TY - JOUR
T1 - Synthesis and conformational and NMR studies of α-d-mannopyranosyl and α-d-mannopyranosyl-(1 → 2)-α-d-mannopyranosyl linked to l-serine and l-threonine
AU - Helander, Anne
AU - Kenne, Lennart
AU - Oscarson, Stefan
AU - Peters, Thomas
AU - Brisson, Jean Robert
N1 - Funding Information:
This work was supported by grants from the Swedish Natural Science Research Council and The Swedish National Board for Technical Development. T.P. and J.R.B. thank the NATO for a research grant CRG.890356.
PY - 1992/6/16
Y1 - 1992/6/16
N2 - α-d-Mannopyranosyl and α-d-mannopyranosyl-(1 → 2)-α-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.
AB - α-d-Mannopyranosyl and α-d-mannopyranosyl-(1 → 2)-α-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.
UR - http://www.scopus.com/inward/record.url?scp=0026729007&partnerID=8YFLogxK
U2 - 10.1016/0008-6215(92)84040-Y
DO - 10.1016/0008-6215(92)84040-Y
M3 - Journal articles
C2 - 1394303
AN - SCOPUS:0026729007
SN - 0008-6215
VL - 230
SP - 298
EP - 318
JO - Carbohydrate Research
JF - Carbohydrate Research
IS - 2
ER -