2,5-hexanedione

2,5-hexanedione is a lipid of Fatty Acyls (FA) class.

Cross Reference

There are no associated biomedical information in the current reference collection.

Current reference collection contains 1519 references associated with 2,5-hexanedione in LipidPedia. Due to lack of full text of references or no associated biomedical terms are recognized in our current text-mining method, we cannot extract any biomedical terms related to diseases, pathways, locations, functions, genes, lipids, and animal models from the associated reference collection.

Users can download the reference list at the bottom of this page and read the reference manually to find out biomedical information.


Here are additional resources we collected from PubChem and MeSH for 2,5-hexanedione

Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with 2,5-hexanedione

MeSH term MeSH ID Detail
Adenocarcinoma D000230 166 associated lipids
Colonic Neoplasms D003110 161 associated lipids
Body Weight D001835 333 associated lipids
Testicular Diseases D013733 15 associated lipids
Occupational Diseases D009784 42 associated lipids
Weight Gain D015430 101 associated lipids
Brain Diseases D001927 27 associated lipids
Neuroblastoma D009447 66 associated lipids
Carcinoma, Hepatocellular D006528 140 associated lipids
Demyelinating Diseases D003711 15 associated lipids
Per page 10 20 50 | Total 24

NCBI Entrez Crosslinks

All references with 2,5-hexanedione

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Authors Title Published Journal PubMed Link
LoPachin RM and DeCaprio AP gamma-Diketone neuropathy: axon atrophy and the role of cytoskeletal protein adduction. 2004 Toxicol. Appl. Pharmacol. pmid:15289087
LoPachin RM et al. 2,5-Hexanedione-induced changes in the monomeric neurofilament protein content of rat spinal cord fractions. 2004 Toxicol. Appl. Pharmacol. pmid:15207649
Chapin RE Nature is complex: our orchestra seats at the most wonderful show on earth. 2004 Toxicol. Sci. pmid:15237525
Markelewicz RJ et al. 2,5-hexanedione and carbendazim coexposure synergistically disrupts rat spermatogenesis despite opposing molecular effects on microtubules. 2004 Toxicol. Sci. pmid:15141104
Pereira ME et al. 2,5-Hexanedione inhibits rat brain acetylcholinesterase activity in vitro. 2004 Toxicol. Lett. pmid:14687764
Strassnig S et al. Microwave-assisted derivatization of 2,5-hexanedione in urine: evaluation using GC-MS and GC-ECD. 2004 J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. pmid:15556528
Amarnath V et al. Pyridoxamine: an extremely potent scavenger of 1,4-dicarbonyls. 2004 Chem. Res. Toxicol. pmid:15025512
Prieto MJ et al. Free and total 2,5-hexanedione in biological monitoring of workers exposed to n-hexane in the shoe industry. 2003 Toxicol. Lett. pmid:14580896
Baldasseroni A et al. Occupational exposure to n-hexane in Italy--analysis of a registry of biological monitoring. 2003 Int Arch Occup Environ Health pmid:12768281
Canesi M et al. Poor metabolization of n-hexane in Parkinson's disease. 2003 J. Neurol. pmid:12736734
Nowak I and Robins MJ Protection of the amino group of adenosine and guanosine derivatives by elaboration into a 2,5-dimethylpyrrole moiety. 2003 Org. Lett. pmid:12943423
Hernandez-Viadel M et al. Chronic exposure to 2,5-hexanedione impairs the glutamate-nitric oxide-cyclic GMP pathway in cerebellar neurons in culture and in rat brain in vivo. 2003 Neurochem. Int. pmid:12590934
Boekelheide K et al. 2,5-hexanedione-induced testicular injury. 2003 Annu. Rev. Pharmacol. Toxicol. pmid:12471174
LoPachin RM et al. gamma-diketone central neuropathy: quantitative morphometric analysis of axons in rat spinal cord white matter regions and nerve roots. 2003 Toxicol. Appl. Pharmacol. pmid:14613714
Burgaz S et al. Cytogenetic analysis of buccal cells from shoe-workers and pathology and anatomy laboratory workers exposed to n-hexane, toluene, methyl ethyl ketone and formaldehyde. 2002 Mar-Apr Biomarkers pmid:12101634
Mayan O et al. Urinary 2,5 hexanedione as a biomarker of n-hexane exposure. 2002 Jul-Aug Biomarkers pmid:12171757
Pastore C et al. Partial conduction blocks in N-hexane neuropathy. 2002 Muscle Nerve pmid:12115958
Shibata E et al. Changes in n-hexane toxicokinetics in short-term single exposure due to co-exposure to methyl ethyl ketone in volunteers. 2002 Int Arch Occup Environ Health pmid:12070636
dos Santos CR et al. Evaluation of 2,5-hexanedione in urine of workers exposed to n-hexane in Brazilian shoe factories. 2002 J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. pmid:12376131
Carney R et al. Early spatial memory deficit induced by 2,5-hexanedione in the rat. 2002 Toxicol. Lett. pmid:11869822
LoPachin RM et al. Neurological evaluation of toxic axonopathies in rats: acrylamide and 2,5-hexanedione. 2002 Neurotoxicology pmid:12164553
Yokoyama K et al. Computerized posturography with sway frequency analysis: application in occupational and environmental health. 2002 Ind Health pmid:11926510
Mateus ML et al. Evidence of zinc protection against 2,5-hexanedione neurotoxicity: correlation of neurobehavioral testing with biomarkers of excretion. 2002 Neurotoxicology pmid:12520764
Hernandez-Viadel ML et al. Selective regional alterations in the content or distribution of neuronal and glial cytoskeletal proteins in brain of rats chronically exposed to 2,5-hexanedione. 2002 Toxicol Ind Health pmid:15068133
Kato M et al. Overview of studies on rat sperm motion analysis using a Hamilton-Thorne Sperm Analyzer--collaborative working study. 2001 J Toxicol Sci pmid:11871125
Xu G et al. Novel 2,5-hexanedione analogues. Substituent-induced control of the protein cross-linking potential and oxidation susceptibility of the resulting primary amine-derived pyrroles. 2001 Chem. Res. Toxicol. pmid:11258975
Stone JD et al. Neurofilaments are nonessential to the pathogenesis of toxicant-induced axonal degeneration. 2001 J. Neurosci. pmid:11264303
Boekelheide K and Schoenfeld HA Spermatogenesis by Sisyphus: proliferating stem germ cells fail to repopulate the testis after 'irreversible' injury. 2001 Adv. Exp. Med. Biol. pmid:11764975
Mateus ML et al. Interaction of zinc on biomarker responses in rats exposed to 2,5-hexanedione by two routes of exposure. 2001 Toxicol. Lett. pmid:11275420
Opanashuk LA et al. Gamma-diketone peripheral neuropathy III. Neurofilament gene expression. 2001 Neurotoxicology pmid:11405253
Mateus ML et al. Evidence for zinc protection against 2,5-hexanedione toxicity by co-exposure of rats to zinc chloride. 2000 May-Jun J Appl Toxicol pmid:10797474
Horimoto M et al. Rat epididymal sperm motion changes induced by ethylene glycol monoethyl ether, sulfasalazine, and 2,5-hexandione. 2000 Jan-Feb Reprod. Toxicol. pmid:10689203
LoPachin RM Redefining toxic distal axonopathies. 2000 Toxicol. Lett. pmid:10720709
Heijink E et al. Effects of 2,5-hexanedione on calpain-mediated degradation of human neurofilaments in vitro. 2000 Chem. Biol. Interact. pmid:11137063
Johnson KJ et al. Multiple cadherin superfamily members with unique expression profiles are produced in rat testis. 2000 Endocrinology pmid:10650949
Lehning EJ et al. gamma-diketone peripheral neuropathy. I. Quality morphometric analyses of axonal atrophy and swelling. 2000 Toxicol. Appl. Pharmacol. pmid:10828208
Chiu FC et al. gamma-diketone peripheral neuropathy. II. Neurofilament subunit content. 2000 Toxicol. Appl. Pharmacol. pmid:10828209
Yokoyama K et al. Decrease of glucose utilization rate in the spinal cord of experimental 2,5-hexanedione poisoning rats: application of microdetermination technique. 2000 Ind Health pmid:10812841
Boekelheide K et al. Role of Sertoli cells in injury-associated testicular germ cell apoptosis. 2000 Proc. Soc. Exp. Biol. Med. pmid:11044252
Podrez EA et al. Macrophage receptors responsible for distinct recognition of low density lipoprotein containing pyrrole or pyridinium adducts: models of oxidized low density lipoprotein. 2000 J. Lipid Res. pmid:10974053
Stone JD et al. Neurofilaments are non-essential elements of toxicant-induced reductions in fast axonal transport: pulse labeling in CNS neurons. 2000 Neurotoxicology pmid:11022855
Schmuck G et al. Rat cortical neuron cultures: an in vitro model for differentiating mechanisms of chemically induced neurotoxicity. 2000 In Vitr Mol Toxicol pmid:10900406
Hirai T et al. Neurotoxic effects of 2,5-hexanedione on normal and neurofilament-deficient quail. 1999 May-Jun Toxicol Pathol pmid:10356712
Xu G et al. Rapid cross-linking of proteins by 4-ketoaldehydes and 4-hydroxy-2-alkenals does not arise from the lysine-derived monoalkylpyrroles. 1999 Chem. Res. Toxicol. pmid:10490508
Schulte MD et al. Volumes of aqueous alcohols, ethers, and ketones to T = 523 K and p = 28 MPa. 1999 J Chem Thermodyn pmid:11543305
Stone JD et al. Axonal neurofilaments are nonessential elements of toxicant-induced reductions in fast axonal transport: video-enhanced differential interference microscopy in peripheral nervous system axons. 1999 Toxicol. Appl. Pharmacol. pmid:10558923
Ishihara A et al. [Effect of 2,5-hexanedione on myosin heavy chain isoform content in perineal muscles of the rats]. 1999 Nihon Seirigaku Zasshi pmid:10668552
Lee J et al. The Fas system, a regulator of testicular germ cell apoptosis, is differentially up-regulated in Sertoli cell versus germ cell injury of the testis. 1999 Endocrinology pmid:9927315
Blanchard KT et al. Leuprolide, a gonadotropin-releasing hormone agonist, reestablishes spermatogenesis after 2,5-hexanedione-induced irreversible testicular injury in the rat, resulting in normalized stem cell factor expression. 1998 Endocrinology pmid:9421420
Bäckström B et al. 2,5-Hexanedione concentrations and morphological changes within the eye of albino rat. 1998 Arch. Toxicol. pmid:9806432
Bavazzano P et al. Determination of urinary 2,5-hexanedione in the general Italian population. 1998 Int Arch Occup Environ Health pmid:9638486
Zhao W et al. Relationship between 2,5-hexanedione concentrations in nerve, serum, and urine alone or under co-treatment with different doses of methyl ethyl ketone, acetone, and toluene. 1998 Neurochem. Res. pmid:9572672
Mortensen B et al. Metabolic interaction of n-hexane and methyl ethyl ketone in vitro in a head space rat liver S9 vial equilibration system. 1998 Pharmacol. Toxicol. pmid:9498234
Andreoli R et al. Determination of n-hexane metabolites by liquid chromatography/mass spectrometry. 1. 2,5-hexanedione and other phase I metabolites in untreated and hydrolyzed urine samples by atmospheric pressure chemical ionization. 1998 Rapid Commun. Mass Spectrom. pmid:9773526
Hartley CL et al. Acrylamide and 2,5-hexanedione induce collapse of neurofilaments in SH-SY5Y human neuroblastoma cells to form perikaryal inclusion bodies. 1997 Neuropathol. Appl. Neurobiol. pmid:9364461
Mortensen B et al. Comparison and in vivo relevance of two different in vitro head space metabolic systems: liver S9 and liver slices. 1997 Pharmacol. Toxicol. pmid:9258983
Graham DG Protein crosslinking correlates with axonal atrophy, swelling and degeneration in gamma-diketone neuropathy: commentary on forum position paper. 1997 Neurotoxicology pmid:9215983
Sayre LM and Gambetti P Mechanistic importance of axonal atrophy and swelling in gamma-diketone axonopathy: commentary on forum position paper. 1997 Neurotoxicology pmid:9215984
Jackson JR et al. Changes in immunoglobulin concentrations and urinary 2,5-hexanedione concentrations. 1997 Hum Exp Toxicol pmid:9192211
Ogata M et al. Large-scale biological monitoring in Japan. 1997 Sci. Total Environ. pmid:9200864
DeCaprio AP et al. Regioselective binding of 2,5-hexanedione to high-molecular-weight rat neurofilament proteins in vitro. 1997 Toxicol. Appl. Pharmacol. pmid:9221839
Cohen SD et al. Selective protein covalent binding and target organ toxicity. 1997 Toxicol. Appl. Pharmacol. pmid:9073586
Misumi J et al. Different administration schedules of the same dose of 2,5-hexanedione influence the development of neuropathy and the toxicokinetics. 1997 Neurochem. Res. pmid:9021758
Zhu M et al. Characterization of glutathione conjugates of pyrrolylated amino acids and peptides by liquid chromatography-mass spectrometry and tandem mass spectrometry with electrospray ionization. 1997 J. Chromatogr. B Biomed. Sci. Appl. pmid:9061455
Gartzke J et al. A new concept for risk assessment of the hazards of non-genotoxic chemicals--electronmicroscopic studies of the cell surface. Evidence for the action of lipophilic chemicals on the Ca2+ signaling system. 1997 Sci. Total Environ. pmid:9200866
Lehning EJ et al. Acrylamide intoxication modifies in vitro responses of peripheral nerve axons to anoxia. 1997 J. Peripher. Nerv. Syst. pmid:10959230
Schmuck G and Schlüter G An in vitro model for toxicological investigations of environmental neurotoxins in primary neuronal cell cultures. 1996 Sep-Oct Toxicol Ind Health pmid:8989847
Allard EK et al. Exogenous stem cell factor (SCF) compensates for altered endogenous SCF expression in 2,5-hexanedione-induced testicular atrophy in rats. 1996 Biol. Reprod. pmid:8793074
Blanchard KT et al. Fate of germ cells in 2,5-hexanedione-induced testicular injury. I. Apoptosis is the mechanism of germ cell death. 1996 Toxicol. Appl. Pharmacol. pmid:8661338
Oishi Y et al. The effects of 2,5-hexanedione and acrylamide on myosin heavy chain isoforms of slow and fast skeletal muscles of the rat. 1996 Toxicol. Appl. Pharmacol. pmid:8685898
Gupta RP and Abou-Donia MB Alterations in the neutral proteinase activities of central and peripheral nervous systems of acrylamide-, carbon disulfide-, or 2,5-hexanedione-treated rats. 1996 Mol. Chem. Neuropathol. pmid:8887940
Passarin MG et al. Cytoskeletal changes in cultured human fibroblasts following exposure to 2,5-hexanedione. 1996 Neuropathol. Appl. Neurobiol. pmid:8866784
Ogawa Y et al. 2,5-Hexanedione induced apoptosis in cultured mouse DRG neurons. 1996 Int Arch Occup Environ Health pmid:8891791
Yan B et al. Solid-state 13C-NMR spectroscopy of adduction products of 2,5-hexanedione with ribonuclease, albumin, and rat neurofilament protein. 1996 Chem. Biol. Interact. pmid:8950225
Valkonen S et al. FIOH external quality assurance scheme for organic solvent metabolites. 1996 Ann. Ist. Super. Sanita pmid:8913040
Allard EK and Boekelheide K Fate of germ cells in 2,5-hexanedione-induced testicular injury. II. Atrophy persists due to a reduced stem cell mass and ongoing apoptosis. 1996 Toxicol. Appl. Pharmacol. pmid:8848794
Rosiepen G et al. The duration of the cycle of the seminiferous epithelium is altered by administration of 2,5-hexanedione in the adult Sprague-Dawley rat. 1995 Mar-Apr J. Androl. pmid:7559142
Zhu M et al. Inhibition of 2,5-hexanedione-induced protein cross-linking by biological thiols: chemical mechanisms and toxicological implications. 1995 Jul-Aug Chem. Res. Toxicol. pmid:7548760
Hall ES et al. 2,5-Hexanedione exposure alters microtubule motor distribution in adult rat testis. 1995 Fundam Appl Toxicol pmid:7737429
Carratù MR et al. Lectin binding pattern of Schwann cells and macrophages in 2,5-hexanedione-induced axonal degeneration in rats. 1995 Arch. Toxicol. pmid:7717871
Pereira ME et al. Atropine reverses antinociception induced by 2,5-hexanedione in rats. 1995 Pharmacol. Toxicol. pmid:8584510
Lehning EJ et al. Axonal atrophy is a specific component of 2,5-hexanedione peripheral neuropathy. 1995 Toxicol. Appl. Pharmacol. pmid:7482540
Allard EK et al. Stem cell kinetics in rat testis after irreversible injury induced by 2,5-hexanedione. 1995 Biol. Reprod. pmid:7669848
Serve MP et al. The metabolism of n-nonane in male Fischer 344 rats. 1995 Chemosphere pmid:7663950
Heijink E et al. Sensitivity to 2,5-hexanedione of neurofilaments in neuroblastoma cell line SK-N-SH increases during differentiation. 1995 J. Neuropathol. Exp. Neurol. pmid:7815083
Zhu M et al. Formation and structure of cross-linking and monomeric pyrrole autoxidation products in 2,5-hexanedione-treated amino acids, peptides, and protein. 1994 Jul-Aug Chem. Res. Toxicol. pmid:7981420
Ladefoged O et al. Acetone potentiation and influence on the reversibility of 2,5-hexanedione-induced neurotoxicity studied with behavioural and morphometric methods in rats. 1994 Apr-May Pharmacol. Toxicol. pmid:8090702
Blancato JN Pharmacokinetics, chemical interactions, and toxicological risk assessment in perspective. 1994 Environ. Health Perspect. pmid:7698075
LoPachin RM et al. Disruption of Schwann cell elemental composition is not a primary neurotoxic effect of 2,5-hexanedione. 1994 Neurotoxicology pmid:7715863
LoPachin RM et al. 2,5-Hexanedione alters elemental composition and water content of rat peripheral nerve myelinated axons. 1994 J. Neurochem. pmid:7964747
Mayer VW and Goin CJ Induction of chromosome loss in yeast by combined treatment with neurotoxic hexacarbons and monoketones. 1994 Mutat. Res. pmid:7527491
Lanning CL et al. In vitro binding of [14C]2,5-hexanedione to rat neuronal cytoskeletal proteins. 1994 Neurochem. Res. pmid:7824070
Governa M et al. Human polymorphonuclear leukocyte chemotaxis as a tool in detecting biological early effects in workers occupationally exposed to low levels of n-hexane. 1994 Hum Exp Toxicol pmid:7826683
Pastore C et al. Early diagnosis of n-hexane-caused neuropathy. 1994 Muscle Nerve pmid:8065400
Pereira ME et al. Phosphorylation in vitro of glial fibrillary acidic protein is increased in rat hippocampus by administration of 2,5-hexanedione. 1994 Brain Res. pmid:7820604
Richburg JH et al. Seminiferous tubule fluid secretion is a Sertoli cell microtubule-dependent process inhibited by 2,5-hexanedione exposure. 1994 Toxicol. Appl. Pharmacol. pmid:7940545
Yagi Y Effects of 2,5-hexanedione on rat spinal pyramidal tract. 1994 Sangyo Igaku pmid:8041032
Governa M et al. Chemotactic activity of human polymorphonuclear leukocytes and industrial xenobiotics: a brief review. 1994 Toxicology pmid:8059440
Redenbach DM et al. Microtubules with altered assembly kinetics have a decreased rate of kinesin-based transport. 1994 Cell Motil. Cytoskeleton pmid:8194112
Carratù MR et al. Up-regulation of polysialic acid in peripheral myelinated axons of rat chronically exposed to 2,5-hexanedione. 1993 Apr-May Pharmacol. Toxicol. pmid:8372040