Literature DB >> 17390370

Enantiomeric separation and determination of absolute stereochemistry of asymmetric molecules in drug discovery: building chiral technology toolboxes.

Oliver McConnell1, Alvin Bach, Carl Balibar, Neal Byrne, Yanxuan Cai, Guy Carter, Michael Chlenov, Li Di, Kristi Fan, Igor Goljer, Yanan He, Don Herold, Michael Kagan, Edward Kerns, Frank Koehn, Christina Kraml, Vasilios Marathias, Brian Marquez, Leonard McDonald, Lisa Nogle, Christopher Petucci, Gerhard Schlingmann, Gregory Tawa, Mark Tischler, R Thomas Williamson, Alan Sutherland, William Watts, Mairead Young, Mei-Yi Zhang, Yingru Zhang, Dahui Zhou, Douglas Ho.   

Abstract

The application of Chiral Technology, or the (extensive) use of techniques or tools for the determination of absolute stereochemistry and the enantiomeric or chiral separation of racemic small molecule potential lead compounds, has been critical to successfully discovering and developing chiral drugs in the pharmaceutical industry. This has been due to the rapid increase over the past 10-15 years in potential drug candidates containing one or more asymmetric centers. Based on the experiences of one pharmaceutical company, a summary of the establishment of a Chiral Technology toolbox, including the implementation of known tools as well as the design, development, and implementation of new Chiral Technology tools, is provided.

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Year:  2007        PMID: 17390370     DOI: 10.1002/chir.20399

Source DB:  PubMed          Journal:  Chirality        ISSN: 0899-0042            Impact factor:   2.437


  8 in total

1.  Enantiomeric Excess Determination for Monosaccharides Using Chiral Transmission to Cold Gas-Phase Tryptophan in Ultraviolet Photodissociation.

Authors:  Akimasa Fujihara; Naoto Maeda; Thuc N Doan; Shigeo Hayakawa
Journal:  J Am Soc Mass Spectrom       Date:  2016-10-13       Impact factor: 3.109

2.  Structural and biochemical analyses of regio- and stereospecificities observed in a type II polyketide ketoreductase.

Authors:  Pouya Javidpour; Tyler Paz Korman; Gaurav Shakya; Shiou-Chuan Tsai
Journal:  Biochemistry       Date:  2011-05-04       Impact factor: 3.162

3.  Optically active distorted cyclic triptycenes: chiral stationary phases for HPLC.

Authors:  Tomoyuki Ikai; Naoya Nagata; Seiya Awata; Yuya Wada; Katsuhiro Maeda; Motohiro Mizuno; Timothy M Swager
Journal:  RSC Adv       Date:  2018-06-05       Impact factor: 4.036

Review 4.  Luminescent chiral lanthanide(III) complexes as potential molecular probes.

Authors:  Gilles Muller
Journal:  Dalton Trans       Date:  2009-07-27       Impact factor: 4.390

5.  Mechanism of inhibition of the GluA2 AMPA receptor channel opening by talampanel and its enantiomer: the stereochemistry of the 4-methyl group on the diazepine ring of 2,3-benzodiazepine derivatives.

Authors:  Congzhou Wang; Li Niu
Journal:  ACS Chem Neurosci       Date:  2013-02-12       Impact factor: 4.418

6.  Determination of the absolute stereostructure of a cyclic azobenzene from the crystal structure of the precursor containing a heavy element.

Authors:  Reji Thomas; Nobuyuki Tamaoki
Journal:  Beilstein J Org Chem       Date:  2016-10-19       Impact factor: 2.883

7.  A molecular propeller effect for chiral separation and analysis.

Authors:  Jonathon B Clemens; Osman Kibar; Mirianas Chachisvilis
Journal:  Nat Commun       Date:  2015-07-28       Impact factor: 14.919

8.  Chiral and Molecular Recognition through Protonation between Aromatic Amino Acids and Tripeptides Probed by Collision-Activated Dissociation in the Gas Phase.

Authors:  Akimasa Fujihara; Hikaru Inoue; Masanobu Sogi; Michiko Tajiri; Yoshinao Wada
Journal:  Molecules       Date:  2018-01-13       Impact factor: 4.411

  8 in total

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