title: Determination of the transglycosidation activity of NAD+ glycohydrolases with 4-(2'-alkyl-sulfanyl-vinyl)-pyridine derivatives generating chromophoric NAD+ analogs.
abstract: The base exchange of nicotinamide with pyridine derivatives 1a-5a, catalyzed by pig brain NAD(+) glycohydrolase and ADP-ribosyl cyclase from Aplysia californica, generated the corresponding NAD(+) analogs 1b-5b. These analogs exhibited a high absorbance band in the visible region. The transglycosidation rate was determined by monitoring the absorbance increase. Among the tested derivatives, (E)-4-[2-(methylsulfanyl)-vinyl]-pyridine 1a was the most suitable substrate for pig brain NAD(+) glycohydrolase while 4-[1,3]-dithiolan-2-ylidenemethyl-pyridine 3a was the most efficient for ADP-ribosyl cyclase from A. californica.
authors.affiliation: Laboratoire de Chimie Organique Biologique, UMR7123, Faculté de Chimie, Université Louis Pasteur, 1 rue Blaise Pascal, FR-67008, Cedex, Strasbourg, France.
authors.forename: Karine
authors.initials: K
authors.lastname: Pacaud
authors.forename: Denis
authors.initials: D
authors.lastname: Tritsch
authors.forename: Alain
authors.initials: A
authors.lastname: Burger
authors.forename: Jean François
authors.initials: JF
authors.lastname: Biellmann
mesh_terms: D036541:ADP-ribosyl Cyclase / Q000378:metabolism; D000818:Animals; D001048:Aplysia / Q000201:enzymology; D001921:Brain / Q000201:enzymology; D002384:Catalysis; D006027:Glycosides / Q000378:metabolism*; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009243:NAD / Q000378:metabolism*; D009244:NAD+ Nucleosidase / Q000737:chemistry* / Q000378:metabolism*; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D013053:Spectrophotometry; D013552:Swine
chemical_list: D006027:Glycosides; D011725:Pyridines; D009243:NAD; D036541:ADP-ribosyl Cyclase; D009244:NAD+ Nucleosidase; C023666:pyridine