New stereoselective reaction of methylglyoxal with 2-aminopyridine and adenine derivatives: formation of imino acid-nucleic base derivatives in water under mild conditions.
A remarkable stereoselective reaction of methylglyoxal with 2-aminopyridine, the nucleic base adenine and adenine nucleosides leads in good yield to heterocycles of a new family in water under mild conditions and should be of interest in the understanding of the biological effects of methylglyoxal which is toxic, mutagenic and involved in diabetic complications.
Routaboul
Christel
C
Laboratoire de Chimie Bio-organique, Département de Pharmacochimie Moléculaire, UMR 5063 CNRS/Université Joseph Fourier-Grenoble I, Domaine de la Merci, F-38706 La Tronche, France.
Dumas
Lionel
L
Gautier-Luneau
Isabelle
I
Vergne
Jacques
J
Maurel
Marie-Christine
MC
Décout
Jean-Luc
JL
D000225:Adenine / Q000737:chemistry*; D000631:Aminopyridines / Q000737:chemistry*; D007098:Imino Acids / Q000737:chemistry*; D008958:Models, Molecular; D009696:Nucleic Acids / Q000737:chemistry*; D011765:Pyruvaldehyde / Q000737:chemistry*; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry
D000631:Aminopyridines; D007098:Imino Acids; D009696:Nucleic Acids; D014867:Water; D011765:Pyruvaldehyde; D000225:Adenine; C032439:alpha-aminopyridine