Literature DB >> 22143050

The enantiomers of syn-2,3-difluoro-4-aminobutyric acid elicit opposite responses at the GABA(C) receptor.

Izumi Yamamoto1, Meredith J T Jordan, Navnath Gavande, Munikumar R Doddareddy, Mary Chebib, Luke Hunter.   

Abstract

The conformational behaviour and GABA receptor activity of the different stereoisomers of 2,3-difluoro-4-aminobutyric acid are described. Two enantiomeric GABA(C)-active ligands are identified, one of which is an agonist while the other is an antagonist. The results support an existing QSAR model of the bioactive geometry of GABA at GABA(C). This journal is © The Royal Society of Chemistry 2012

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Year:  2011        PMID： 22143050     DOI： 10.1039/c1cc15816c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  8 in total

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2.  Hydroxy-directed fluorination of remote unactivated C(sp3)-H bonds: a new age of diastereoselective radical fluorination.

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3.  Strategies for the Catalytic Enantioselective Synthesis of α-Trifluoromethyl Amines.

Authors:  Chibueze I Onyeagusi; Steven J Malcolmson
Journal:  ACS Catal       Date:  2020-10-12       Impact factor: 13.084

4.  Catalytic, Diastereoselective 1,2-Difluorination of Alkenes.

Authors:  Steven M Banik; Jonathan William Medley; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2016-04-12       Impact factor: 15.419

5.  Homologated amino acids with three vicinal fluorines positioned along the backbone: development of a stereoselective synthesis.

Authors:  Raju Cheerlavancha; Ahmed Ahmed; Yun Cheuk Leung; Aggie Lawer; Qing-Quan Liu; Marina Cagnes; Hee-Chan Jang; Xiang-Guo Hu; Luke Hunter
Journal:  Beilstein J Org Chem       Date:  2017-11-01       Impact factor: 2.883

6.  Electrochemical Vicinal Difluorination of Alkenes: Scalable and Amenable to Electron-Rich Substrates.

Authors:  Sayad Doobary; Alexi T Sedikides; Henry P Caldora; Darren L Poole; Alastair J J Lennox
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-28       Impact factor: 15.336

7.  The Effect of Vicinal Difluorination on the Conformation and Potency of Histone Deacetylase Inhibitors.

Authors:  A Daryl Ariawan; Flora Mansour; Nicole Richardson; Mohan Bhadbhade; Junming Ho; Luke Hunter
Journal:  Molecules       Date:  2021-06-29       Impact factor: 4.411

8.  Vicinal difluorination as a C=C surrogate: an analog of piperine with enhanced solubility, photostability, and acetylcholinesterase inhibitory activity.

Authors:  Yuvixza Lizarme-Salas; Alexandra Daryl Ariawan; Ranjala Ratnayake; Hendrik Luesch; Angela Finch; Luke Hunter
Journal:  Beilstein J Org Chem       Date:  2020-10-28       Impact factor: 2.883
  8 in total

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