Advanced search
Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 20
Submit an article Journal homepage
103
Views
23
CrossRef citations to date
0
Altmetric
Original Articles

Improved Synthesis of Various Isotope Labeled 4-Hydroxyalkenals and Peroxidation Intermediates

M. S. Rees Department of Chemistry and Biochemistry, Montana State University Bozeman, Montana, 59717; Environmental Systems Engineering, Clemson University, Clemson, SC, 29634
,
F. J.G.M. van Kuijk Department of Chemistry and Biochemistry, Montana State University Bozeman, Montana, 59717; Department of Ophthalmology & Visual Sciences, 7-138G Medical Research Building, University of Texas Medical Branch, Galveston, TX, 77555-1067
,
A. N. Siakotos Department of Pathology, Indiana University School of Medicine, Indianapolis, IN, 46202-5120
&
B. P. Mundy Department of Chemistry, Colby College, Waterville, ME, 04901
Pages 3225-3236 | Received 04 Apr 1995, Published online: 23 Sep 2006

Citations (23)

Keep up to date with the latest research on this topic with citation updates for this article.

Subscribe to citation updates

Read on this site (2)

Mara Colzani, Luca Regazzoni, Angela Criscuolo, Giovanna Baron, Marina Carini, Giulio Vistoli, Yoon-Mi Lee, Sang-Ik Han, Giancarlo Aldini & Kyung-Jin Yeum. (2018) Isotopic labelling for the characterisation of HNE-sequestering agents in plant-based extracts and its application for the identification of anthocyanidins in black rice with giant embryo. Free Radical Research 52:8, pages 896-906.
Read now
Mara Colzani, Angela Criscuolo, Gaia Casali, Marina Carini & Giancarlo Aldini. (2016) A method to produce fully characterized ubiquitin covalently modified by 4-hydroxy-nonenal, glyoxal, methylglyoxal, and malondialdehyde. Free Radical Research 50:3, pages 328-336.
Read now

Articles from other publishers (21)

Johanna Revol-Cavalier, Valérie Bultel-Poncé, Alexandre Guy, Thierry Durand, Camille Oger & Jean-Marie Galano. (2020) Total Synthesis of a Docosahexaenoic Acid Prostanoid Using an Intramolecular Organocatalytic Michael Reaction of a Formyl-Enal Derivative. Organic Letters 22:19, pages 7455-7459.
Crossref
Igor Petkovic, Nikolaus Bresgen, Ettore Gilardoni, Luca Regazzoni, Koji Uchida, Giancarlo Aldini, Werner Siems & Peter Eckl. (2020) In Vitro Aging of Human Skin Fibroblasts: Age-Dependent Changes in 4-Hydroxynonenal Metabolism. Antioxidants 9:2, pages 150.
Crossref
Mara Colzani, Danilo De Maddis, Gaia Casali, Marina Carini, Giulio Vistoli & Giancarlo Aldini. (2016) Reactivity, Selectivity, and Reaction Mechanisms of Aminoguanidine, Hydralazine, Pyridoxamine, and Carnosine as Sequestering Agents of Reactive Carbonyl Species: A Comparative Study. ChemMedChem 11:16, pages 1778-1789.
Crossref
Antonios Papastergiadis, Edward Mubiru, Herman Van Langenhove & Bruno De Meulenaer. (2013) Development of a Sensitive and Accurate Stable Isotope Dilution Assay for the Simultaneous Determination of Free 4-Hydroxy-2-(E)-Nonenal and 4-Hydroxy-2-(E)-Hexenal in Various Food Matrices by Gas Chromatography–Mass Spectrometry. Food Analytical Methods 7:4, pages 836-843.
Crossref
Mara Colzani, Angela Criscuolo, Danilo De Maddis, Davide Garzon, Kyung-Jin Yeum, Giulio Vistoli, Marina Carini & Giancarlo Aldini. (2014) A novel high resolution MS approach for the screening of 4-hydroxy-trans-2-nonenal sequestering agents. Journal of Pharmaceutical and Biomedical Analysis 91, pages 108-118.
Crossref
Laura Bertoletti, Luca Regazzoni, Alessandra Altomare, Raffaella Colombo, Mara Colzani, Giulio Vistoli, Loredana Marchese, Marina Carini, Ersilia De Lorenzi & Giancarlo Aldini. (2014) Advanced glycation end products of beta2-microglobulin in uremic patients as determined by high resolution mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis 91, pages 193-201.
Crossref
Ivan D. Kozekov, Robert J. Turesky, Guillermo R. Alas, Constance M. Harris, Thomas M. Harris & Carmelo J. Rizzo. (2010) Formation of Deoxyguanosine Cross-Links from Calf Thymus DNA Treated with Acrolein and 4-Hydroxy-2-nonenal. Chemical Research in Toxicology 23:11, pages 1701-1713.
Crossref
Giancarlo AldiniGiulio VistoliLuca RegazzoniMaria Carmela BenfattoIlaria BettinelliMarina Carini. (2010) Edaravone Inhibits Protein Carbonylation by a Direct Carbonyl-Scavenging Mechanism: Focus on Reactivity, Selectivity, and Reaction Mechanisms. Antioxidants & Redox Signaling 12:3, pages 381-392.
Crossref
Jun'ichi Mano, Kenji Tokushige, Hirotoshi Mizoguchi, Hiroyuki Fujii & Sergey Khorobrykh. (2010) Accumulation of lipid peroxide-derived, toxic .ALPHA.,.BETA.-unsaturated aldehydes (E)-2-pentenal, acrolein and (E)-2-hexenal in leaves under photoinhibitory illumination. Plant Biotechnology 27:2, pages 193-197.
Crossref
Giangiacomo Beretta, Sandra Furlanetto, Luca Regazzoni, Marina Zarrella & Roberto Maffei Facino. (2008) Quenching of α,β-unsaturated aldehydes by green tea polyphenols: HPLC–ESI–MS/MS studies. Journal of Pharmaceutical and Biomedical Analysis 48:3, pages 606-611.
Crossref
Giancarlo Aldini, Giulio Vistoli, Luca Regazzoni, Luca Gamberoni, Roberto Maffei Facino, Satoru Yamaguchi, Koji Uchida & Marina Carini. (2008) Albumin Is the Main Nucleophilic Target of Human Plasma: A Protective Role Against Pro-atherogenic Electrophilic Reactive Carbonyl Species?. Chemical Research in Toxicology 21:4, pages 824-835.
Crossref
Laurent Soulère, Yves Queneau & Alain Doutheau. (2007) An expeditious synthesis of 4-hydroxy-2(E)-nonenal (4-HNE), its dimethyl acetal and of related compounds. Chemistry and Physics of Lipids 150:2, pages 239-243.
Crossref
Isabella Dalle-Donne, Marina Carini, Giulio Vistoli, Luca Gamberoni, Daniela Giustarini, Roberto Colombo, Roberto Maffei Facino, Ranieri Rossi, Aldo Milzani & Giancarlo Aldini. (2007) Actin Cys374 as a nucleophilic target of α,β-unsaturated aldehydes. Free Radical Biology and Medicine 42:5, pages 583-598.
Crossref
Giancarlo Aldini, Luca Gamberoni, Marica Orioli, Giangiacomo Beretta, Luca Regazzoni, Roberto Maffei Facino & Marina Carini. (2006) Mass spectrometric characterization of covalent modification of human serum albumin by 4‐hydroxy‐ trans ‐2‐nonenal . Journal of Mass Spectrometry 41:9, pages 1149-1161.
Crossref
Giancarlo Aldini, Isabella Dalle-Donne, Giulio Vistoli, Roberto Maffei Facino & Marina Carini. (2005) Covalent modification of actin by 4-hydroxy-trans-2-nonenal (HNE): LC-ESI-MS/MS evidence for Cys374 Michael adduction. Journal of Mass Spectrometry 40:7, pages 946-954.
Crossref
Giancarlo Aldini, Paola Granata, Marica Orioli, Enzo Santaniello & Marina Carini. (2003) Detoxification of 4-hydroxynonenal (HNE) in keratinocytes: characterization of conjugated metabolites by liquid chromatography/electrospray ionization tandem mass spectrometry. Journal of Mass Spectrometry 38:11, pages 1160-1168.
Crossref
M. Jain. 2000. Chemical Shifts and Coupling Constants for Hydrogen-1. Part 1. Chemical Shifts and Coupling Constants for Hydrogen-1. Part 1 80 138 .
Piet J.M. Boon, H.Susana Marinho, Roelof Oosting & Gerard J. Mulder. (1999) Glutathione Conjugation of 4-Hydroxy-trans-2,3-nonenal in the Rat in Vivo, the Isolated Perfused Liver and Erythrocytes. Toxicology and Applied Pharmacology 159:3, pages 214-223.
Crossref
A. M. Gioacchini, N. Calonghi, C. Boga, C. Cappadone, L. Masotti, A. Roda & P. Traldi. (1999) Determination of 4-hydroxy-2-nonenal at cellular levels by means of electrospray mass spectrometry. Rapid Communications in Mass Spectrometry 13:15, pages 1573-1579.
Crossref
Qin He, Peeyush Khanna, Sanjay Srivastava, Frederik J.G.M. van Kuijk & Naseem H. Ansari. (1998) Reduction of 4-Hydroxynonenal and 4-Hydroxyhexenal by Retinal Aldose Reductase. Biochemical and Biophysical Research Communications 247:3, pages 719-722.
Crossref
M. S. REES, F. J. G. M. VAN KUIJK, A. N. SIAKOTOS & B. P. MUNDY. (2010) ChemInform Abstract: Improved Synthesis of Various Isotope Labeled 4‐Hydroxyalkenals and Peroxidation Intermediates.. ChemInform 26:51.
Crossref

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.