Chemical Glycobiology

by Chen, Xi; Halcomb, Randall L; Wang, Peng George

• ISBN13: 9780841274402
• ISBN10: 0841274401
• Format: Hardcover
• Copyright: 2008-09-01
• Publisher: American Chemical Society

Summary

Although the process of understanding the biological functions of carbohydrates has developed slowly due to the lack of efficient approaches in obtaining and studying these structures, in the past two decades, remarkable advances have been made in chemical and chemoenzymatic synthesis ofcarbohydrates and glycoconjugates. The material presented in this volume shows how a better understanding of the structure and the function of carbohydrate-containing bacterial cell wall has revealed that carbohydrate-containing molecules and carbohydrate-like structures are useful ascarbohydrate-based anti-microbial vaccines, anti-viral drugs, anti-coagulants, anti-cancer drugs, and potential anti-cancer vaccines. In addition, the text explores the important roles that novel glycolipids have been found to play in the immune system. Metabolic engineering has demonstrated itself as an efficient approach to probe and manipulate biological functions of carbohydrates both in vitro and in vivo. Automated glycan analysis, carbohydrate microarrays, and novel high-throughput screening methods have hastened the analysis and theunderstanding of carbohydrate-containing structures. Polypeptide-based glycopolymers have been developed for the study of multivalent binding events of carbohydrates and proteins. This text presents examples of these recent developments in using chemical techniques and tools to study glycobiology.This is an excellent reference book for upper-division undergraduate students, graduate students, and researchers who are interested in carbohydrate-related medicinal chemistry, organic chemistry, biology, and chemical biology.

Author Biography

Xi Chen is Assistant Professor of Bioorganic Chemistry at the University of California, Davis. Professor Chen has received an NSF CAREER Award and a Beckman Young Investigator Award. She is an Alfred P. Sloan Research Fellow.
Randall Halcomb currently holds the title of Senior Research Scientist II in the department of Medicinal Chemistry at Gilead Sciences.
Peng George Wang is Professor and Ohio Eminent Scholar in the Departments of Biochemistry and Chemistry at the Ohio State University.

Table of Contents

Preface

Chemical Synthetic Methods for Chemical Glycobiology

Xiaomei Yu and George O'Doherty: De Novo Synthesis in Carbohydrate Chemistry: From Furans to Monosaccharides and Oligosaccharides

Lijun Huang, Xiaowei Lu, and Xuefei Huang: Chemical Syntheses of Hyaluronic Acid Oligosaccharides

Mijoon Lee, Dusan Hesek, and Shahriar Mobashery: Synthetic Efforts in Preparations of Components of the Bacterial Cell Wall

Zbigniew J. Witczak: New Glycosyl Thio-carboamino Peptides as New Tools for GlycobiologyChemoenzymatic Methods for Chemical Glycobiologu

Hai Yu, Harshal A. Chokhawala, Shengshu Huang, and Xi Chen: Chemoenzymatic Synthesis of Sialosides and Their Applications

Lai-Xi Wang: Convergent Chemoenzymatic Synthesis of Complex N-GlycopeptidesGlycolipids

Suvarn S. Kulkarni and Jacquelyn Gervay-Hague: Synthesis of Glycolipid Antigens

Chengfeng Xia, Yalong Zhang, Wenpeng Zhang, Wenlan Chen, Jing Song, Qingjia Yao, Yang Liu, Dapeng Zhou, Gennaro De Libero, and Peng George Wang: Synthesis of Glycolipid GlycosphingolipidsGlycovaccines

Leona A. Holmberg, Katherine A. Guthrie, and Brenda M. Sandmaier: Clinical Outcome of Breast and Ovarian Cancer Patients Treated after High-dose Chemotherapy and Autologous Stem Cell Rescue with Theratope (STn-KLH) Cancer Vaccine: Theratope (STn-KLH) Cancer Vaccine following Autologous Transplant

Michel Weiwer, Fei Huang, Chi-Chang Chen, Xuejun Yuan, Kazuo Tokuzaki, Hiroshi Tomiyama, and Robert J. Linhardt: Synthesis and Evaluation of Anticancer Vaccine Candidates, C-Glycoside Analogs of STn and PSATools for Chemical Glycobiology

Hyun Joo An, John Tillinghast, and Carlito B. Lebrilla: An Automated Method for Determining Glycosylation and Site Diversity in Glycoproteins

Nicholas J. Agard: Chemical Approaches to Glycobiology

Nicola L. Pohl: Automated Solution-Phase Oligosaccharide Synthesis and Carbohydrate Microarrays: Development of Fluorous-Based Tools for Glycomics

Ronak Maheshwari, Shuang Liu, Brian D. Polizzotti, Ying Wang, and Kristi L. Kiick: Polypeptide-Based Glycopolymers for the Study of Multivalent Binding Events

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