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Streamlined synthesis of heparan sulfate glycosaminoglycans and their roles in regulating vasculature development and homeostasis

Hsieh-Wilson, Linda C. (2020) Streamlined synthesis of heparan sulfate glycosaminoglycans and their roles in regulating vasculature development and homeostasis. In: 259th ACS National Meeting & Exposition, 22-26 March 2020, Philadelphia, PA.

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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. We will 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 is greatly facilitating the generation of libraries of HS oligosaccharides for systematic investigations into the 'sulfation code.' We will also describe the application of defined HS mols. to the discovery of a novel interaction between HS GAGs and the orphan receptor Tie1 and its implications for angiogenesis and vascular development and homeostasis.

Item Type:Conference or Workshop Item (Paper)
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Hsieh-Wilson, Linda C.0000-0001-5661-1714
Additional Information:© 2020 American Chemical Society.
Record Number:CaltechAUTHORS:20200219-074158424
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Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:101352
Deposited By: Tony Diaz
Deposited On:19 Feb 2020 15:45
Last Modified:19 Feb 2020 15:45

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