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Article: Derivatisation of microcystin with a redox-active label for high-performance liquid chromatography/electrochemical detection

TitleDerivatisation of microcystin with a redox-active label for high-performance liquid chromatography/electrochemical detection
Authors
KeywordsAddition Reaction
Article
Electrochemistry
Enzyme Inhibition
Enzyme Linked Immunosorbent Assay
Fluorescence
High Performance Liquid Chromatography
Mass Spectrometry
Oxidation Reduction Reaction
Priority Journal
Ultraviolet Radiation
Issue Date2003
PublisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/njc
Citation
New Journal Of Chemistry, 2003, v. 27 n. 2, p. 274-279 How to Cite?
AbstractMicrocystins are a group of low molecular weight, cyclic peptide hepatotoxins. The most common detection and quantitation methods for these toxins are liquid chromatography with UV or mass spectrometric detections, phosphatase inhibition assays and enzyme-linked immunosorbent assays. In addition, derivatisation of these toxins with organic fluorophores followed by CE/laser induced fluorescence detection and HPLC/chemiluminescence detection; and with luminescent lanthanide chelates for competition assays have also been reported. However, the use of an electrochemical-active unit as a tag for microcystins has never been explored. Since the sulfhydryl group of 6-ferrocenylhexanethiol (Fc-C6-SH) can undergo a facile addition reaction with the α,β-unsaturated carbonyl group, this compound has been used as a redox-active labelling agent for a derivative of microcystins, microcystin-LR (MC-LR). The conjugate, Fc-MC-LR, has been isolated by high-performance liquid chromatography with electrochemical detection. The peak height-concentration curve was linear in the test range 20-400 ng of MC-LR (r value for linear regression > 0.9987). The detection limit was determined to be ca. 18 ng MC-LR (S/N ≈ 3). Meanwhile, the conjugate Fc-MC-LR has also been characterised by positive-ion electrospray-ionisation mass spectrometry. Electrochemical studies show that the adduct displays a reversible ferrocenium/ferrocene couple at ca. -0.040 V vs. SCE (scan rate = 50 mV s-1) in 0.1 M aqueous ammonium acetate-acetonitrile (55:45 v/v).
Persistent Identifierhttp://hdl.handle.net/10722/92787
ISSN
2015 Impact Factor: 3.277
2015 SCImago Journal Rankings: 0.987
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorLo, KKWen_HK
dc.contributor.authorNg, DCMen_HK
dc.contributor.authorLau, JSYen_HK
dc.contributor.authorWu, RSSen_HK
dc.contributor.authorLam, PKSen_HK
dc.date.accessioned2010-09-17T10:57:09Z-
dc.date.available2010-09-17T10:57:09Z-
dc.date.issued2003en_HK
dc.identifier.citationNew Journal Of Chemistry, 2003, v. 27 n. 2, p. 274-279en_HK
dc.identifier.issn1144-0546en_HK
dc.identifier.urihttp://hdl.handle.net/10722/92787-
dc.description.abstractMicrocystins are a group of low molecular weight, cyclic peptide hepatotoxins. The most common detection and quantitation methods for these toxins are liquid chromatography with UV or mass spectrometric detections, phosphatase inhibition assays and enzyme-linked immunosorbent assays. In addition, derivatisation of these toxins with organic fluorophores followed by CE/laser induced fluorescence detection and HPLC/chemiluminescence detection; and with luminescent lanthanide chelates for competition assays have also been reported. However, the use of an electrochemical-active unit as a tag for microcystins has never been explored. Since the sulfhydryl group of 6-ferrocenylhexanethiol (Fc-C6-SH) can undergo a facile addition reaction with the α,β-unsaturated carbonyl group, this compound has been used as a redox-active labelling agent for a derivative of microcystins, microcystin-LR (MC-LR). The conjugate, Fc-MC-LR, has been isolated by high-performance liquid chromatography with electrochemical detection. The peak height-concentration curve was linear in the test range 20-400 ng of MC-LR (r value for linear regression > 0.9987). The detection limit was determined to be ca. 18 ng MC-LR (S/N ≈ 3). Meanwhile, the conjugate Fc-MC-LR has also been characterised by positive-ion electrospray-ionisation mass spectrometry. Electrochemical studies show that the adduct displays a reversible ferrocenium/ferrocene couple at ca. -0.040 V vs. SCE (scan rate = 50 mV s-1) in 0.1 M aqueous ammonium acetate-acetonitrile (55:45 v/v).en_HK
dc.languageengen_HK
dc.publisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/njcen_HK
dc.relation.ispartofNew Journal of Chemistryen_HK
dc.subjectAddition Reactionen_HK
dc.subjectArticleen_HK
dc.subjectElectrochemistryen_HK
dc.subjectEnzyme Inhibitionen_HK
dc.subjectEnzyme Linked Immunosorbent Assayen_HK
dc.subjectFluorescenceen_HK
dc.subjectHigh Performance Liquid Chromatographyen_HK
dc.subjectMass Spectrometryen_HK
dc.subjectOxidation Reduction Reactionen_HK
dc.subjectPriority Journalen_HK
dc.subjectUltraviolet Radiationen_HK
dc.titleDerivatisation of microcystin with a redox-active label for high-performance liquid chromatography/electrochemical detectionen_HK
dc.typeArticleen_HK
dc.identifier.emailWu, RSS: rudolfwu@hku.hken_HK
dc.identifier.authorityWu, RSS=rp01398en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1039/b206384ken_HK
dc.identifier.scopuseid_2-s2.0-0037295454en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0037295454&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume27en_HK
dc.identifier.issue2en_HK
dc.identifier.spage274en_HK
dc.identifier.epage279en_HK
dc.identifier.isiWOS:000180515200023-
dc.publisher.placeUnited Kingdomen_HK
dc.identifier.scopusauthoridLo, KKW=26032181200en_HK
dc.identifier.scopusauthoridNg, DCM=13805259600en_HK
dc.identifier.scopusauthoridLau, JSY=13805764500en_HK
dc.identifier.scopusauthoridWu, RSS=7402945079en_HK
dc.identifier.scopusauthoridLam, PKS=7202365776en_HK

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