title: Synthesis of a Comprehensive Polyprenol Library for Evaluation of Bacterial Enzyme Lipid Substrate Specificity.
abstract: Polyprenols, a type of universal glycan lipid carrier, play important roles for glycan bio-assembly in wide variety of living systems. Chemical synthesis of natural polyisoprenols such as undecaprenol and dolichols, but especially their homologs, could serves as a powerful molecular tool to dissect and define the functions of enzymes involved in glycan biosynthesis. In this paper, we report an efficient and reliable method to construct this type of hydrophoic molecule through a base-mediated iterative coupling approach using a key bifunctional (Z,Z)-diisoprenyl building block. The ligation withN-acetyl-D-glactosamine (GalNAc) with a set of the synthesized lipid analogs forming polyprenol pyrophosphate linked GalNAc (GalNAc-PP-lipid) conjugates is also demonstrated.
authors: The Center for Therapeutics and Diagnostics (CDT), Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA, , Homepage: http://chemistry.gsu.edu/faculty/PWang/
authors: Baolin
authors: B
authors: Wu
authors: Department of Chemistry and Biochemistry, University of Mount Union, Alliance, OH 44601, USA.
authors: Robert
authors: R
authors: Woodward
authors: The Center for Therapeutics and Diagnostics (CDT), Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA, , Homepage: http://chemistry.gsu.edu/faculty/PWang/
authors: Liuqing
authors: L
authors: Wen
authors: The Center for Therapeutics and Diagnostics (CDT), Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA, , Homepage: http://chemistry.gsu.edu/faculty/PWang/
authors: Xuan
authors: X
authors: Wang
authors: The Center for Therapeutics and Diagnostics (CDT), Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA, , Homepage: http://chemistry.gsu.edu/faculty/PWang/
authors: Guohui
authors: G
authors: Zhao
authors: The Center for Therapeutics and Diagnostics (CDT), Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA, , Homepage: http://chemistry.gsu.edu/faculty/PWang/
authors: Peng George
authors: PG
authors: Wang
keywords: Enzyme substrate specificity; Lipopolysaccharide; Polyprenol