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

Journal:Journal 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