Synthesis and conformational and NMR studies of alpha-D-mannopyranosyl and alpha-D-mannopyranosyl-(1----2)-alpha-D-mannopyranosyl linked to L-serine and L-threonine: Carbohydr.Res.

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TypeArticle
Journal titleCarbohydr.Res.
Volume230
Issue2
Pages299318; # of pages: 20
Subjectanalogs & derivatives; Carbohydrate Conformation; Carbohydrate Sequence; chemical; chemical shift; chemical synthesis; chemistry; Computer Simulation; CONFORMATIONAL; DIFFERENCE; Distance; GESA; GLOBAL; glycopeptide; Glycopeptides; glycoprotein; Glycoproteins; Indicators and Reagents; Magnetic Resonance Spectroscopy; Mannose; Mannosides; MODEL; Models,Molecular; Molecular Sequence Data; Molecular Structure; MONTE CARLO; NMR; NOE; PROGRAM; REGION; Serine; SIGNALS; Simulation; SIMULATIONS; Support,Non-U.S.Gov't; Synthesis; theoretical; Threonine; yield
Abstractalpha-D-Mannopyranosyl and alpha-D-mannopyranosyl-(1----2)-alpha-D- mannopyranosyl linked to L-serine and L-threonine have been synthesised as model substances for the linkage region in certain O-linked glycoproteins. Metropolis Monte Carlo simulations were performed with a modified version of the GESA program, to yield theoretical NOEs and interatomic distances as ensemble-average values, and these were compared with results from steady-state NOE experiments. The NOEs were determined as ensemble-average and as global minimum values. NMR chemical shift differences, obtained for signals of the glycopeptides relative to those of the respective monomers, were interpreted in terms of short inter-residue atomic distances as found within the global minima, and on the basis of averaged distances derived from Monte Carlo simulations
Publication date
LanguageEnglish
AffiliationNRC Institute for Biological Sciences; National Research Council Canada
Peer reviewedNo
NRC numberHELANDER1992
NPARC number9377435
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Record identifier00484312-689c-4589-9ffa-da1825e43375
Record created2009-07-10
Record modified2016-05-09
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