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Volumn 126, Issue 19, 2004, Pages 5999-6004

Factors Governing the Kinetic Competition of Nitrogen and Sulfur Ligands in Cisplatin Binding to Biological Targets

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; DIELECTRIC MATERIALS; DNA; ENVIRONMENTAL IMPACT; PLATINUM; POSITIVE IONS; PROBABILITY DENSITY FUNCTION; REACTION KINETICS; SUBSTITUTION REACTIONS; SULFUR COMPOUNDS;

EID: 2442511188     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0499602     Document Type: Article
Times cited : (84)

References (82)
  • 1
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    • (a) Cisplatin; Lippert, B., Ed.; Wiley-VCH: Weinheim, Germany, 1999.
    • (1999) Cisplatin
    • Lippert, B.1
  • 10
    • 0001293581 scopus 로고    scopus 로고
    • and references cited therein
    • Selected examples: (a) Reedijk, J. Chem. Rev. 1999, 99, 2499 and references cited therein.
    • (1999) Chem. Rev. , vol.99 , pp. 2499
    • Reedijk, J.1
  • 25
    • 2442445563 scopus 로고    scopus 로고
    • note
    • a's of 2 are 5.37 and 7.21 (ref 6). Note that the pH close to the surface of DNA may be significantly lower than that of bulk solution (ref 7).
  • 33
    • 2442617494 scopus 로고    scopus 로고
    • note
    • a values smaller than 0 as 0 kcal/mol. For data tables, see Supporting Information.
  • 34
    • 2442426676 scopus 로고    scopus 로고
    • note
    • a of thiols strongly increases with decreasing ε (see Supporting Information, Table S-6). The free-energy profiles for thiols are anticipated to be similar to those for thioethers. Thiols may first react with the Pt(II) complex and become deprotonated subsequently.
  • 35
    • 2442552243 scopus 로고    scopus 로고
    • note
    • a's for the reaction of 1 with 1-aminopentane are very similar to those of aminomethane rather than to those of 3-methylimidazole.
  • 41
  • 58
    • 0001010804 scopus 로고    scopus 로고
    • Schrodinger, Inc.: Portland, OR
    • Jaguar 5.0; Schrodinger, Inc.: Portland, OR, 2000. See: Vacek, G.; Perry, J. K.; Langlois, J.-M. Chem. Phys. Lett. 1999, 310, 189.
    • (2000) Jaguar 5.0
  • 66
    • 2442554333 scopus 로고    scopus 로고
    • note
    • a's: 10.3 (MeSH), 6.6 (PhSH, ref 32), and 8.3 (cysteine ref 10).
  • 71
    • 2442467199 scopus 로고    scopus 로고
    • note
    • +, calculated at B3LYP/III+//II- in a vacuum (355.9 kcal/mol) is close to the experimental value (356.9 kcal/mol, ref 32) as well as to the reaction energy calculated at CCSD(T)/III+//B3LYP/II- (358.0 kcal/mol).
  • 79
    • 0037120832 scopus 로고    scopus 로고
    • This level of theory prayed to be successful in former energy decomposition analyses, e.g., Deubel, D. V. J. Am. Chem. Soc. 2002, 124, 12312.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 12312
    • Deubel, D.V.1
  • 81
    • 2442420377 scopus 로고    scopus 로고
    • note
    • 2S: -54% (2.36 Å), -27% (2.42 Å), 0% (TS, 2.48 Å, TS).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.