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Volumn 17, Issue 41, 2011, Pages 11419-11423

Facing the gem-dialkyl effect in enzyme inhibitor design: Preparation of homocycloleucine-based azadipeptide nitriles

Author keywords

azapeptides; cathepsin K; drug design; enzymes; inhibitors

Indexed keywords

AZAPEPTIDES; DRUG DESIGN; ENZYME INHIBITORS; GEM-DIALKYL EFFECT; LEUCINE RESIDUES; SYNTHETIC ROUTES;

EID: 80053188665     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201101350     Document Type: Article
Times cited : (52)

References (28)
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    • 13C NMR spectra, cathepsin inhibition assays and kinetic parameters are given in the Supporting Information
    • 13C NMR spectra, cathepsin inhibition assays and kinetic parameters are given in the Supporting Information.
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    • When performing the cyclization of Cbz-protected phenylalanine with phosphorous pentoxide in the presence of triethylamine, the corresponding 2-benzyloxy-5(4H)-oxazolone was obtained, see
    • When performing the cyclization of Cbz-protected phenylalanine with phosphorous pentoxide in the presence of triethylamine, the corresponding 2-benzyloxy-5(4H)-oxazolone was obtained, see, J. H. Jones, M. J. Witty, J. Chem. Soc. Chem. Commun. 1977, 281-282.
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    • For the formation of NCAs from 5(4H)-oxazolones, derived from Boc-protected amino acids, see
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    • As a recent example, for the preparation of glycosylated lysine-N-carboxyanhydrides from glycosylated Cbz-protected lysine educts, see
    • As a recent example, for the preparation of glycosylated lysine-N-carboxyanhydrides from glycosylated Cbz-protected lysine educts, see, J. R. Kramer, T. J. Deming, J. Am. Chem. Soc. 2010, 132, 15068-15071.
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    • For the sodium hydride promoted formation of a bicyclic 1,2,4-triazinane-3,6-dione from an activated azadipeptide ester, see
    • For the sodium hydride promoted formation of a bicyclic 1,2,4-triazinane-3,6-dione from an activated azadipeptide ester, see, F. Pinnen, G. Luisi, A. Calcagni, G. Lucente, E. Gavuzzo, S. Cerrini, J. Chem. Soc. Perkin Trans. 1 1994, 1611-1617.
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    • For a review on the reactivity of the N-Boc protecting group, see
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.