Stable cyclopropene-containing analogs of the amino acid neurotransmitter glutamate
Publication type: Journal Article
Publication date: 2019-05-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
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.
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GOST
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Kumar P. et al. Stable cyclopropene-containing analogs of the amino acid neurotransmitter glutamate // Tetrahedron Letters. 2019. Vol. 60. No. 22. pp. 1476-1480.
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Kumar P., Huang W., Shukhman D., Camarda F. M., Laughlin S. T. Stable cyclopropene-containing analogs of the amino acid neurotransmitter glutamate // Tetrahedron Letters. 2019. Vol. 60. No. 22. pp. 1476-1480.
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RIS
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TY - JOUR
DO - 10.1016/j.tetlet.2019.04.046
UR - https://doi.org/10.1016/j.tetlet.2019.04.046
TI - Stable cyclopropene-containing analogs of the amino acid neurotransmitter glutamate
T2 - Tetrahedron Letters
AU - Kumar, Pratik
AU - Huang, Wei
AU - Shukhman, David
AU - Camarda, Frank M
AU - Laughlin, Scott T
PY - 2019
DA - 2019/05/01
PB - Elsevier
SP - 1476-1480
IS - 22
VL - 60
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (up to 50 authors)
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@article{2019_Kumar,
author = {Pratik Kumar and Wei Huang and David Shukhman and Frank M Camarda and Scott T Laughlin},
title = {Stable cyclopropene-containing analogs of the amino acid neurotransmitter glutamate},
journal = {Tetrahedron Letters},
year = {2019},
volume = {60},
publisher = {Elsevier},
month = {may},
url = {https://doi.org/10.1016/j.tetlet.2019.04.046},
number = {22},
pages = {1476--1480},
doi = {10.1016/j.tetlet.2019.04.046}
}
Cite this
MLA
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Kumar, Pratik, et al. “Stable cyclopropene-containing analogs of the amino acid neurotransmitter glutamate.” Tetrahedron Letters, vol. 60, no. 22, May. 2019, pp. 1476-1480. https://doi.org/10.1016/j.tetlet.2019.04.046.