Literature DB >> 24563623

Mechanisms revealed through general anesthetic photolabeling.

Brian P Weiser1, Kellie A Woll1, William P Dailey2, Roderic G Eckenhoff3.   

Abstract

General anesthetic photolabels are used to reveal molecular targets and molecular binding sites of anesthetic ligands. After identification, the relevance of anesthetic substrates or binding sites can be tested in biological systems. Halothane and photoactive analogs of isoflurane, propofol, etomidate, neurosteroids, anthracene, and long chain alcohols have been used in anesthetic photolabeling experiments. Interrogated protein targets include the nicotinic acetylcholine receptor, GABAA receptor, tubulin, leukocyte function-associated antigen-1, and protein kinase C. In this review, we summarize insights revealed by photolabeling these targets, as well as general features of anesthetics, such as their propensity to partition to mitochondria and bind voltage-dependent anion channels. The theory of anesthetic photolabel design and the experimental application of photoactive ligands are also discussed.

Entities:  

Keywords:  GABAA receptor; PKC; Torpedo nicotinic acetylcholine receptor; VDAC; aminoanthracene; etomidate; halothane; isoflurane; leukocyte function-associated antigen; neurosteroid; octanol; optoanesthesia; photoaffinity labeling; photolabeling; propofol; protein kinase C; tubulin; voltage-dependent anion channel

Year:  2014        PMID: 24563623      PMCID: PMC3927792          DOI: 10.1007/s40140-013-0040-7

Source DB:  PubMed          Journal:  Curr Anesthesiol Rep        ISSN: 1523-3855


  82 in total

1.  Conduction pathways in microtubules, biological quantum computation, and consciousness.

Authors:  Stuart Hameroff; Alex Nip; Mitchell Porter; Jack Tuszynski
Journal:  Biosystems       Date:  2002-01       Impact factor: 1.973

2.  Identification of an alcohol binding site in the first cysteine-rich domain of protein kinase Cdelta.

Authors:  Joydip Das; Xiaojuan Zhou; Keith W Miller
Journal:  Protein Sci       Date:  2006-09       Impact factor: 6.725

3.  Identification of sites of incorporation in the nicotinic acetylcholine receptor of a photoactivatible general anesthetic.

Authors:  M B Pratt; S S Husain; K W Miller; J B Cohen
Journal:  J Biol Chem       Date:  2000-09-22       Impact factor: 5.157

4.  Saturable binding of halothane to rat brain synaptosomes.

Authors:  E A el-Maghrabi; R G Eckenhoff; H Shuman
Journal:  Proc Natl Acad Sci U S A       Date:  1992-05-15       Impact factor: 11.205

5.  Anesthetic stabilization of protein intermediates: myoglobin and halothane.

Authors:  R G Eckenhoff; R Pidikiti; K S Reddy
Journal:  Biochemistry       Date:  2001-09-11       Impact factor: 3.162

6.  p-(4-Azipentyl)propofol: a potent photoreactive general anesthetic derivative of propofol.

Authors:  Deirdre S Stewart; Pavel Y Savechenkov; Zuzana Dostalova; David C Chiara; Rile Ge; Douglas E Raines; Jonathan B Cohen; Stuart A Forman; Karol S Bruzik; Keith W Miller
Journal:  J Med Chem       Date:  2011-11-10       Impact factor: 7.446

7.  Geometric isomers of a photoactivable general anesthetic delineate a binding site on adenylate kinase.

Authors:  George H Addona; S Shaukat Husain; Thilo Stehle; Keith W Miller
Journal:  J Biol Chem       Date:  2002-04-25       Impact factor: 5.157

8.  The volatile anesthetic isoflurane perturbs conformational activation of integrin LFA-1 by binding to the allosteric regulatory cavity.

Authors:  Koichi Yuki; Nathan S Astrof; Clay Bracken; Ronnie Yoo; Whitney Silkworth; Sulpicio G Soriano; Motomu Shimaoka
Journal:  FASEB J       Date:  2008-08-15       Impact factor: 5.191

9.  Inhibition of protein kinase C by alcohols and anaesthetics.

Authors:  S J Slater; K J Cox; J V Lombardi; C Ho; M B Kelly; E Rubin; C D Stubbs
Journal:  Nature       Date:  1993-07-01       Impact factor: 49.962

10.  Identification of nicotinic acetylcholine receptor amino acids photolabeled by the volatile anesthetic halothane.

Authors:  David C Chiara; Lawrence J Dangott; Roderic G Eckenhoff; Jonathan B Cohen
Journal:  Biochemistry       Date:  2003-11-25       Impact factor: 3.162

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  17 in total

1.  Propofol inhibits SIRT2 deacetylase through a conformation-specific, allosteric site.

Authors:  Brian P Weiser; Roderic G Eckenhoff
Journal:  J Biol Chem       Date:  2015-02-09       Impact factor: 5.157

Review 2.  Mapping General Anesthetic Sites in Heteromeric γ-Aminobutyric Acid Type A Receptors Reveals a Potential For Targeting Receptor Subtypes.

Authors:  Stuart A Forman; Keith W Miller
Journal:  Anesth Analg       Date:  2016-11       Impact factor: 5.108

3.  Identification of binding sites contributing to volatile anesthetic effects on GABA type A receptors.

Authors:  Kellie A Woll; Xiaojuan Zhou; Natarajan V Bhanu; Benjamin A Garcia; Manuel Covarrubias; Keith W Miller; Roderic G Eckenhoff
Journal:  FASEB J       Date:  2018-03-05       Impact factor: 5.191

4.  Sites and functional consequence of VDAC-alkylphenol anesthetic interactions.

Authors:  Brian P Weiser; Weiming Bu; David Wong; Roderic G Eckenhoff
Journal:  FEBS Lett       Date:  2014-10-18       Impact factor: 4.124

5.  Sites Contributing to TRPA1 Activation by the Anesthetic Propofol Identified by Photoaffinity Labeling.

Authors:  Kellie A Woll; Kenneth A Skinner; Eleonora Gianti; Natarajan V Bhanu; Benjamin A Garcia; Vincenzo Carnevale; Roderic G Eckenhoff; Rachelle Gaudet
Journal:  Biophys J       Date:  2017-09-19       Impact factor: 4.033

6.  Photoaffinity labeling with cholesterol analogues precisely maps a cholesterol-binding site in voltage-dependent anion channel-1.

Authors:  Melissa M Budelier; Wayland W L Cheng; Lucie Bergdoll; Zi-Wei Chen; James W Janetka; Jeff Abramson; Kathiresan Krishnan; Laurel Mydock-McGrane; Douglas F Covey; Julian P Whitelegge; Alex S Evers
Journal:  J Biol Chem       Date:  2017-04-10       Impact factor: 5.157

7.  Sites and Functional Consequence of Alkylphenol Anesthetic Binding to Kv1.2 Channels.

Authors:  Weiming Bu; Qiansheng Liang; Lianteng Zhi; Lina Maciunas; Patrick J Loll; Roderic G Eckenhoff; Manuel Covarrubias
Journal:  Mol Neurobiol       Date:  2017-02-15       Impact factor: 5.590

8.  Tryptophan and Cysteine Mutations in M1 Helices of α1β3γ2L γ-Aminobutyric Acid Type A Receptors Indicate Distinct Intersubunit Sites for Four Intravenous Anesthetics and One Orphan Site.

Authors:  Anahita Nourmahnad; Alex T Stern; Mayo Hotta; Deirdre S Stewart; Alexis M Ziemba; Andrea Szabo; Stuart A Forman
Journal:  Anesthesiology       Date:  2016-12       Impact factor: 7.892

Review 9.  Shedding Light on Anesthetic Mechanisms: Application of Photoaffinity Ligands.

Authors:  Kellie A Woll; William P Dailey; Grace Brannigan; Roderic G Eckenhoff
Journal:  Anesth Analg       Date:  2016-11       Impact factor: 5.108

10.  Substrate-Dependent Modulation of SIRT2 by a Fluorescent Probe, 1-Aminoanthracene.

Authors:  David Bi; Jie Yang; Jun Young Hong; Prashit Parikh; Nicole Hinds; Joseph Infanti; Hening Lin; Brian P Weiser
Journal:  Biochemistry       Date:  2020-09-29       Impact factor: 3.162

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