Stable Cyclopropene-Containing Analogs of the Amino Acid Neurotransmitter Glutamate

Publication
Tetrahedron Letters, 60(22), 1476-1480

Abstract

As a neurotransmitter, the amino acid glutamate has been the subject of efforts to generate structural analogs with unique properties. Here we report a practical, half-gram synthesis of two cyclopropene-containing glutamate analogs. These analogs are stable in solution, in the presence of the biological nucleophile glutathione, upon concentration, and during long-term storage, while maintaining their amenability to photo- or enzyme-caging and reactivity with bioorthogonal reaction partners like s-tetrazine or light-activated tetrazoles.

Pratik Kumar, PhD
Pratik Kumar, PhD
HHMI Postdoctoral Associate

I am a chemical biologist and I make chemical tools for biology.

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