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Synthesis of the fluorescent amino acid rac-(7-hydroxycoumarin-4-yl)ethylglycine

The hydrochloride of the racemic amino acid (7-hydroxycoumarin-4-yl)ethylglycine, a versatile fluorescent probe in proteins, has been synthesized in five steps from commercially available (7-hydroxycoumarin-4-yl)acetic acid. The key step involves the alkylation of a glycine–enolate equivalent.

Detalles Bibliográficos
Autores principales: Braun, Manfred, Dittrich, Torsten
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2919258/
https://www.ncbi.nlm.nih.gov/pubmed/20703371
http://dx.doi.org/10.3762/bjoc.6.69
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author Braun, Manfred
Dittrich, Torsten
author_facet Braun, Manfred
Dittrich, Torsten
author_sort Braun, Manfred
collection PubMed
description The hydrochloride of the racemic amino acid (7-hydroxycoumarin-4-yl)ethylglycine, a versatile fluorescent probe in proteins, has been synthesized in five steps from commercially available (7-hydroxycoumarin-4-yl)acetic acid. The key step involves the alkylation of a glycine–enolate equivalent.
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spelling pubmed-29192582010-08-11 Synthesis of the fluorescent amino acid rac-(7-hydroxycoumarin-4-yl)ethylglycine Braun, Manfred Dittrich, Torsten Beilstein J Org Chem Full Research Paper The hydrochloride of the racemic amino acid (7-hydroxycoumarin-4-yl)ethylglycine, a versatile fluorescent probe in proteins, has been synthesized in five steps from commercially available (7-hydroxycoumarin-4-yl)acetic acid. The key step involves the alkylation of a glycine–enolate equivalent. Beilstein-Institut 2010-06-24 /pmc/articles/PMC2919258/ /pubmed/20703371 http://dx.doi.org/10.3762/bjoc.6.69 Text en Copyright © 2010, Braun and Dittrich https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Braun, Manfred
Dittrich, Torsten
Synthesis of the fluorescent amino acid rac-(7-hydroxycoumarin-4-yl)ethylglycine
title Synthesis of the fluorescent amino acid rac-(7-hydroxycoumarin-4-yl)ethylglycine
title_full Synthesis of the fluorescent amino acid rac-(7-hydroxycoumarin-4-yl)ethylglycine
title_fullStr Synthesis of the fluorescent amino acid rac-(7-hydroxycoumarin-4-yl)ethylglycine
title_full_unstemmed Synthesis of the fluorescent amino acid rac-(7-hydroxycoumarin-4-yl)ethylglycine
title_short Synthesis of the fluorescent amino acid rac-(7-hydroxycoumarin-4-yl)ethylglycine
title_sort synthesis of the fluorescent amino acid rac-(7-hydroxycoumarin-4-yl)ethylglycine
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2919258/
https://www.ncbi.nlm.nih.gov/pubmed/20703371
http://dx.doi.org/10.3762/bjoc.6.69
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AT dittrichtorsten synthesisofthefluorescentaminoacidrac7hydroxycoumarin4ylethylglycine