Premium
A New Preparative Synthesis of 1‐ D ‐6‐ O ‐(2‐Amino‐2‐Deoxy‐ D ‐glycopyranosyl)‐ chiro ‐Inositol 1‐Phosphate and 1,2‐Cyclic Phosphate
Author(s) -
MartínLomas Manuel,
FloresMosquera María,
Khiar Noureddine
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/(sici)1099-0690(200004)2000:8<1539::aid-ejoc1539>3.0.co;2-2
Subject(s) - chemistry , inositol , phosphate , inositol phosphate , second messenger system , stereochemistry , chemical synthesis , cyclitol , biochemistry , receptor , in vitro
A convenient preparative synthesis of 1‐ D ‐6‐ O ‐(2‐amino‐2‐deoxy‐α‐ D ‐glycopyranosyl)‐ chiro ‐inositol 1‐phosphate (III) and ‐1,2‐cyclic phosphate (IV) using D ‐ chiro ‐inositol as starting material is reported. Compound III has been previously found to behave as type P inositolphosphoglycans (the putative second messengers of insulin‐like growth factor I) in organotypic cultures of chicken embryo. The synthesis of III and IV , now reported, considerably improves previous synthesis of III and permits the effective preparation of these substances for biological investigation.