A1 Refereed original research article in a scientific journal

Metal ion‑promoted cleavage of nucleoside diphosphosugars: a model for reactions of phosphodiester bonds in carbohydrates




AuthorsMeisa Dano, Marjukka Elmeranta, David R.W.Hodgson, Juho Jaakkola, Heidi Korhonen, Satu Mikkola

PublisherSpringer

Publication year2015

JournalJournal of Biological Inorganic Chemistry

Journal acronymJBIC

Volume20

Issue8

First page 1299

Last page1306

Number of pages8

ISSN0949-8257

DOIhttps://doi.org/10.1007/s00775-015-1308-9


Abstract

 Cleavage  of  five  different  nucleoside  diphos-

phosugars  has  been  studied  in  the  presence  of  Cu 2 +  and

Zn 2 + complexes. The results show that metal ion catalysts

promote  the  cleavage  via  intramolecular  transesterifica -

tion whenever a neighbouring HO group can adopt a cis-

orientation  with  respect  to  the  phosphate. The  HO  group

attacks the phosphate and two monophosphate products are

formed. If such a nucleophile is not available, Cu 2 + com-

plexes are able to promote a nucleophilic attack of an exter-

nal nucleophile, e.g. a water molecule or metal ion coor-

dinated HO ligand, on phosphate. With the Zn 2 + complex,

this was not observed.




Last updated on 2024-26-11 at 16:07