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(RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester
The title compound [systematic name: (2S,5S,8R)-tert-butyl 8-(1,1,1,3,3,3-hexafluoropropan-2-yl)-12-hydroxy-5-isobutyl-2,6-dimethyl-4,7-dioxo-10-oxa-3,6,9-triazadodecanoate], C(21)H(36)F(6)N(3)O(6), is a tripeptide crystallizing in the chiral orthorhombic spacegroup P2(1)2(1)2(1). The absolute con...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971084/ https://www.ncbi.nlm.nih.gov/pubmed/21578482 http://dx.doi.org/10.1107/S1600536809042974 |
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author | Eberle, Marcel K. Stoeckli-Evans, Helen Keese, Reinhart |
author_facet | Eberle, Marcel K. Stoeckli-Evans, Helen Keese, Reinhart |
author_sort | Eberle, Marcel K. |
collection | PubMed |
description | The title compound [systematic name: (2S,5S,8R)-tert-butyl 8-(1,1,1,3,3,3-hexafluoropropan-2-yl)-12-hydroxy-5-isobutyl-2,6-dimethyl-4,7-dioxo-10-oxa-3,6,9-triazadodecanoate], C(21)H(36)F(6)N(3)O(6), is a tripeptide crystallizing in the chiral orthorhombic spacegroup P2(1)2(1)2(1). The absolute configuration (R) of the chiral center in the hexafluorovaline unit is based on the known stereochemistry of MeLeu and Ala (SS). The N-hydroxyethyloxy substituent of hexafluorovaline is positionally disordered [occupancy ratio 0.543 (9):0.457 (9)]. In the solid state structure there are N—H⋯F and N—H⋯O intramolecular hydrogen bonds supporting the coiled structure of this tripeptide with the three hydrophobic substituents on the outside. |
format | Text |
id | pubmed-2971084 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29710842010-12-30 (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester Eberle, Marcel K. Stoeckli-Evans, Helen Keese, Reinhart Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound [systematic name: (2S,5S,8R)-tert-butyl 8-(1,1,1,3,3,3-hexafluoropropan-2-yl)-12-hydroxy-5-isobutyl-2,6-dimethyl-4,7-dioxo-10-oxa-3,6,9-triazadodecanoate], C(21)H(36)F(6)N(3)O(6), is a tripeptide crystallizing in the chiral orthorhombic spacegroup P2(1)2(1)2(1). The absolute configuration (R) of the chiral center in the hexafluorovaline unit is based on the known stereochemistry of MeLeu and Ala (SS). The N-hydroxyethyloxy substituent of hexafluorovaline is positionally disordered [occupancy ratio 0.543 (9):0.457 (9)]. In the solid state structure there are N—H⋯F and N—H⋯O intramolecular hydrogen bonds supporting the coiled structure of this tripeptide with the three hydrophobic substituents on the outside. International Union of Crystallography 2009-10-28 /pmc/articles/PMC2971084/ /pubmed/21578482 http://dx.doi.org/10.1107/S1600536809042974 Text en © Eberle et al. 2009 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 Eberle, Marcel K. Stoeckli-Evans, Helen Keese, Reinhart (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester |
title | (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester |
title_full | (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester |
title_fullStr | (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester |
title_full_unstemmed | (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester |
title_short | (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester |
title_sort | (rss)-[n-hydroxyethyloxy]-hexafluoroval–meleu–ala tert-butyl ester |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971084/ https://www.ncbi.nlm.nih.gov/pubmed/21578482 http://dx.doi.org/10.1107/S1600536809042974 |
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