Optimization of UDP-N-acetylmuramic acid synthesis.
UDP-N-acetylmuramic acid (UDP-MurNAc) is a substrate of MurC, an important enzyme in the intracellular pathway of bacterial peptidoglycan biosynthesis. Various approaches towards preparation of UDP-MurNAc have been published but these synthetic preparations were shown to include many problematic steps. An optimization study with the focus on muramyl phosphate and UMP-morpholidate coupling was performed, resulting in a synthetic procedure enabling robust and easily reproducible production on a multi-gram scale.
Humljan
J
J
Drug Discovery Department, Lek Pharmaceuticals, Verovikova 57, 1526 Ljubljana, Slovenia. jan.humljan@sandoz.com
Starcević
S
S
Car
V
V
Stefanic Anderluh
P
P
Kocjan
D
D
Jenko
B
B
Urleb
U
U
D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D010766:Phosphorylation; D014538:Uridine Diphosphate N-Acetylmuramic Acid / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D014538:Uridine Diphosphate N-Acetylmuramic Acid