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Volumn 65, Issue 14, 2000, Pages 4391-4396

Kinetic and theoretical studies on the mechanism of alkaline hydrolysis of DNA

Author keywords

[No Author keywords available]

Indexed keywords

DINUCLEOTIDE; DNA; SOLVENT; THYMIDINE 3' MONOPHOSPHATE; THYMIDINE DERIVATIVE; THYMIDYLYL(3'-5')THYMIDINE; UNCLASSIFIED DRUG;

EID: 0034647548     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo000323d     Document Type: Article
Times cited : (19)

References (37)
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    • 2O (Sillén, L. G.; Martell, A. E. Stability Constants of Metal-Ion Complexes, Supplement No 1; The Chemical Society: London, 1971; pp 14-15).
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 5467-5468
    • Thompson, J.E.1    Raines, R.T.2
  • 15
    • 0001411292 scopus 로고
    • 2O (Sillén, L. G.; Martell, A. E. Stability Constants of Metal-Ion Complexes, Supplement No 1; The Chemical Society: London, 1971; pp 14-15).
    • (1960) J. Am. Chem. Soc. , vol.82 , pp. 795-798
    • Ballinger, P.1    Long, F.A.2
  • 17
    • 0003668260 scopus 로고
    • The Chemical Society of Japan, Ed.; Maruzen: Tokyo
    • 2O (Sillén, L. G.; Martell, A. E. Stability Constants of Metal-Ion Complexes, Supplement No 1; The Chemical Society: London, 1971; pp 14-15).
    • (1984) Kagaku-binran Kiso-hen
  • 23
    • 0003926839 scopus 로고    scopus 로고
    • John Wiley & Sons: Chichester
    • On the RHF/6-31+G* level employed in the present study, the natural population analysis gives more reasonable values of the charge than the Mulliken population analysis. Jensen, F. Introduction to Computational Chemistry; John Wiley & Sons: Chichester, 1999; pp 230-234.
    • (1999) Introduction to Computational Chemistry , pp. 230-234
    • Jensen, F.1
  • 25
    • 0343763698 scopus 로고    scopus 로고
    • note
    • Karplus et al. pointed out that the alkaline hydrolysis of DMP-O has the early transition state, based on its Mulliken charge distribution (in ref 13).
  • 26
    • 0342892670 scopus 로고    scopus 로고
    • note
    • 3 group during the pseudo-rotation process.
  • 27
    • 0343763697 scopus 로고    scopus 로고
    • note
    • In a gas phase, no intermediate was formed in the alkaline hydrolysis of DMP-S.
  • 28
    • 4244059537 scopus 로고
    • The Chemical Society of Japan, Ed.; Maruzen: Tokyo
    • Kagaku-binran Kiso-hen; The Chemical Society of Japan, Ed.; Maruzen: Tokyo, 1984; II-589.
    • (1984) Kagaku-binran Kiso-hen
  • 29
    • 0342458404 scopus 로고    scopus 로고
    • note
    • -1. In this reaction, Tp and pT were formed in comparable amounts, and no cTMP was perceived. This shows that the intramolecular transesterification by the 5′-OH is not occurring. Otherwise, significant amount of cTMP should be accumulated, and, furthermore, Tp should be predominantly produced (according to control experiments, cTMP is mostly hydrolyzed to Tp under alkaline conditions).
  • 30
    • 0013964246 scopus 로고
    • hyd's of both substrates were almost the same. The mutual conformation between the nucleophile and the target P atom is overwhelmingly important for the intramolecular transesterification.
    • (1966) J. Org. Chem. , vol.31 , pp. 3247-3253
    • Borden, R.K.1    Smith, M.2
  • 36
    • 84961981991 scopus 로고    scopus 로고
    • Solvent, water; Model, PCM/UAHF; Icomp = 4; Version, Matrix inversion; Cavity, Pentakisdodecahedra with 60 initial tesserae. Barone, V.; Cossi, M.; Tomasi, J. Chem. Phys. 1997, 107, 3210-3221.
    • (1997) Chem. Phys. , vol.107 , pp. 3210-3221
    • Barone, V.1    Cossi, M.2    Tomasi, J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.