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A Synthetic Heparin‐like Compound which still Activates Antithrombin III although It Contains an Open Chain Fragment instead of α‐ L ‐Idopyranuronate
Author(s) -
van Boeckel Constant A. A.,
Basten Jan E. M.,
Lucas Hans,
van Aelst Sjoerd F.
Publication year - 1988
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.198811771
Subject(s) - antithrombin , chemistry , heparin , derivative (finance) , coagulation , stereochemistry , glyceric acid , thrombin , fragment (logic) , biochemistry , combinatorial chemistry , catalysis , medicine , immunology , platelet , computer science , financial economics , economics , programming language
Control of the protecting group keyboard was necessary in order to prepare the activated ( R )‐glyceric acid derivative 1 from serine. 1 is the decisive precursor for the synthesis of 2 , a partially opened analogue of the antithrombin III binding region of heparin. 2 likewise catalyzes the antithrombin‐III‐mediated deactivation of the coagulation factor Xa (R = CH 3 , R 2 = SO 3 ⊖ ).