Chirality in amino acids beyond the C

chirality conformation diastereoselectivity natural amino acids pyramidalization

Journal

Chirality
ISSN: 1520-636X
Titre abrégé: Chirality
Pays: United States
ID NLM: 8914261

Informations de publication

Date de publication:
Sep 2019
Historique:
received: 18 03 2019
revised: 24 06 2019
accepted: 27 06 2019
pubmed: 30 7 2019
medline: 17 1 2020
entrez: 30 7 2019
Statut: ppublish

Résumé

Based on a CSD search, a meta-analysis of 1179 structures of 19 natural amino acids H

Identifiants

pubmed: 31356697
doi: 10.1002/chir.23112
doi:

Substances chimiques

Amino Acids 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

635-640

Informations de copyright

© 2019 Wiley Periodicals, Inc.

Références

Brunner H, Tsuno T. Selective distortion of the planar group CαC'(O)O to a chiral flat tetrahedron in the amino acid alanine. Chirality. 2019; Accepted https://doi.org/10.1002/chir.23106
Brunner H, Tsuno T. The chirality chain in valine: how the configuration at the Cα position through the OcisC'CαN torsional system leads to distortion of the planar group CαC'(Ocis)Otrans to a flat tetrahedron. ChemistryOpen. 2018;7(9):696-700.
Groom CR, Bruno IJ, Lightfoot MP, Ward SC. The Cambridge Structural Database. Acta Crystallogr Sect B. 2016;B72:171-179.
Dolomanov OV, Bourhis LJ, Gildea RJ, Howard JAK, Puschmann HJ. OLEX2: a complete structure solution, refinement and analysis program. J Appl Cryst. 2009;42(2):339-341.
Macrae CF, Bruno IJ, Chisholm JA, et al. Mercury CSD 2.0-new features for the visualization and investigation of crystal structures. J Appl Cryst. 2008;1:466-470.
Bruno IJ, Cole JC, Edgington PR, et al. New software for searching the Cambridge Structural Database and visualizing crystal structures. Acta Crystallogr Sect B. 2002;B58:389-397.
Cahn RS, Ingold C, Prelog V. Spezifikation der molekularen Chiralität. Angew Chem. 1966;78(8):413-447
Specification of molecular chirality. Angew Chem Int Ed Engl. 1966;5(4):385-415.
Tumanova N, Tumanov N, Robeyns K, et al. Opening pandora's box: chirality, polymorphism, and stoichiometric diversity in flurbiprofen/proline cocrystals. Cryst Growth Des. 2018;18(2):954-961.
Jacques J, Leclercq M, Brienne M-J. La formation de sels augmente-t-elle la fréquence des dédoublements spontanés? Tetrahedron. 1981;37(9):1727-1733.
Duttaa S, Gellman AJ. Enantiomer surface chemistry: conglomerate versus racemate formation on surfaces. Chem Soc Rev. 2017;46(24):7787-7839.
Dupray V. Recrystallization. Rijeka: InTech Open; 2012:403-424.
Eliel EL, Wilen SH. Stereochemistry of Organic Compounds. New York: Wiley; 1994:101; Eliel EL, Wilen SH. Organische Stereochemie. Weinheim: Wiley; 1998. p. 105.
Jacques J, Collet A, Wilen SH. Enantiomers, Racemates, and Resolutions. New York: Wiley; 1981.
Jacques J, Collet A, Wilen SH. Enantiomers, Racemates, and Resolutions. 3rd ed. Malabar, Florida: Kriger Pub. Co.; 1994.
Coquerel G. Novel Optical Resolution Technologies. Berlin: Springer; 2007:1-51.
Kostyanovsky RG, Lakhvich FA, Philipchenko PM, Lenev DA, Torbeev VY, Lyssenko KA. (±)-trans-1,2-Diaminocyclohexane crystallises as a conglomerate. Mendeleev Commun. 2002;12(4):147-149.

Auteurs

Henri Brunner (H)

Institut für Anorganische Chemie, Universität Regensburg, Regensburg, Germany.

Takashi Tsuno (T)

Department of Applied Molecular Chemistry College of Industrial Technology, Nihon University, Narashino, Chiba, Japan.

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Classifications MeSH