SYNTHESIS AND BINDING-PROPERTIES OF 2-AMINO-5-PHOSPHONO-3-PENTENOIC ACID PHOTOAFFINITY LIGANDS AS PROBES FOR THE GLUTAMATE RECOGNITION SITE OF THE NMDA RECEPTOR

被引：22

作者：

HECKENDORN, R

ALLGEIER, H

BAUD, J

GUNZENHAUSER, W

ANGST, C

机构：

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1993年 / 36卷 / 23期

关键词：

D O I：

10.1021/jm00075a029

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Four omega-benzoylated (E)-2,10-diamino-4-(phosphonomethyl)dec-3-enoic acids have been synthesized and tested in vitro for binding affinity to the glutamate recognition site of the NMDA (N-methyl-D-aspartate) receptor. The omega-4-azidosalicylamide derivative 24 was iodinated to give the photoaffinity ligand 25 (CGP 55802 A) which showed an IC50 value of 34 nM in the in vitro [H-3]CGP 39653 binding assay. This compound and its radioactive I-125-form are the first photoaffinity ligands for the NMDA receptor with high affinity to the glutamate recognition site.

引用

页码：3721 / 3726

页数：6

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