One-pot three-enzyme synthesis of UDP-GlcNAc derivatives.

A Pasteurella multocida N-acetylglucosamine 1-phosphate uridylyltransferase (PmGlmU) was cloned and used efficiently with an N-acetylhexosamine 1-kinase (NahK_ATCC55813) and an inorganic pyrophosphatase (PmPpA) for one-pot three-enzyme synthesis of UDP-GlcNAc derivatives with or without further chemical diversification.

[1]  M. Mrksich,et al.  Enzymatic synthesis and properties of uridine-5'-O-(2-thiodiphospho)-N-acetylglucosamine. , 2011, Carbohydrate research.

[2]  P. Wang,et al.  Substrate Promiscuity of N-Acetylhexosamine 1-Kinases , 2011, Molecules.

[3]  Xi Chen Fermenting next generation glycosylated therapeutics. , 2011, ACS chemical biology.

[4]  P. Wang,et al.  Highly efficient synthesis of UDP-GalNAc/GlcNAc analogues with promiscuous recombinant human UDP-GalNAc pyrophosphorylase AGX1. , 2010, Chemistry.

[5]  Kam Y. Lau,et al.  Highly efficient chemoenzymatic synthesis of beta1-4-linked galactosides with promiscuous bacterial beta1-4-galactosyltransferases. , 2010, Chemical communications.

[6]  P. Wang,et al.  Chemoenzymatic synthesis of uridine 5'-diphospho-2-acetonyl-2-deoxy-alpha-D-glucose as C(2)-carbon isostere of UDP-GlcNAc. , 2010, The Journal of organic chemistry.

[7]  Peng George Wang,et al.  Enzymatic route to preparative-scale synthesis of UDP–GlcNAc/GalNAc, their analogues and GDP–fucose , 2010, Nature Protocols.

[8]  P. Wang,et al.  Systematic study on the broad nucleotide triphosphate specificity of the pyrophosphorylase domain of the N-acetylglucosamine-1-phosphate uridyltransferase from Escherichia coli K12. , 2009, Bioorganic & medicinal chemistry letters.

[9]  P. Wang,et al.  Substrate specificity of N-acetylhexosamine kinase towards N-acetylgalactosamine derivatives. , 2009, Bioorganic & medicinal chemistry letters.

[10]  P. Wang,et al.  A chemoenzymatic route to N-acetylglucosamine-1-phosphate analogues: substrate specificity investigations of N-acetylhexosamine 1-kinase. , 2009, Chemical communications.

[11]  M. Nishimoto,et al.  Identification of N-Acetylhexosamine 1-Kinase in the Complete Lacto-N-Biose I/Galacto-N-Biose Metabolic Pathway in Bifidobacterium longum , 2007, Applied and Environmental Microbiology.

[12]  Xi Chen,et al.  Carbohydrate post-glycosylational modifications. , 2007, Organic & biomolecular chemistry.

[13]  Harshal A. Chokhawala,et al.  Highly efficient chemoenzymatic synthesis of naturally occurring and non-natural alpha-2,6-linked sialosides: a P. damsela alpha-2,6-sialyltransferase with extremely flexible donor-substrate specificity. , 2006, Angewandte Chemie.

[14]  Hiroaki Tateno,et al.  Mouse Siglec-F and human Siglec-8 are functionally convergent paralogs that are selectively expressed on eosinophils and recognize 6'-sulfo-sialyl Lewis X as a preferred glycan ligand. , 2005, Glycobiology.

[15]  R. Kannagi,et al.  A major class of L-selectin ligands is eliminated in mice deficient in two sulfotransferases expressed in high endothelial venules , 2005, Nature Immunology.

[16]  Jie Yang,et al.  Structure-based engineering of E. coli galactokinase as a first step toward in vivo glycorandomization. , 2005, Chemistry & biology.

[17]  Nicolai V Bovin,et al.  Glycan Array Screening Reveals a Candidate Ligand for Siglec-8* , 2005, Journal of Biological Chemistry.

[18]  D. Kahne,et al.  A practical method for the stereoselective generation of beta-2-deoxy glycosyl phosphates. , 2004, Organic letters.

[19]  N. Taniguchi,et al.  Sulfotransferases and sulfated oligosaccharides , 2002, Medicinal research reviews.

[20]  J. Funderburgh MINI REVIEW Keratan sulfate: structure, biosynthesis, and function , 2000 .

[21]  R. Kannagi,et al.  Reconstitution of functional L-selectin ligands on a cultured human endothelial cell line by cotransfection of alpha1-->3 fucosyltransferase VII and newly cloned GlcNAcbeta:6-sulfotransferase cDNA. , 1999, Proceedings of the National Academy of Sciences of the United States of America.

[22]  R. Kannagi,et al.  Identification of a Major Carbohydrate Capping Group of the L-selectin Ligand on High Endothelial Venules in Human Lymph Nodes as 6-Sulfo Sialyl Lewis X* , 1998, The Journal of Biological Chemistry.

[23]  S. Danishefsky,et al.  Glycals in Organic Synthesis: The Evolution of Comprehensive Strategies for the Assembly of Oligosaccharides and Glycoconjugates of Biological Consequence , 1996 .

[24]  Chi-Huey Wong,et al.  Recent Advances in the Chemoenzymatic Synthesis of Carbohydrates and Carbohydrate Mimetics. , 1996, Chemical reviews.

[25]  K. Tatsuta,et al.  Recent progress in O-glycosylation methods and its application to natural products synthesis , 1993 .

[26]  M. Höök,et al.  Glycosaminoglycans and their binding to biological macromolecules. , 1978, Annual review of biochemistry.