Mechanism of sulfonation-induced chain scission of selectively oxidized polysaccharides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14740%2F20%3A00121454" target="_blank" >RIV/00216224:14740/20:00121454 - isvavai.cz</a>
Alternative codes found
RIV/70883521:28610/20:63526508
Result on the web
<a href="https://www.sciencedirect.com/science/article/pii/S0144861719311713?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0144861719311713?via%3Dihub</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.carbpol.2019.115503" target="_blank" >10.1016/j.carbpol.2019.115503</a>
Alternative languages
Result language
angličtina
Original language name
Mechanism of sulfonation-induced chain scission of selectively oxidized polysaccharides
Original language description
Oxidation of polysaccharides to 2,3-dicarboxypolysaccharides is a two-stage process, where selective oxidation by periodate is followed by secondary oxidation by chlorite. Addition of sulfamic acid before the secondary oxidation influences the molecular weight and degree of oxidation of the product. Here, mechanism of sulfamic acid-catalysed chain scission is elucidated for selectively oxidized cellulose and dextrin. Initially, sulfamic acid sulfonates the aldehyde groups of 2,3-dialdehydepolysaccharide. Introduced -SO3H groups are in ideal position to protonate the oxygen atom of 1-4' glycosidic bond and to trigger acidic hydrolysis. This can be used to obtain a direct control over the molecular weight of the product. Observed slightly lower degree of oxidation was ascribed to the ability of sulfamic acid to scavenge the hypochlorite and thus protect the intermolecular hemiacetals from oxidation. Usually undesirable hypochlorite thus seems to be necessary for preparation of selectively oxidized polysaccharides with degree of oxidation above 90%.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10400 - Chemical sciences
Result continuities
Project
—
Continuities
—
Others
Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Carbohydrate Polymers
ISSN
0144-8617
e-ISSN
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Volume of the periodical
229
Issue of the periodical within the volume
FEB
Country of publishing house
GB - UNITED KINGDOM
Number of pages
10
Pages from-to
115503
UT code for WoS article
000501796600076
EID of the result in the Scopus database
2-s2.0-85075346483