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Cyclolinopeptide B methanol trisolvate
The title compound, C(56)H(83)N(9)O(9)S·3CH(3)OH, is a methanol trisolvate of the cyclolinopeptide cyclo(Met(1)—Leu(2)—Ile(3)—Pro(4)—Pro(5)—Phe(6)—Phe(7)—Val(8)—Ile(9)) (henceforth referred to as CLP-B), which was isolated from flaxseed oil. All the amino acid residues are in an l-configuration ba...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3254409/ https://www.ncbi.nlm.nih.gov/pubmed/22259553 http://dx.doi.org/10.1107/S1600536811051488 |
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author | Schatte, Gabriele Labiuk, Shaunivan Li, Bonnie Burnett, Peta-Gaye Reaney, Martin Grochulski, Pawel Fodje, Michel Yang, Jian Sammynaiken, Ramaswami |
author_facet | Schatte, Gabriele Labiuk, Shaunivan Li, Bonnie Burnett, Peta-Gaye Reaney, Martin Grochulski, Pawel Fodje, Michel Yang, Jian Sammynaiken, Ramaswami |
author_sort | Schatte, Gabriele |
collection | PubMed |
description | The title compound, C(56)H(83)N(9)O(9)S·3CH(3)OH, is a methanol trisolvate of the cyclolinopeptide cyclo(Met(1)—Leu(2)—Ile(3)—Pro(4)—Pro(5)—Phe(6)—Phe(7)—Val(8)—Ile(9)) (henceforth referred to as CLP-B), which was isolated from flaxseed oil. All the amino acid residues are in an l-configuration based on the CORN rule. The cyclic nonapeptide exhibits eight trans peptide bonds and one cis peptide bond observed between the two proline residues. The conformation is stabilized by an α-turn and two consecutive β-turns each containing a N—H⋯O hydrogen bond between the carbonyl group O atom of the first residue and the amide group H atom of the fourth (α-turn) or the third residue (β-turns), repectively. In the crystal, the components of the structure are linked by N—H⋯O and O—H⋯O hydrogen bonds into chains parallel to the a axis. |
format | Online Article Text |
id | pubmed-3254409 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32544092012-01-18 Cyclolinopeptide B methanol trisolvate Schatte, Gabriele Labiuk, Shaunivan Li, Bonnie Burnett, Peta-Gaye Reaney, Martin Grochulski, Pawel Fodje, Michel Yang, Jian Sammynaiken, Ramaswami Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(56)H(83)N(9)O(9)S·3CH(3)OH, is a methanol trisolvate of the cyclolinopeptide cyclo(Met(1)—Leu(2)—Ile(3)—Pro(4)—Pro(5)—Phe(6)—Phe(7)—Val(8)—Ile(9)) (henceforth referred to as CLP-B), which was isolated from flaxseed oil. All the amino acid residues are in an l-configuration based on the CORN rule. The cyclic nonapeptide exhibits eight trans peptide bonds and one cis peptide bond observed between the two proline residues. The conformation is stabilized by an α-turn and two consecutive β-turns each containing a N—H⋯O hydrogen bond between the carbonyl group O atom of the first residue and the amide group H atom of the fourth (α-turn) or the third residue (β-turns), repectively. In the crystal, the components of the structure are linked by N—H⋯O and O—H⋯O hydrogen bonds into chains parallel to the a axis. International Union of Crystallography 2011-12-07 /pmc/articles/PMC3254409/ /pubmed/22259553 http://dx.doi.org/10.1107/S1600536811051488 Text en © Schatte et al. 2012 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 Schatte, Gabriele Labiuk, Shaunivan Li, Bonnie Burnett, Peta-Gaye Reaney, Martin Grochulski, Pawel Fodje, Michel Yang, Jian Sammynaiken, Ramaswami Cyclolinopeptide B methanol trisolvate |
title | Cyclolinopeptide B methanol trisolvate |
title_full | Cyclolinopeptide B methanol trisolvate |
title_fullStr | Cyclolinopeptide B methanol trisolvate |
title_full_unstemmed | Cyclolinopeptide B methanol trisolvate |
title_short | Cyclolinopeptide B methanol trisolvate |
title_sort | cyclolinopeptide b methanol trisolvate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3254409/ https://www.ncbi.nlm.nih.gov/pubmed/22259553 http://dx.doi.org/10.1107/S1600536811051488 |
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