143995-55-5Relevant articles and documents
Synthesis of a naturally occurring diene-containing amino acid and its glutamyl dipeptide via N-acyliminium ion chemistry
Berkheij, Martin,Dijkink, Jan,David, Olivier R. P.,Sonke, Theo,Ijzendoorn, Denis R.,Blaauw, Richard H.,Van Maarseveen, Jan H.,Schoemaker, Hans E.,Hiemstra, Henk
, p. 914 - 924 (2008)
The syntheses of the naturally occurring unusual unsaturated amino acid (S)-2-amino-3-methylene-4-pentenoic acid and the corresponding γ-glutamyl dipeptide are described. Key steps are an N-acyliminium ion addition using allenylmethylsilane as nucleophile and an enzymatic resolution mediated by the L-aminopeptidase from Pseudomonas putida. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
A photocaged, cyclopropene-containing analog of the amino acid neurotransmitter glutamate
Kumar, Pratik,Shukhman, David,Laughlin, Scott T.
supporting information, p. 5750 - 5752 (2016/12/03)
Substituted cyclopropenes serve as compact biorthogonal appendages that enable analysis of biomolecules in complex systems. Neurotransmitters, a chemically diverse group of biomolecules that control neuron excitation and inhibition, are not among the systems that have been studied using biorthogonal chemistry. Here we describe the synthesis of cyclopropene-containing analogs of the excitatory amino acid neurotransmitter glutamate starting from a Garner's aldehyde-derived alkyne. The deprotected cyclopropene glutamate was stable in solution but decomposed upon concentration. Appending a light-cleavable group improved the stability of the cyclopropene while simultaneously caging the neurotransmitter. This strategy has the potential to permit deployment of cyclopropene-modified glutamate as a bioorthogonal probe of the neurotransmitter glutamate in vivo with spatiotemporal precision.
HYDANTOIN DERIVATIVES FOR THE TREATMENT OF INFLAMMATORY DISORDERS
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Page/Page column 139, (2008/06/13)
This invention relates to compounds of the Formula: (I); or a pharmaceutically acceptable salt, solvate or isomer thereof, which can be useful for the treatment of diseases or conditions mediated by MMPs, ADAMs, TACE, aggrecanase, TNF-α or combinations thereof.