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Rapid Synthesis of the Enantiomers of myo ‐Inositol‐1,3,4,5‐tetrakisphosphate by Direct Chiral Desymmetrization of myo ‐Inositol Orthoformate
Author(s) -
Riley Andrew M.,
Mahon Mary F.,
Potter Barry V. L.
Publication year - 1997
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199714721
Subject(s) - desymmetrization , inositol , enantiomer , chemistry , stereochemistry , biochemistry , computational biology , biology , receptor , enantioselective synthesis , catalysis
As controversial as ever is the role of D ‐ myo ‐inositol‐1,3,4,5‐tetrakisphosphate ( 1 ) in intracellular signaling. A new synthetic strategy that makes minimal use of protecting groups allows rapid, direct access not only to pure 1 in the amounts required for cocrystallographic and NMR studies with its recently identified macromolecular targets, but also to the little‐known L enantiomer, which is invaluable as a control in radioligand binding and functional studies.