Baryal, Kedar N. and Ramadan, Sherif and Su, Guowei and Huo, Changxin and Zhao, Yuetao and Liu, Jian and Hsieh-Wilson, Linda C. and Huang, Xuefei (2023) Synthesis of a Systematic 64-Membered Heparan Sulfate Tetrasaccharide Library. Angewandte Chemie International Edition, 62 (1). Art. No. e202211985. ISSN 1433-7851. PMCID PMC9933061. doi:10.1002/anie.202211985. https://resolver.caltech.edu/CaltechAUTHORS:20230206-9587900.31
Full text is not posted in this repository. Consult Related URLs below.
Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20230206-9587900.31
Abstract
Heparan sulfate (HS) has multifaceted biological activities. To date, no libraries of HS oligosaccharides bearing systematically varied sulfation structures are available owing to the challenges in synthesizing a large number of HS oligosaccharides. To overcome the obstacles and expedite the synthesis, a divergent approach was designed, where 64 HS tetrasaccharides covering all possible structures of 2-O-, 6-O- and N-sulfation with the glucosamine-glucuronic acid-glucosamine-iduronic acid backbone were successfully produced from a single strategically protected tetrasaccharide intermediate. This extensive library helped identify the structural requirements for HS sequences to have strong fibroblast growth factor-2 binding but a weak affinity for platelet factor-4. Such a strategy to separate out these two interactions could lead to new HS-based potential therapeutics without the dangerous adverse effect of heparin-induced thrombocytopenia.
Item Type: | Article | ||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Related URLs: |
| ||||||||||||||||
ORCID: |
| ||||||||||||||||
Additional Information: | We are grateful for financial supports from the National Institute of General Medical Sciences, NIH (R01GM072667, U01GM116262, and R44GM134738) and Michigan State University for financial support of our work. | ||||||||||||||||
Funders: |
| ||||||||||||||||
Issue or Number: | 1 | ||||||||||||||||
PubMed Central ID: | PMC9933061 | ||||||||||||||||
DOI: | 10.1002/anie.202211985 | ||||||||||||||||
Record Number: | CaltechAUTHORS:20230206-9587900.31 | ||||||||||||||||
Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20230206-9587900.31 | ||||||||||||||||
Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||||||||||
ID Code: | 119070 | ||||||||||||||||
Collection: | CaltechAUTHORS | ||||||||||||||||
Deposited By: | Research Services Depository | ||||||||||||||||
Deposited On: | 09 Mar 2023 22:58 | ||||||||||||||||
Last Modified: | 09 Mar 2023 22:58 |
Repository Staff Only: item control page