THE SYNTHESIS OF A BISPHOSPHONATE CARBOCYCLIC NAD(-RIBOSYL CYCLASE() ANALOG FOR THE INVESTIGATION OF ADP)

Authors
HUTCHINSON EJ BLACKBURN GM
Citation
Ej. Hutchinson et Gm. Blackburn, THE SYNTHESIS OF A BISPHOSPHONATE CARBOCYCLIC NAD(-RIBOSYL CYCLASE() ANALOG FOR THE INVESTIGATION OF ADP), Collection of Czechoslovak Chemical Communications, 61, 1996, pp. 96-98
Citations number
10
Categorie Soggetti
Chemistry
Journal title
Collection of Czechoslovak Chemical Communications → ACNP
ISSN journal
00100765
Volume
61
Year of publication
1996
Pages
96 - 98
Database
ISI
SICI code
0010-0765(1996)61:<96:TSOABC>2.0.ZU;2-7
Abstract
A novel stereospecific synthesis of carbocyclic NAD(+) has been develo ped which allows incorporation of a bisphosphonate linkage in place of the natural pyrophosphate. This analogue has increased stability to e nzymatic degradation and has potential as an inhibitor of ADP-ribosyl cyclase. The synthesis involves two separate Poulter-type couplings to link the nucleoside moieties together and a Zincke coupling to instal l the required nicotinamide functionality.