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Article: Caged cyclic ADP-ribose. Synthesis and use

TitleCaged cyclic ADP-ribose. Synthesis and use
Authors
Issue Date1995
PublisherAmerican Society for Biochemistry and Molecular Biology, Inc. The Journal's web site is located at http://www.jbc.org/
Citation
Journal Of Biological Chemistry, 1995, v. 270 n. 13, p. 7745-7749 How to Cite?
AbstractCyclic ADP-ribose (cADPR) is a recently discovered cyclic nucleotide with Ca2+ mobilizing activity. Caged cADPR was synthesized by reacting cADPR with 2-nitrophenethyldiazoethane. Elemental analyses, 1H NMR, and extinction coefficient measurements indicate that the product contains only one caging group. Anion exchange high pressure liquid chromatography separated caged cADPR into two forms, which most likely represent isomers. Both forms could be uncaged with equal efficiency by UV exposure to regenerate cADPR. Photolysis of caged cADPR was accomplished effectively with a spectrofluorimeter. The efficiency of uncaging depended on wavelength with UV light shorter than about 320 nm being the most effective. Caged cADPR was biologically inactive and could induce Ca2+ release from sea urchin egg homogenates only after photolysis. Specificity of the Ca2+ release was shown by inhibition by 8-amino-cADPR, a specific antagonist of cADPR. To demonstrate its utility in live cells, caged cADPR was microinjected into sea urchin eggs. Photolysis using a mercury light source effectively regenerated cADPR and resulted in Ca2+ mobilization and activation of cortical exocytosis in the eggs.
Persistent Identifierhttp://hdl.handle.net/10722/171614
ISSN
2015 Impact Factor: 4.258
2015 SCImago Journal Rankings: 3.151

 

DC FieldValueLanguage
dc.contributor.authorAarhus, Ren_US
dc.contributor.authorGee, Ken_US
dc.contributor.authorHon Cheung Leeen_US
dc.date.accessioned2012-10-30T06:15:58Z-
dc.date.available2012-10-30T06:15:58Z-
dc.date.issued1995en_US
dc.identifier.citationJournal Of Biological Chemistry, 1995, v. 270 n. 13, p. 7745-7749en_US
dc.identifier.issn0021-9258en_US
dc.identifier.urihttp://hdl.handle.net/10722/171614-
dc.description.abstractCyclic ADP-ribose (cADPR) is a recently discovered cyclic nucleotide with Ca2+ mobilizing activity. Caged cADPR was synthesized by reacting cADPR with 2-nitrophenethyldiazoethane. Elemental analyses, 1H NMR, and extinction coefficient measurements indicate that the product contains only one caging group. Anion exchange high pressure liquid chromatography separated caged cADPR into two forms, which most likely represent isomers. Both forms could be uncaged with equal efficiency by UV exposure to regenerate cADPR. Photolysis of caged cADPR was accomplished effectively with a spectrofluorimeter. The efficiency of uncaging depended on wavelength with UV light shorter than about 320 nm being the most effective. Caged cADPR was biologically inactive and could induce Ca2+ release from sea urchin egg homogenates only after photolysis. Specificity of the Ca2+ release was shown by inhibition by 8-amino-cADPR, a specific antagonist of cADPR. To demonstrate its utility in live cells, caged cADPR was microinjected into sea urchin eggs. Photolysis using a mercury light source effectively regenerated cADPR and resulted in Ca2+ mobilization and activation of cortical exocytosis in the eggs.en_US
dc.languageengen_US
dc.publisherAmerican Society for Biochemistry and Molecular Biology, Inc. The Journal's web site is located at http://www.jbc.org/en_US
dc.relation.ispartofJournal of Biological Chemistryen_US
dc.subject.meshAdp-Ribosyl Cyclaseen_US
dc.subject.meshAdenosine Diphosphate Ribose - Analogs & Derivatives - Chemical Synthesis - Chemistry - Pharmacologyen_US
dc.subject.meshAnimalsen_US
dc.subject.meshAntigens, Cden_US
dc.subject.meshAntigens, Cd38en_US
dc.subject.meshAntigens, Differentiationen_US
dc.subject.meshAplysia - Enzymologyen_US
dc.subject.meshCalcium - Metabolismen_US
dc.subject.meshChromatography, High Pressure Liquiden_US
dc.subject.meshCyclic Adp-Ribose - Analogs & Derivativesen_US
dc.subject.meshFemaleen_US
dc.subject.meshFertilizationen_US
dc.subject.meshIndicators And Reagentsen_US
dc.subject.meshIsomerismen_US
dc.subject.meshKineticsen_US
dc.subject.meshMagnetic Resonance Spectroscopyen_US
dc.subject.meshN-Glycosyl Hydrolasesen_US
dc.subject.meshOocytes - Drug Effects - Metabolismen_US
dc.subject.meshPhotolysisen_US
dc.subject.meshSea Urchinsen_US
dc.subject.meshUltraviolet Raysen_US
dc.titleCaged cyclic ADP-ribose. Synthesis and useen_US
dc.typeArticleen_US
dc.identifier.emailHon Cheung Lee:leehc@hku.hken_US
dc.identifier.authorityHon Cheung Lee=rp00545en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1074/jbc.270.13.7745en_US
dc.identifier.pmid7706323-
dc.identifier.scopuseid_2-s2.0-0028914923en_US
dc.identifier.volume270en_US
dc.identifier.issue13en_US
dc.identifier.spage7745en_US
dc.identifier.epage7749en_US
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridAarhus, R=6701339421en_US
dc.identifier.scopusauthoridGee, K=7101946977en_US
dc.identifier.scopusauthoridHon Cheung Lee=26642959100en_US

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