2. Academic Validation
  3. Synthesis and photoreactivity of caged blockers for glutamate transporters

Synthesis and photoreactivity of caged blockers for glutamate transporters

  • Bioorg Med Chem Lett. 2003 Mar 10;13(5):965-70. doi: 10.1016/s0960-894x(02)01042-9.
Kiyo Takaoka 1,  Yoshiro Tatsu,  Noboru Yumoto,  Terumi Nakajima,  Keiko Shimamoto
Affiliations

Affiliation

  • 1 Suntory Institute for Bioorganic Research, 1-1-1 Wakayamadai, Shimamoto, Osaka 618-8503, Japan.
PMID: 12617931 DOI: 10.1016/s0960-894x(02)01042-9
Abstract

L-TBOA (L-threo-beta-benzyloxyaspartate) is, so far, the most potent non-transportable blocker for glutamate transporters. We synthesized alpha-CMCM-L-TBOA (1a) possessing [7-(carboxymethoxy)coumarin-4-yl]methyl ester as a caging group. alpha-CMCM-L-TBOA (1a) is biologically inactive until UV irradiation and the photolysis of 1a immediately released L-TBOA to show glutamate uptake inhibition. The photoreactivity of the coumarin-type caging group was superior to that of the o-nitrobenzyl-type caging group.

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