Literature DB >> 20161233

An improved synthesis of a fluorescent gabapentin-choline conjugate for single molecule detection.

Haitao Wu1, Gurpreet Kaur, Gary L Griffiths.   

Abstract

Voltage-gated calcium ion channels are comprised of pore-forming α(1) and auxiliary α(2)δ, β and γ subunits. They are important molecular devices involved in a variety of cell functions. Fluorescently labeled acylcholine analogues are important in studies such as ion channel regulation. Cy3-3-acetylcholine has recently been synthesized for single molecule detection studies; albeit in an extremely low overall yield (0.06 %). In this work, an alternative route to that used in the previous Cy3-3-acetylcholine synthesis was developed with a 90 % yield at a significantly lower material cost.

Entities:  

Year:  2009        PMID: 20161233      PMCID: PMC2705128          DOI: 10.1016/j.tetlet.2009.02.125

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  7 in total

1.  beta-Amyloid(1-42) binds to alpha7 nicotinic acetylcholine receptor with high affinity. Implications for Alzheimer's disease pathology.

Authors:  H Y Wang; D H Lee; M R D'Andrea; P A Peterson; R P Shank; A B Reitz
Journal:  J Biol Chem       Date:  2000-02-25       Impact factor: 5.157

2.  Simultaneous optical and electrical recording of a single ion-channel.

Authors:  Toru Ide; Yuko Takeuchi; Takaaki Aoki; Toshio Yanagida
Journal:  Jpn J Physiol       Date:  2002-10

Review 3.  Immunologic role of the cholinergic anti-inflammatory pathway and the nicotinic acetylcholine alpha 7 receptor.

Authors:  Margot Gallowitsch-Puerta; Kevin J Tracey
Journal:  Ann N Y Acad Sci       Date:  2005-12       Impact factor: 5.691

4.  Cy3-3-acylcholine: a fluorescent analogue of acetylcholine for single molecule detection.

Authors:  Kenzo Fujimoto; Yoshinaga Yoshimura; Makoto Ihara; Kazuhiko Matsuda; Yuko Takeuchi; Takaaki Aoki; Toru Ide
Journal:  Bioorg Med Chem Lett       Date:  2007-12-07       Impact factor: 2.823

Review 5.  A summary of mechanistic hypotheses of gabapentin pharmacology.

Authors:  C P Taylor; N S Gee; T Z Su; J D Kocsis; D F Welty; J P Brown; D J Dooley; P Boden; L Singh
Journal:  Epilepsy Res       Date:  1998-02       Impact factor: 3.045

6.  Appendix. Synthesis of NBD-5-acylcholine.

Authors:  R Jürss; A Maelicke
Journal:  J Biol Chem       Date:  1983-09-10       Impact factor: 5.157

Review 7.  International Union of Pharmacology. XLVIII. Nomenclature and structure-function relationships of voltage-gated calcium channels.

Authors:  William A Catterall; Edward Perez-Reyes; Terrance P Snutch; Joerg Striessnig
Journal:  Pharmacol Rev       Date:  2005-12       Impact factor: 25.468

  7 in total

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