A Caltech Library Service

Streamlined methods for the synthesis of heparan sulfate oligosaccharide libraries

Hsieh-Wilson, Linda C. (2019) Streamlined methods for the synthesis of heparan sulfate oligosaccharide libraries. In: 257th ACS National Meeting & Exposition, 31 March - 4 April 2019, Orlando, FL.

Full text is not posted in this repository. Consult Related URLs below.

Use this Persistent URL to link to this item:


Heparan sulfate (HS) glycosaminoglycans (GAGs) are sulfated polysaccharides that mediate a wide range of important biol. processes, including growth factor signaling, blood coagulation, viral infection, neural development, and cancer. The diverse biol. functions of HS GAGs are thought to stem from their complex stereochem. and sulfation patterns. However, understanding the structure-activity relationships of HS has been hampered by a lack of methods to synthesize large collections of oligosaccharides with defined sulfation sequences. A major obstacle is the prepn. of suitably protected building blocks, whose synthesis typically requires 20-30 steps. Here, we describe a new approach to access all four of the core disaccharides required for HS assembly from natural heparin and heparosan polysaccharides. The use of disaccharides rather than monosaccharides as minimal synthons accelerates the synthesis of HS GAGs, providing strategically-protected building blocks and tetrasaccharides in about half the no. of steps. Rapid access to key building blocks will greatly facilitate the generation of large, comprehensive libraries of HS oligosaccharides for detailed investigations into the 'sulfation code' and its roles in biol.

Item Type:Conference or Workshop Item (Paper)
Related URLs:
URLURL TypeDescription Website
Hsieh-Wilson, Linda C.0000-0001-5661-1714
Additional Information:© 2019 American Chemical Society.
Record Number:CaltechAUTHORS:20190325-092406743
Persistent URL:
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:94103
Deposited By: Tony Diaz
Deposited On:25 Mar 2019 16:51
Last Modified:03 Oct 2019 21:00

Repository Staff Only: item control page