Thioester hydrolysis promoted by a mononuclear zinc complex.
The mononuclear zinc complex [(bpta)Zn](ClO(4))(2).0.5H(2)O promotes the hydrolysis of the thioester PhCH(OH)C(O)SCD(3) when dissolved in CH(3)CN:H(2)O (50:50 buffered at pH 9.0). This reaction results in the formation of a mixture of CD(3)SH and a zinc thiolate complex, the latter of which can be protonated to generate additional CD(3)SH. Kinetic studies revealed an overall second-order reaction with an activation energy that is similar to that found for aqueous OH(-) promoted thioester hydrolysis. These studies represent the first investigation of chemistry relevant to that occurring in the monozinc-containing form of human glyoxalase II.
Danford
James J
JJ
Department of Chemistry and Biochemistry, Utah State University, Logan, Utah 84322-0300, USA.
Arif
Atta M
AM
Berreau
Lisa M
LM
D018360:Crystallography, X-Ray; D004952:Esters / Q000737:chemistry*; D006801:Humans; D006868:Hydrolysis; D007700:Kinetics; D008958:Models, Molecular; D009942:Organometallic Compounds / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013869:Thiolester Hydrolases / Q000737:chemistry / Q000378:metabolism*; D015032:Zinc / Q000737:chemistry*; D000099301:Hydroxyacylglutathione Hydrolase
D004952:Esters; D009942:Organometallic Compounds; D013438:Sulfhydryl Compounds; D013869:Thiolester Hydrolases; D015032:Zinc; D000099301:Hydroxyacylglutathione Hydrolase