Tetrahedron

An azido-functionalized isocarbacyclin analogue acting as an efficient photoaffinity probe for a prostacyclin receptor

…, R Noyori, H Hashimoto, M Negishi, A Ichikawa, S Ito

Index: Suzuki, Masaaki; Koyano, Hiroshi; Noyori, Ryoji; Hashimoto, Hitoshi; Negishi, Manabu; Ichikawa, Atsushi; Ito, Seiji Tetrahedron, 1992 , vol. 48, # 13 p. 2635 - 2658

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Citation Number: 20

Abstract

A stable prostacyclin analogue,(15S)-18c, having an azidophenyl group as a photoaffinity labeling functionality has been synthesized. This compound has a sufficiently high affinity to the prostacyclin receptor protein in mastocytoma P-815 cells, exhibiting an IC50 value of 3 nM for the replacement of iloprost bound to the receptor protein. A photoaffinity probe compound,[3H]-(15S)-18c, is obtainable by reduction of the ketone 16c with [3H] NaBH4 ...