Premium
Synthesis and Biological Evaluation of Two Mannose 6‐Phosphate Analogs
Author(s) -
Vidal Sébastien,
Vidil Carole,
Morère Alain,
Garcia Marcel,
Montero JeanLouis
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200010)2000:20<3433::aid-ejoc3433>3.0.co;2-i
Subject(s) - chemistry , diastereomer , mannose , derivative (finance) , mannose 6 phosphate , stereochemistry , condensation , absolute configuration , phosphate , combinatorial chemistry , organic chemistry , biochemistry , receptor , growth factor , physics , financial economics , economics , thermodynamics
Two β‐hydroxyphosphonate analogs of M6P have been prepared by condensation of the lithiated anion of methyldiethylphosphonate with the C‐6 carbonyl of a mannose derivative. The diastereoisomers thus obtained have been separated and the absolute configuration at the 6‐position has been determined by spectroscopic analysis in conjunction with theoretical calculations. Recognition phenomena by M6P/IGFIIR have been evaluated for both diastereoisomers.