메뉴 건너뛰기




Volumn 126, Issue 27, 2004, Pages 8384-8385

First principles investigation of vancomycin and teicoplanin binding to bacterial cell wall termini

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; ANTIBIOTIC AGENT; GLYCOPEPTIDE; PEPTIDOGLYCAN; TEICOPLANIN; VANCOMYCIN;

EID: 3142692714     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja048645c     Document Type: Article
Times cited : (33)

References (26)
  • 3
    • 0037450076 scopus 로고    scopus 로고
    • Hubbard, B. K.; Walsh, C. T. Angew. Chem., Int. Ed. 2003, 42, 730. Wiedemann, B.; Grimm, H. In Antibiotics in Laboratory Medicine; Lorian, V., Ed.; Williams and Wilkens: Baltimore, MD, 1996; pp 900-1168.
    • (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 730
    • Hubbard, B.K.1    Walsh, C.T.2
  • 4
    • 0000320148 scopus 로고    scopus 로고
    • Lorian, V., Ed.; Williams and Wilkens: Baltimore, MD
    • Hubbard, B. K.; Walsh, C. T. Angew. Chem., Int. Ed. 2003, 42, 730. Wiedemann, B.; Grimm, H. In Antibiotics in Laboratory Medicine; Lorian, V., Ed.; Williams and Wilkens: Baltimore, MD, 1996; pp 900-1168.
    • (1996) Antibiotics in Laboratory Medicine , pp. 900-1168
    • Wiedemann, B.1    Grimm, H.2
  • 5
    • 0031730313 scopus 로고    scopus 로고
    • See, for example: Woodford, N. J. Med. Microbiol. 1998, 47, 849. Perl, T. M. Am. J. Med. 1999, 5a, 265. French, G. L. Clin. Infect. Dis. Suppl. 1998, 1, 575.
    • (1998) J. Med. Microbiol. , vol.47 , pp. 849
    • Woodford, N.1
  • 6
    • 0031730313 scopus 로고    scopus 로고
    • See, for example: Woodford, N. J. Med. Microbiol. 1998, 47, 849. Perl, T. M. Am. J. Med. 1999, 5a, 265. French, G. L. Clin. Infect. Dis. Suppl. 1998, 1, 575.
    • (1999) Am. J. Med. , vol.5 A , pp. 265
    • Perl, T.M.1
  • 7
    • 0031730313 scopus 로고    scopus 로고
    • See, for example: Woodford, N. J. Med. Microbiol. 1998, 47, 849. Perl, T. M. Am. J. Med. 1999, 5a, 265. French, G. L. Clin. Infect. Dis. Suppl. 1998, 1, 575.
    • (1998) Clin. Infect. Dis. Suppl. , vol.1 , pp. 575
    • French, G.L.1
  • 12
    • 0027328589 scopus 로고
    • See, for example: Walsh, C. T.; Fisher, S. L.; Park, I.-S.; Prahalad, M.; Wu, Z. Chem. Biol. 1996, 3, 21. Walsh, C. T. Science 1993, 261, 308.
    • (1993) Science , vol.261 , pp. 308
    • Walsh, C.T.1
  • 14
    • 0042709547 scopus 로고    scopus 로고
    • McComas, C. C.; Crowley, B. M.; Boger, D. L. J. Am. Chem. Soc, 2003, 125, 9314. Li, DH.; Sreenivasan, U.; Juranic, N.; Macura, S.; Puga, F. J. I.; Frohnert, P. M.; Axelsen, P. H. J. Mol. Recogn. 1997, 10, 73.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 9314
    • McComas, C.C.1    Crowley, B.M.2    Boger, D.L.3
  • 16
    • 0141704726 scopus 로고    scopus 로고
    • Frisch, M. J.; et al.; Gaussian, Inc.: Pittsburgh, PA
    • Gaussian03, Revision B.01 Frisch, M. J.; et al.; Gaussian, Inc.: Pittsburgh, PA, 2003.
    • (2003) Gaussian03, Revision B.01
  • 17
    • 3142723886 scopus 로고    scopus 로고
    • note
    • Calculations were also carried out using less accurate basis sets such as 4-31G. Qualitatively, the results are very similar, with predicated binding energy differences of about 8 kcal/mol.
  • 18
    • 0000189651 scopus 로고
    • Becke, A. D. J. Chem. Phys. 1993, 98, 5648. Lee, C.; Yang, Y.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
    • (1993) J. Chem. Phys. , vol.98 , pp. 5648
    • Becke, A.D.1
  • 20
    • 3142696080 scopus 로고    scopus 로고
    • note
    • The binding energies are given for the gas phase only. These values will therefore change in solution. However, what is crucial here is the difference between the two bindings. Since this takes place in a hydrophobic cavity where water is excluded, we can expect the energy differences and details of the bonding to be robust. We further note that given current computational resources, it is difficult to measure free energy differences. We have, however, been able to estimate these using less accurate basis sets. These appear to decrease the numbers uniformly by about 20 kcal/ mol and hence do not significantly affect the results presented here.
  • 21
    • 3142754735 scopus 로고    scopus 로고
    • note
    • BT log(K), and approximating the binding free energy (-ΔG) with the calculated binding energy.
  • 23
    • 3142738570 scopus 로고    scopus 로고
    • note
    • HF and DFT methods used cannot accurately estimate the contribution of the dispersion interaction in stabilizing the complexes. However, when each antibiotic is considered separately, this contribution is expected to be more or less uniform and small and hence should not significantly affect the important energy differences discussed here.
  • 24
    • 0000965687 scopus 로고    scopus 로고
    • See, for example: Hobza, P.; Sponer, J. Chem. Rev. 1999, 99, 3247. Reha, D et al. J. Am. Chem. Soc. 2002, 124, 3366.
    • (1999) Chem. Rev. , vol.99 , pp. 3247
    • Hobza, P.1    Sponer, J.2
  • 25
    • 0037012390 scopus 로고    scopus 로고
    • See, for example: Hobza, P.; Sponer, J. Chem. Rev. 1999, 99, 3247. Reha, D et al. J. Am. Chem. Soc. 2002, 124, 3366.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 3366
    • Reha, D.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.