4-Nitro-N-phthalyl-l-tryptophan

The crystal structure of the title compound [systematic name: (2R)-3-(1H-indol-3-yl)-2-(4-nitro-1,3-dioxoisoindolin-2-yl)propanoic acid], C(19)H(13)N(3)O(6), an analogue of epigenetic modulator RG108, is constrained by strong hydrogen bonds between the indole N—H group and a carbonyl O atom of the p...

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Autores principales: Tilborg, Anaelle, Boittiaux, Irving, Norberg, Bernadette, Lambert, Didier, Wouters, Johan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213557/
https://www.ncbi.nlm.nih.gov/pubmed/22091134
http://dx.doi.org/10.1107/S1600536811029138
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author Tilborg, Anaelle
Boittiaux, Irving
Norberg, Bernadette
Lambert, Didier
Wouters, Johan
author_facet Tilborg, Anaelle
Boittiaux, Irving
Norberg, Bernadette
Lambert, Didier
Wouters, Johan
author_sort Tilborg, Anaelle
collection PubMed
description The crystal structure of the title compound [systematic name: (2R)-3-(1H-indol-3-yl)-2-(4-nitro-1,3-dioxoisoindolin-2-yl)propanoic acid], C(19)H(13)N(3)O(6), an analogue of epigenetic modulator RG108, is constrained by strong hydrogen bonds between the indole N—H group and a carbonyl O atom of the phthalimide ring of a symmetry-related mol­ecule, and between the protonated O atom of the carboxyl group and a carbonyl O atom of the phthalimide ring. π–π stacking inter­actions with centroid–centroid distances of 3.638 (1) and 3.610 (1) Å are also observed between indole and phthalimide rings.
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spelling pubmed-32135572011-11-16 4-Nitro-N-phthalyl-l-tryptophan Tilborg, Anaelle Boittiaux, Irving Norberg, Bernadette Lambert, Didier Wouters, Johan Acta Crystallogr Sect E Struct Rep Online Organic Papers The crystal structure of the title compound [systematic name: (2R)-3-(1H-indol-3-yl)-2-(4-nitro-1,3-dioxoisoindolin-2-yl)propanoic acid], C(19)H(13)N(3)O(6), an analogue of epigenetic modulator RG108, is constrained by strong hydrogen bonds between the indole N—H group and a carbonyl O atom of the phthalimide ring of a symmetry-related mol­ecule, and between the protonated O atom of the carboxyl group and a carbonyl O atom of the phthalimide ring. π–π stacking inter­actions with centroid–centroid distances of 3.638 (1) and 3.610 (1) Å are also observed between indole and phthalimide rings. International Union of Crystallography 2011-07-23 /pmc/articles/PMC3213557/ /pubmed/22091134 http://dx.doi.org/10.1107/S1600536811029138 Text en © Tilborg et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Tilborg, Anaelle
Boittiaux, Irving
Norberg, Bernadette
Lambert, Didier
Wouters, Johan
4-Nitro-N-phthalyl-l-tryptophan
title 4-Nitro-N-phthalyl-l-tryptophan
title_full 4-Nitro-N-phthalyl-l-tryptophan
title_fullStr 4-Nitro-N-phthalyl-l-tryptophan
title_full_unstemmed 4-Nitro-N-phthalyl-l-tryptophan
title_short 4-Nitro-N-phthalyl-l-tryptophan
title_sort 4-nitro-n-phthalyl-l-tryptophan
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213557/
https://www.ncbi.nlm.nih.gov/pubmed/22091134
http://dx.doi.org/10.1107/S1600536811029138
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AT norbergbernadette 4nitronphthalylltryptophan
AT lambertdidier 4nitronphthalylltryptophan
AT woutersjohan 4nitronphthalylltryptophan

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