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Synthesis of an [ 125 I]‐azido photoaffinity probe for the human platelet thromboxane A 2 /prostaglandin H 2 receptor
Author(s) -
Mais Dale E.,
Halushka Perry V.
Publication year - 1988
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580250706
Subject(s) - chemistry , stereochemistry , prostaglandin , receptor , heptane , thromboxane , bicyclic molecule , antagonist , thromboxane receptor , chemical synthesis , photoaffinity labeling , receptor antagonist , trifluoromethanesulfonate , platelet , biochemistry , medicine , organic chemistry , in vitro , catalysis
The synthesis of [ 125 I]‐(1S,2S,3S,5R)‐2‐(6′‐carboxyhex‐(2′Z)enyl)‐3‐(2‐hydroxy‐3‐ (4‐hydroxy‐3‐iodophenyl)‐1‐propylamino)‐6,6‐dimethylbicyclo[3. 1. 1] heptane(I‐PTA‐OH), a high affinity thromboxane A 2 /prostaglandin H 2 , (TXA 2 /PGH 2 ) receptor antagonist has been previously described. This paper describes the synthesis of an analog of this compound, [ 127 I]‐ and [ 125 F]‐(1S,2S,3S,5R)‐2‐(6′‐carboxyhex‐(2′Z)enyl)‐3‐(2‐hydroxy‐3‐ (4‐iodo‐3‐azidophenoxy)‐1‐propylamino)‐6,6‐dimethyl‐ bicyclo[3.1.1]heptane(I‐PTA‐azido), which has the potential to be used as a photo‐ affinity probe of the TXA 2 /PGH 2 receptor. This compound, which is the highest affinity photoaffinity probe yet described for the human platelet TXA 2 /PGH 2 receptor may be a useful tool to characterize this receptor.