
  • 31
    • 0032901831 scopus 로고    scopus 로고
    • The use of high loading (F >0.7 mmol/g) ClTrt-Cl resins for the preparation of hydrophobic peptides such as Kahalalide F usually leads to impurities C. Chiva, M. Vilaseca, E. Giralt, and F. Albericio J. Pept. Sci. 5 1999 131 140
    • (1999) J. Pept. Sci. , vol.5 , pp. 131-140
    • Chiva, C.1    Vilaseca, M.2    Giralt, E.3    Albericio, F.4
  • 32
    • 26444507636 scopus 로고    scopus 로고
    • note
    • When this Val was incorporated after the peptide chain had been completed, the yields were low. This is presumably due to the hydrophobicity of the peptide chain, which favors interchain aggregation. See Ref. 6.
  • 33
    • 26444512547 scopus 로고    scopus 로고
    • note
    • Tin metal content in the purified KF analogue was showed to be nil by atomic absorption.
  • 35
    • 26444436218 scopus 로고    scopus 로고
    • note
    • 2-4-nitrophenyl); 54.8 (α ̃ CH Orn ); 47.36 (C9); 40.8 (α ̃ CH 2 Orn ); 29.4 (α ̃ CH 2 Orn ); 26.7 (α ̃ CH 2 Orn ).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.