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Volumn 64, Issue 26, 1999, Pages 9529-9537

Kinetic resolutions and enantioselective transformations of 5- (acyloxy)pyrrolinones using Candida antarctica lipase B: Synthetic and structural aspects

Author keywords

[No Author keywords available]

Indexed keywords

5 (ACYLOXY)PYRROLINONE DERIVATIVE; PYRROLIDINE DERIVATIVE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

EID: 0033601222     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo991062e     Document Type: Article
Times cited : (31)

References (54)
  • 36
    • 0039536480 scopus 로고    scopus 로고
    • Molecular Simulations Inc., Burlington, MA
    • QUANTA/CHARMm, version 4.0, Molecular Simulations Inc., Burlington, MA.
    • QUANTA/CHARMm, Version 4.0
  • 39
    • 85004472614 scopus 로고    scopus 로고
    • The X-ray structure of 1a will be published
    • The X-ray structure of 1a will be published in Acta Crystallogr. C.
    • Acta Crystallogr. C
  • 40
    • 0842341771 scopus 로고
    • The structure of the substrate-protein complex was previously optimized with CHARMm. From this structure, residues in close contact (cutoff = 5 Å) with the substrate were selected (selected residues: Gly39, Thr40, Gly41, Thr42, Ser47, Trp104, Ser105, Gln106, Gly107, Asp134, Thr138, Val154, Gln157, Ile189, Val190, His224, Leu227, Leu278, Ala281, Ala282, Ile285). The structure was edited manually: all peptidic CO and NH at the edges of the selected residues were removed and the hydrogens were added in their place for completeness. Atomic charges for the entire system (307 atoms) were obtained at the AM1 semiemperical level (Dewar, M. J. S.; Zoebisch, E. G.; Healy, E. F.; Steward, J. P. P. J. Am. Chem. Soc. 1985, 107, 3902) as implemented in the program Gaussian94 (Fritsch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R; Keith, T. A.; Petersson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Laham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Ciolowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Repogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Steward, J. J. P.; Head-Gordon, M.; Gonzalez, C.; Pople, J. A. GAUSSIAN 94, Revision E.2; Gaussian, Inc.: Pittsburgh, PA, 1995) .
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 3902
    • Dewar, M.J.S.1    Zoebisch, E.G.2    Healy, E.F.3    Steward, J.P.P.4
  • 42
    • 0001452822 scopus 로고
    • Correlation of Binding Affinities with Non-bonded Interaction Energies of Thrombin-Inhibitor Complexes
    • Grootenhuis, P. D. J.; Galen van, P. Correlation of Binding Affinities with Non-bonded Interaction Energies of Thrombin-Inhibitor Complexes. Acta Crystallogr. 1995, D51, 560-566.
    • (1995) Acta Crystallogr. , vol.D51 , pp. 560-566
    • Grootenhuis, P.D.J.1    Galen Van, P.2
  • 44
    • 0000231514 scopus 로고
    • Academic Press: New York
    • (a) Morrison, J. D. In Asymmetric Synthesis; Academic Press: New York, 1983; Vol. 1, p 3.
    • (1983) Asymmetric Synthesis , vol.1 , pp. 3
    • Morrison, J.D.1
  • 54
    • 0343517393 scopus 로고    scopus 로고
    • Entry ILBS
    • Entry ILBS.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.