A two-stage one-pot enzymatic synthesis of TDP-L-mycarose from thymidine and glucose-1-phosphate.
This report describes a procedure combining six enzymes native to Escherichia coli or Salmonella typhi, such as thymidine kinase (TK), thymidylate kinase (TMK), nucleoside diphosphate kinase (NDK), pyruvate kinase (PK; for ATP regeneration), TDP-glucose synthetase (RfbA), and TDP-glucose 4,6-dehydratase (RfbB), with five enzymes from Streptomyces fradiae, such as TylX3, TylC1, TylC3, TylK, and TylC2, that resulted in the biosynthesis of TDP-l-mycarose from glucose-1-phosphate and thymidine. This two-stage one-pot approach can be readily applied to the synthesis of other unusual sugars.
Takahashi
Haruko
H
Division of Medicinal Chemistry, College of Pharmacy and Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA.
Liu
Yung-Nan
YN
Liu
Hung-Wen
HW
D004926:Escherichia coli / Q000201:enzymology; D005958:Glucosephosphates / Q000737:chemistry* / Q000378:metabolism; D006601:Hexoses / Q000138:chemical synthesis* / Q000378:metabolism; D006836:Hydro-Lyases / Q000737:chemistry* / Q000378:metabolism; D009702:Nucleoside Diphosphate Sugars / Q000138:chemical synthesis* / Q000378:metabolism; D010088:Oxidoreductases / Q000737:chemistry* / Q000378:metabolism; D013302:Streptomyces / Q000201:enzymology; D013936:Thymidine / Q000737:chemistry* / Q000378:metabolism
D005958:Glucosephosphates; D006601:Hexoses; D009702:Nucleoside Diphosphate Sugars; C100183:thymidine diphosphate sugars; C045835:mycarose; C031590:glucose-1-phosphate; D010088:Oxidoreductases; D006836:Hydro-Lyases; D013936:Thymidine