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Volumn 118, Issue 1, 1996, Pages 241-242

5-Fluoro glycosides: A new class of mechanism-based inhibitors of both α- and β-glucosidases

Author keywords

[No Author keywords available]

Indexed keywords

5 FLUORO BETA D GLUCOSYLFLUORIDE; ALPHA GLUCOSIDASE INHIBITOR; BETA GLUCOSIDASE; BETA GLUCOSIDASE INHIBITOR; GLYCOSIDE; ORGANOFLUORINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030031965     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja952732a     Document Type: Article
Times cited : (106)

References (30)
  • 4
    • 0027950118 scopus 로고
    • Truscheit, E.; Frommer, W.; Junge, B.; Muller, L.; Schmidt, D. D.; Wingender, W. Angew. Chem., Int. Ed. Engl 1981, 20, 744. Hughes, A. B.; Rudge, A. J. Nat. Prod. Rep. 1994, 135.
    • (1994) Nat. Prod. Rep. , pp. 135
    • Hughes, A.B.1    Rudge, A.J.2
  • 5
    • 13344274079 scopus 로고    scopus 로고
    • note
    • "Retaining" glycosidases catalyze the hydrolysis of glycosidic bonds with net retention of anomeric configuration, presumably via a double displacement mechanism involving the formation (glycosylation) and breakdown (deglycosylation) of a covalent glycosyl-enzyme intermediate.
  • 14
    • 0024433743 scopus 로고
    • Modeline studies (Winkler, D. A.; Holan. G. J. Med. Chem. 1989, 32, 2084. Kajimoto, T., Liu, K. K.-C.; Pedercon, R. L.; Zhong, Z.; Ichikawa, Y.; Porco, J. A. J.; Wong, C.-H. J. Am. Chem. Soc. 1991, 113, 6187) have indicated that the greatest difference in partial charge between a ground state sugar and the corresponding glycosyl oxocarbenium ion is at O5 rather than C1.
    • (1989) J. Med. Chem. , vol.32 , pp. 2084
    • Winkler, D.A.1    Holan, G.2
  • 15
    • 0001765832 scopus 로고
    • Modeline studies (Winkler, D. A.; Holan. G. J. Med. Chem. 1989, 32, 2084. Kajimoto, T., Liu, K. K.-C.; Pedercon, R. L.; Zhong, Z.; Ichikawa, Y.; Porco, J. A. J.; Wong, C.-H. J. Am. Chem. Soc. 1991, 113, 6187) have indicated that the greatest difference in partial charge between a ground state sugar and the corresponding glycosyl oxocarbenium ion is at O5 rather than C1.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 6187
    • Kajimoto, T.1    Liu, K.K.-C.2    Pedercon, R.L.3    Zhong, Z.4    Ichikawa, Y.5    Porco, J.A.J.6    Wong, C.-H.7
  • 23
    • 13344252092 scopus 로고
    • Erithacus Software Ltd.: Staines, U.K.
    • cat, was determined by fitting the data to a first-order rate equation (Leatherbarrow, R. J. CraFit Version 3.0; Erithacus Software Ltd.: Staines, U.K., 1990). For experimental details, see: Street, I. P.: Kempton, J. B.: Withers. S. G. Biochemistry 1992, 31, 9970
    • (1990) CraFit Version 3.0
    • Leatherbarrow, R.J.1
  • 24
    • 0026785573 scopus 로고
    • cat, was determined by fitting the data to a first-order rate equation (Leatherbarrow, R. J. CraFit Version 3.0; Erithacus Software Ltd.: Staines, U.K., 1990). For experimental details, see: Street, I. P.: Kempton, J. B.: Withers. S. G. Biochemistry 1992, 31, 9970
    • (1992) Biochemistry , vol.31 , pp. 9970
    • Street, I.P.1    Kempton, J.B.2    Withers, S.G.3
  • 25
    • 13344266913 scopus 로고    scopus 로고
    • note
    • m. See refs 13 and 14. equation presented
  • 26
    • 13344257396 scopus 로고
    • Ph.D. Thesis, University of British Columbia
    • Namchuk, M. Ph.D. Thesis, University of British Columbia, 1993.
    • (1993)
    • Namchuk, M.1
  • 27
    • 13344251327 scopus 로고    scopus 로고
    • note
    • -5 mg/mL) was added to cells each containing αPNPGlu (0.1 mM) and various concentrations (1.98-19.8 μM) of 5FαGluF. and the enzymic rates were determined by monitoring the rate of release of p-nitrophenolate.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.