title: Rapid preparation of mycobacterium N-glycolyl Lipid I and Lipid II derivatives: a biocatalytic approach.
abstract: Breaking down barriers: A rapid, inexpensive preparation of the structurally complex mycobacterial N-glycolyl Lipid I, Lipid II, and their analogues from a range of different synthetic N-glycolyl and N-glycinyl Park's nucleotides is described (see scheme). The biotransformations were catalyzed by a readily available biocatalyst obtained from a bacterial cell-free membrane fraction. The unnatural N-glycinyl Lipid II was found to be a substrate of Mycobacterium tuberculosis (Mtb) transglycosylase, PonA, and N-glycolyl Lipid I was a weak inhibitor against PonA.
authors.affiliation: Genomics Research Center, Academia Sinica, 128 Academia Road, Section 2, Nankang,Taipei, 115, Taiwan.
authors.forename: Kuo-Ting
authors.initials: KT
authors.lastname: Chen
authors.forename: Ye-Ching
authors.initials: YC
authors.lastname: Kuan
authors.forename: Wei-Chen
authors.initials: WC
authors.lastname: Fu
authors.forename: Pi-Hui
authors.initials: PH
authors.lastname: Liang
authors.forename: Ting-Jen R
authors.initials: TJ
authors.lastname: Cheng
authors.forename: Chi-Huey
authors.initials: CH
authors.lastname: Wong
authors.forename: Wei-Chieh
authors.initials: WC
authors.lastname: Cheng
mesh_terms: D001425:Bacterial Outer Membrane Proteins / Q000378:metabolism*; D001426:Bacterial Proteins / Q000378:metabolism*; D055162:Biocatalysis; D006017:Glycolipids / Q000096:biosynthesis* / Q000737:chemistry / Q000378:metabolism; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000737:chemistry* / Q000201:enzymology / Q000378:metabolism; D017351:N-Acetylglucosaminyltransferases / Q000378:metabolism*; D014166:Transferases / Q000378:metabolism*; D017855:Transferases (Other Substituted Phosphate Groups)
chemical_list: D001425:Bacterial Outer Membrane Proteins; D001426:Bacterial Proteins; D006017:Glycolipids; D014166:Transferases; D017351:N-Acetylglucosaminyltransferases; C064057:UDP-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide)pyrophosphoryl-undecaprenol N-acetylglucosamine transferase; D017855:Transferases (Other Substituted Phosphate Groups); C079803:mraY protein, Bacteria