Mass spectrometric studies of the formation and reactivity of  trans ‐[PtCl 2 (Am)(piperidinopiperidine)] · HCl complexes with ubiquitin | Zendy

Balter Liliana | Zendy; Gibson Dan | Zendy

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Mass spectrometric studies of the formation and reactivity of trans ‐[PtCl 2 (Am)(piperidinopiperidine)] · HCl complexes with ubiquitin

Author(s) -

Balter Liliana,

Gibson Dan

Publication year - 2005

Publication title -

rapid communications in mass spectrometry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.528

H-Index - 136

eISSN - 1097-0231

pISSN - 0951-4198

DOI - 10.1002/rcm.2244

Subject(s) - chemistry , moiety , adduct , dimethylamine , nucleophile , platinum , stereochemistry , medicinal chemistry , reactivity (psychology) , methylamine , covalent bond , organic chemistry , catalysis , medicine , alternative medicine , pathology

trans ‐[PtCl 2 (Am)(pip‐pip)] · HCl complexes, where Am = ammine, methylamine and dimethylamine, react with ubiquitin to form 1:1 covalent adducts. The platinum complexes bind exclusively to Met1 of ubiquitin forming trans ‐[PtCl(S‐Met1‐Ub)(Am)(pip‐pip)] adducts. These adducts are reactive towards nucleophiles and react with deoxyguanosine (dGMP) to form the ternary trans ‐[Pt(dGMP)(S‐Met1‐Ub) (Am)(pip‐pip)] complex which is stable in water and even in the presence of excess glutathione (GSH). Reaction of trans ‐[PtCl(S‐Met1‐Ub)(Am)(pip‐pip)] with GSH resulted in the rapid formation of the ternary complex trans ‐[Pt(GS)(S‐Met1‐Ub)(Am)(pip‐pip)] which was not stable and slowly lost the platinum moiety; after 7 days the platinum moiety was completely removed and the native ubiquitin was regenerated. Copyright © 2005 John Wiley & Sons, Ltd.

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