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Chemical Synthesis of Asparagine- Linked Archaeal N- Glycan from Methanothermus fervidus

DSpace at IIT Bombay

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Title Chemical Synthesis of Asparagine- Linked Archaeal N- Glycan from Methanothermus fervidus
 
Creator SANAPALA, SR
KULKARNI, SS
 
Subject archaea
glycosylation
glycoproteins
N-aspartylation
N-glycans
BUILDING-BLOCKS
PROTEIN GLYCOSYLATION
D-MANNOSE
HOMOGENEOUS GLYCOPEPTIDES
OLIGOSACCHARIDE SYNTHESIS
CHEMOENZYMATIC SYNTHESIS
CHEMOSELECTIVE LIGATION
GLYCOPROTEIN-SYNTHESIS
EFFICIENT SYNTHESIS
DOUBLE PARALLEL
 
Description Several N-linked glycoproteins have been identified in archaea and there is growing evidence that the N-glycan is involved in survival and functioning of archaea in extreme conditions. Chemical synthesis of the archaeal N-glycans represents a crucial step towards understanding the putative function of protein glycosylation in archaea. Herein the first total synthesis of the archaeal L-asparagine linked hexasaccharide from Methanothermus fervidus is reported using a highly convergent [3+3] glycosylation approach in high overall yields. The synthesis relies on efficient preparation of regioselectively protected thioglycoside building blocks for orthogonal glycosylations and late stage N-aspartylation.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2014-12-28T12:42:38Z
2014-12-28T12:42:38Z
2014
 
Type Article
 
Identifier CHEMISTRY-A EUROPEAN JOURNAL, 20(13)3578-3583
0947-6539
1521-3765
http://dx.doi.org/10.1002/chem.201304950
http://dspace.library.iitb.ac.in/jspui/handle/100/16577
 
Language English