메뉴 건너뛰기




Volumn 130, Issue 20, 2008, Pages 6639-6649

A simple DNase model system comprising a dinuclear Zn(II) complex in methanol accelerates the cleavage of a series of methyl aryl phosphate diesters by 1011-1013

Author keywords

[No Author keywords available]

Indexed keywords

BINDING ENERGY; CATALYST ACTIVITY; COMPLEXATION; ENZYMES; ESTERS; PH;

EID: 43949121755     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja8006963     Document Type: Article
Times cited : (43)

References (89)
  • 6
    • 34548204760 scopus 로고    scopus 로고
    • For compendia of references on various metal containing complexes, see: a
    • For compendia of references on various metal containing complexes, see: (a) Mancin, F.; Tecillia, P. New J. Chem. 2007, 31, 800.
    • (2007) New J. Chem , vol.31 , pp. 800
    • Mancin, F.1    Tecillia, P.2
  • 7
    • 21844455264 scopus 로고    scopus 로고
    • (b) Weston, J. Chem. Rev. 2006, 105, 2151.
    • (2006) Chem. Rev , vol.105 , pp. 2151
    • Weston, J.1
  • 21
    • 35548953638 scopus 로고    scopus 로고
    • Metal catalyzed alcoholysis reactions of carboxylate and organophosphorus esters
    • Richard, J. P, Ed, Elsevier: Oxford
    • (c) Brown, R. S.; Neverov, A. A. Metal catalyzed alcoholysis reactions of carboxylate and organophosphorus esters. In Advances in Physical Organic Chemistry; Richard, J. P., Ed.; Elsevier: Oxford, 2007; Vol. 42, pp 271-331.
    • (2007) Advances in Physical Organic Chemistry , vol.42 , pp. 271-331
    • Brown, R.S.1    Neverov, A.A.2
  • 29
  • 48
    • 43949098350 scopus 로고    scopus 로고
    • spH is 8.4.
    • spH is 8.4.
  • 69
    • 4644326188 scopus 로고    scopus 로고
    • Humphry, T.; Forconi, M.; Williams, N. H.; Hengge, A, C. J. Am. Chem. Soc. 2004, 126, 11864.
    • (b) Humphry, T.; Forconi, M.; Williams, N. H.; Hengge, A, C. J. Am. Chem. Soc. 2004, 126, 11864.
  • 70
    • 43949109674 scopus 로고    scopus 로고
    • We assume that binding of a phosphate between two Zn(II) centers has the same net effect as a single protonation based on the observations for the first and second acid dissociation constants of H2PO4, bound between two Co(III) centers: Edwards, J. D, Foong, S.-W, Sykes, A. G. J. Chem. Soc, Dalton Trans. 1973, 829
    • - bound between two Co(III) centers: Edwards, J. D.; Foong, S.-W.; Sykes, A. G. J. Chem. Soc., Dalton Trans. 1973, 829.
  • 71
    • 43949109339 scopus 로고    scopus 로고
    • -1.
    • -1.
  • 72
    • 0037022815 scopus 로고    scopus 로고
    • They present a fine discussion of the ramifications of electrophilic assistance of catalysis via binding of the leaving group to a metal ion in the context of the alkaline phosphatase catalyzed reaction of aryl and alkyl phosphate monoesters
    • Patrick, J.; O'Brien, P. J.; Herschlag, D. Biochemistry 2002, 41, 3207. They present a fine discussion of the ramifications of electrophilic assistance of catalysis via binding of the leaving group to a metal ion in the context of the alkaline phosphatase catalyzed reaction of aryl and alkyl phosphate monoesters. .
    • (2002) Biochemistry , vol.41 , pp. 3207
    • Patrick, J.1    O'Brien, P.J.2    Herschlag, D.3
  • 80
    • 43949119879 scopus 로고    scopus 로고
    • Melnychuk, S. A.; Brown, R. S. unpublished results. For experimental details pertaining to this experiment, see Supporting Information.
    • Melnychuk, S. A.; Brown, R. S. unpublished results. For experimental details pertaining to this experiment, see Supporting Information.
  • 81
    • 43949127820 scopus 로고    scopus 로고
    • The dinuclear Cu(II) catalyst reported in ref 11 is indeed unusual because it is reported to transesterify the CH3O group dimethyl phosphate at 50°C about 6 times faster than it does the CH3O group of methyl-p-nitrophenyl phosphate (6f) and about 5.5 times faster than it cleaves the p-nitrophenoxy group of the latter. We do not see this phenomenon with 3:Zn(II)2:-OCH 3
    • 3.
  • 82
    • 43949121986 scopus 로고    scopus 로고
    • Ig of -0.60 is computed when all data points for regular methyl aryl phosphates and that for dimethyl phosphate are considered.
    • Ig of -0.60 is computed when all data points for "regular" methyl aryl phosphates and that for dimethyl phosphate are considered.
  • 84
    • 23644436022 scopus 로고    scopus 로고
    • and references therein. For analyses of this treatment, see
    • For analyses of this treatment, see: Yatsimirsky, A. K. Coord. Chem. Rev. 2005, 249, 1997. and references therein.
    • (2005) Coord. Chem. Rev , vol.249 , pp. 1997
    • Yatsimirsky, A.K.1
  • 85
    • 0000085698 scopus 로고    scopus 로고
    • -1.
    • -1.
  • 86
    • 43949095900 scopus 로고    scopus 로고
    • - on P
    • - on P
  • 87
    • 43949140613 scopus 로고    scopus 로고
    • spH is 9.5, signifying that the methoxide originally attached to the catalyst is retained when it is bound to the phosphate: Edwards, D.; Brown, R. S. , Unpublished observations.
    • spH is 9.5, signifying that the methoxide originally attached to the catalyst is retained when it is bound to the phosphate: Edwards, D.; Brown, R. S. , Unpublished observations.
  • 89
    • 43949104176 scopus 로고    scopus 로고
    • -1 at pH 7.
    • -1 at pH 7.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.