Methylation of zinc bound thiolates; a model for cobalamine independent methionine synthase

被引:57
作者
Brand, U [1 ]
Rombach, M [1 ]
Vehrenkamp, H [1 ]
机构
[1] Univ Freiburg, Inst Anorgan & Analyt Chem, D-79104 Freiburg, Germany
关键词
D O I
10.1039/a807326k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pyrazolylborate-zinc-thiolate complexes react under mild conditions with methyl iodide, dimethylsulfate and trimethylsulfonium iodide, liberating the corresponding methyl thioethers; the driving force for these reactions lies in the high nucleophilicity of the zinc-bound thiolates and the low donor quality of thioethers toward zinc.
引用
收藏
页码:2717 / 2718
页数:2
相关论文
共 19 条
[11]   Characterization of the zinc binding site in methionine synthase enzymes of Escherichia coli:: The role of zinc in the methylation of homocysteine [J].
Peariso, K ;
Goulding, CW ;
Huang, S ;
Matthews, RG ;
Penner-Hahn, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (33) :8410-8416
[12]  
ROMBACH M, IN PRESS CHEM EUR J
[13]   Zinc complexes of amino acids and peptides .9. Coordination of cysteine and histidine derivatives to the pyrazolylborate-zinc unit [J].
Ruf, M ;
Burth, R ;
Weis, K ;
Vahrenkamp, H .
CHEMISCHE BERICHTE, 1996, 129 (10) :1251-1257
[14]   Small molecule chemistry of the pyrazolylborate-zinc unit Tp(Cum,Me)Zn [J].
Ruf, M ;
Vahrenkamp, H .
INORGANIC CHEMISTRY, 1996, 35 (22) :6571-6578
[15]   A NEW PYRAZOLYLBORATE ZINC HYDROXIDE COMPLEX CAPABLE OF CLEAVING ESTERS, AMIDES AND PHOSPHATES [J].
RUF, M ;
WEIS, K ;
VAHRENKAMP, H .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (02) :135-136
[16]   Hydrolysis of esters and amides by the metallo nucleophile Tp(Cum,Me)Zn-OH [J].
Ruf, M ;
Vahrenkamp, H .
CHEMISCHE BERICHTE, 1996, 129 (09) :1025-1028
[17]   Methanol:coenzyme M methyltransferase from Methanosarcina barkeri - Zinc dependence and thermodynamics of the methanol:cob(I)alamin methyltransferase reaction [J].
Sauer, K ;
Thauer, RK .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1997, 249 (01) :280-285
[18]   Two new pyridyl-substituted tris(pyrazolyl)borate ligands and their potassium salts [J].
Weis, K ;
Vahrenkamp, H .
INORGANIC CHEMISTRY, 1997, 36 (24) :5589-5591
[19]   Alkyl transfer to metal thiolates: Kinetics, active species identification, and relevance to the DNA methyl phosphotriester repair center of Escherichia coli Ada [J].
Wilker, JJ ;
Lippard, SJ .
INORGANIC CHEMISTRY, 1997, 36 (06) :969-978