| Chemical Modifications of Alginates in Organic Solvent Systems. | |
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MedLine Citation:
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PMID: 22004188 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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Alginates are (1→4) linked linear copolysaccharides composed of β-D-mannuronic acid (M) and its C-5 epimer, α-L-guluronic acid (G). Several strategies to synthesize organically modified alginate derivatives have been reported, but almost all chemistries are performed in either aqueous or aqueous-organic media. The ability to react alginates homogeneously in organic solvents would open up access to a wide range of new chemistries and derivatives. However, past attempts have been restricted by the absence of methods for alginate dissolution in organic media. We therefore report a strategy to dissolve tetrabutylammonium (TBA) salts of alginic acid in polar aprotic solvents containing tetrabutylammonium fluoride (TBAF). Acylation of TBA-alginate was performed under homogeneous conditions, such that both M and G residues were acetylated up to a total degree of substitution (DS) ≈ 1.0. Performing the same reaction under heterogeneous conditions resulted in selective acylation of M residues. Regioselectivity in the acylated alginate products was studied and degradation under basic reaction conditions was probed. |
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Authors:
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Siddhesh Nitin Pawar; Kevin J Edgar |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2011-10-17 |
Journal Detail:
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Title: Biomacromolecules Volume: - ISSN: 1526-4602 ISO Abbreviation: - Publication Date: 2011 Oct |
Date Detail:
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Created Date: 2011-10-18 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 100892849 Medline TA: Biomacromolecules Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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