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1,2-cyclohexane dione

Chemical Structure

General Material Information

Preferred name 1,2-cyclohexane dione
Trivial Name 1,2-Cyclohexanedione
Short Description 1,2-dioxocyclohexane
Formula C6 H8 O2
CAS Number 765-87-7
ECHA Number 212-155-3
FDA UNII 75C1OVW0FJ
Nikkaji Number J75.392K
Beilstein Number 0507419
MDL MFCD00001648
xLogP3-AA -0.10 (est)
Bio Activity Summary External link
NMR Predictor External link
Synonyms
  • 1,2-cyclohexadione
  • cyclohexan-1,2-dione
  • cyclohexane-1,2-dione
  • 1,2-cyclohexanedione
  • 1,2-dioxocyclohexane
  • 1,2-Cyclohexanedione
  • 1,2-Dioxocyclohexane
  • NSC 32950
  • NSC 627435

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Literature & References

cyclohexane-1,2-dione
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:765-87-7
Pubchem (cid):13006
Pubchem (sid):134977756
Publications by PubMed
Extended Reaction Scope of Thiamine Diphosphate Dependent Cyclohexane-1,2-dione Hydrolase: From CC Bond Cleavage to CC Bond Ligation.
Microwave Measurements of the Spectra and Molecular Structure for the Monoenolic Tautomer of 1,2- Cyclohexanedione.
Catalytic scope of the thiamine-dependent multifunctional enzyme cyclohexane-1,2-dione hydrolase.
Irreversible inactivation of snake venom l-amino acid oxidase by covalent modification during catalysis of l-propargylglycine.
Phylogenetic analysis, molecular modeling, substrate-inhibitor specificity, and active site comparison of bacterial, fungal, and plant heme peroxidases.
Photodissociation dynamics of enolic 1,2-cyclohexanedione at 266, 248, and 193 nm: mechanism and nascent state product distribution of OH.
Regulation of connexin36 gap junction channels by n-alkanols and arachidonic acid.
In vivo reprogramming of circuit connectivity in postmitotic neocortical neurons.
Crystal structure of a ring-cleaving cyclohexane-1,2-dione hydrolase, a novel member of the thiamine diphosphate enzyme family.
Cyclohexane-1,2-dione hydrolase from denitrifying Azoarcus sp. strain 22Lin, a novel member of the thiamine diphosphate enzyme family.
Colorimetric filtrations of metal chelate precipitations for the quantitative determination of nickel(II) and lead(II).
Theoretical study of oxidation of cyclohexane diol to adipic anhydride by [Ru(IV)(O)(tpa)(H2O)]2+ complex (tpa ═ tris(2-pyridylmethyl)amine).
Organocatalyzed synthesis of 2-amino-8-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitriles.
Cooperative strengthening of an intramolecular O-H...O hydrogen bond by a weak C-H...O counterpart: matrix-isolation infrared spectroscopy and quantum chemical studies on 3-methyl-1,2-cyclohexanedione.
Electron transfer as a potential cause of diacetyl toxicity in popcorn lung disease.
Arginine, a key residue for the enhancing ability of an antifreeze protein of the beetle Dendroides canadensis.
Catalytic adsorptive stripping voltammetry versus electrothermal atomic absorption spectrometry in the determination of trace cobalt and chromium in human urine.
Total synthesis of the strychnos alkaloid (+)-minfiensine: tandem enantioselective intramolecular Heck-iminium ion cyclization.
Cationic rhodium(I)/segphos-catalyzed cycloisomerization of 1,6- and 1,7-diynes in the presence of 1,2-cyclohexanedione.
AccD6, a member of the Fas II locus, is a functional carboxyltransferase subunit of the acyl-coenzyme A carboxylase in Mycobacterium tuberculosis.
Semiconductor surface-induced 1,3-hydrogen shift: the role of covalent vs zwitterionic character.
Novel biscapped and monocapped tris(dioxime) Mn(II) complexes: x-ray crystal structure of the first cationic tris(dioxime) Mn(II) complex [Mn(CDOH)3BPh]OH (CDOH2= 1,2-cyclohexanedione dioxime).
Reduction of activated carbonyl groups by alkyl phosphines: formation of alpha-hydroxy esters and ketones.
Key role of glutamic acid for the cytotoxic activity of the cyclotide cycloviolacin O2.
Synthesis of new dihydropyrazines with DNA strand-breakage activity.
Structure-sweetness relationship in egg white lysozyme: role of lysine and arginine residues on the elicitation of lysozyme sweetness.
Sequential catalytic asymmetric Heck-iminium ion cyclization: enantioselective total synthesis of the Strychnos alkaloid minfiensine.
A one-pot isomerization-arylation of 2,3-epoxycyclohexanone under controlled microwave heating.
Streptavidin in antibody pretargeting. 4. Site-directed mutation provides evidence that both arginine and lysine residues are involved in kidney localization.
Chemical modification of arginine residues of Notechis scutatus scutatus notexin.
Solid-phase fluoroimmunoassay for the determination of mesotrione--a novel triketone herbicide--in water with direct measurement of the fluorescence onto the solid support.
Synthesis of eight- and nine-membered carbocycles through a ring-closing metathesis/ring fragmentation strategy: a rapid and versatile approach to bicyclo[6.4.0]- and bicyclo[7.4.0]alkene ring systems.
Oxidative cleavage of the C-C bond of 3,6-dialkylcyclohexane-1,2-diones by cell suspension cultures of Marchantia polymorpha.
Effects of modifications of alpha-crystallin on its chaperone and other properties.
Streptavidin in antibody pretargeting. 3. Comparison of biotin binding and tissue localization of 1,2-cyclohexanedione and succinic anhydride modified recombinant streptavidin.
Intercalation of multiple carbon atoms between the carbonyls of alpha-diketones.
Evidence for an essential arginine in the flavoprotein nitroalkane oxidase.
Isolation and initial characterization of 13(2)-hydroxychlorophyll a induced by cyclohexanedione derivatives in tobacco cell suspension cultures.
Chemical modification of xylanase from Trichosporon cutaneum shows the presence of carboxyl groups and cysteine residues essential for enzyme activity.
Characterisation of the conformational and quaternary structure-dependent heparin-binding region of bovine seminal plasma protein PDC-109.
Myo-inositol hexasulfate is a potent inhibitor of Aspergillus ficuum phytase.
Identification of arg-30 as the essential residue for the enzymatic activity of Taiwan cobra phospholipase A2.
Glucose transport inhibitors protect against 1,2-cyclohexanedione-produced potassium loss from human red blood cells.
The effect of ATP-depletion on the inhibition of glucose exits from human red cells.
Differences in the active site environment of Aspergillus ficuum phytases.
Effect of the chemical modification of the arginyl residue in Bombyx mori silk fibroin on the attachment and growth of fibroblast cells.
Modification of arginine-198 in sarcoplasmic reticulum Ca2+-ATPase by 1,2-cyclohexanedione causes inhibition of formation of the phosphoenzyme intermediate from inorganic phosphate.
A Versatile Route to Substituted 1,4-Diazine-Fused [60]Fullerenes.
Determination of cobalt in seawater by catalytic adsorptive cathodic stripping voltammetry.
Identification of arginyl residues located at the ATP binding site of sarcoplasmic reticulum Ca2+-ATPase. Modification with 1,2-cyclohexanedione.
trans,anti,trans-Tetra(spirotetrahydrofuranyl)cyclohexane-1,2-dione. Stereocontrolled Synthesis and Definition of Its Susceptibility to Photoisomerization.
Comparison of the gas-phase basicities and relative methylation nucleophilicities of carbonyl-containing compounds.
Chemical modification of the arginyl residue in silk fibroin: 2. Reaction of 1,2-cyclohexanedione in aqueous alkaline medium.
Outer-Sphere Electron Transfer in Methylene Chloride: Concentration, Salt, and Temperature Dependences of the Oxidation of beta-Re(2)X(4)(cis-1,2-bis(diphenylphosphino)ethylene)(2) (X = Cl, Br) by [Co(dimethylglyoximate)(3)(BF)(2)]BF(4) and the Oxidation of Re(2)Br(4)(PMe(2)Ph)(4) by [Co(1,2-cyclohexanedione dioximate)(3)(BBu)(2)]BF(4).
Albumin stimulates uptake of calcium into subcellular stores in rat cortical astrocytes.
Probing the active site residues in aromatic donor oxidation in horseradish peroxidase: involvement of an arginine and a tyrosine residue in aromatic donor binding.
Albumin reduces basement membrane hydraulic conductance in part due to arginyl side groups.
Lysosomal sulfate transport: inhibitor studies.
Role of arginine residues for the activity of fasciculin.
Chemical modification of cationic groups in the polypeptide cardiac stimulant anthopleurin-A.
High-yield production of human big endothelin-1 by a combination of chemical modification and proteolysis of a fusion protein in Escherichia coli.
Modification of arginine residues in ovine prolactin by 1,2-cyclohexanedione. Effect on binding capacity to lactogenic receptors.
Lactoferrin inhibits cholesterol accumulation in macrophages mediated by acetylated or oxidized low-density lipoproteins.
Probing the function(s) of active-site arginine residue in Leishmania donovani adenosine kinase.
Differential sensitivity to Arg side chain modification of IL-1 beta binding to type I and type II receptors.
Correlations between chemical reactivity and mutagenic activity against S. typhimurium TA100 for alpha-dicarbonyl compounds as a proof of the mutagenic mechanism.
Removal of 14 N-terminal amino acids of lactoferrin enhances its affinity for parenchymal liver cells and potentiates the inhibition of beta- very low density lipoprotein binding.
Lipases from Rhizomucor miehei and Humicola lanuginosa: modification of the lid covering the active site alters enantioselectivity.
The role of arginines in stabilizing the active open-lid conformation of Rhizomucor miehei lipase.
Arginine residues of the globular regions of human C1q involved in the interaction with immunoglobulin G.
Fenofibrate and LDL metabolic heterogeneity in hypercholesterolemia.
Stimulation of bovine brain phospholipase C activity by myelin basic protein requires arginyl residues in peptide linkage.
Binding of a synthetic apolipoprotein B-100 peptide and peptide analogues to chondroitin 6-sulfate: effects of the lipid environment.
Inactivation of Escherichia coli 2-amino-3-ketobutyrate CoA ligase by phenylglyoxal and identification of an active-site arginine peptide.
Chemical modification of arginine residues in alpha-bungarotoxin.
A contribution to the study of the structure-mutagenicity relationship for alpha-dicarbonyl compounds using the Ames test.
Chemical modification of arginyl residues in silk fibroin: 1. Reaction of 1,2-cyclohexanedione in borate buffer.
Protein surface topology-probing by selective chemical modification and mass spectrometric peptide mapping.
Lactoferrin uptake by the rat liver. Characterization of the recognition site and effect of selective modification of arginine residues.
Covalent modification and active site-directed inactivation of a low molecular weight phosphotyrosyl protein phosphatase.
Plasma triglyceride and low density lipoprotein metabolism.
Cyclohexanedione modification of arginine at the active site of Aspergillus ficuum phytase.
Plasma membrane fractions from rat liver contain a phosphatidate phosphohydrolase distinct from that in the endoplasmic reticulum and cytosol.
Interaction of fibronectin with heparin in model extracellular matrices: role of arginine residues and sulfate groups.
Arginyl residues in the NADPH-binding sites of phenol hydroxylase.
Chemical modification and NMR studies on a mushroom lectin Ischnoderma resinosum agglutinin (IRA).
Binding of locust high-density lipophorin to fat body proteins monitored by an enzyme-linked immunosorbant assay.
Tryptophan 65 is essential for hemolytic activity of the thermostable direct hemolysin from Vibrio parahaemolyticus.
Fast atom bombardment mass spectrometric analysis of arginine-containing neuropeptides.
Essential arginine residues in the nitrate uptake system from corn seedling roots.
Evidence for the importance of a carboxyl group in the binding of ligands to the D2 dopamine receptor.
Modification of arginine residues in human growth hormone by 1,2-cyclohexanedione: effects on the binding capacity to lactogenic and somatogenic receptors.
Chemical modification by pyridoxal 5'-phosphate and cyclohexane-1,2-dione indicates that Lys-7 and Arg-10 are involved in the p2 phosphate-binding subsite of bovine pancreatic ribonuclease A.
Purification and properties of two oxidoreductases catalyzing the enantioselective reduction of diacetyl and other diketones from baker's yeast.
Resonance Raman spectroscopy of chemically modified hemoglobins.
Inhibition of Clostridium difficile toxin A and B by 1,2-cyclohexanedione modification of an arginine residue.
Study of the role of tryptophanyl and arginyl residues in the specific binding of 3,5,3'-triiodothyronine to rat liver nuclear receptors.
Role of albumin arginyl sites in albumin-induced reduction of endothelial hydraulic conductivity.
Inactivation of Escherichia coli L-threonine dehydrogenase by 2,3-butanedione. Evidence for a catalytically essential arginine residue.
A neutral technetium-99m complex for myocardial imaging.
Identification of essential arginine residue(s) for Mg-ATP binding of human argininosuccinate synthetase.
Protection of hexaprenyl-diphosphate synthase of Micrococcus luteus B-P 26 against inactivation by sulphydryl reagents and arginine-specific reagents.
Arginine residues at the active site of avian liver phosphoenolpyruvate carboxykinase.
Complete amino acid sequence of the sarcoplasmic calcium-binding protein (SCP-I) from crayfish (Astacus leptodactylus).
Uptake and release of two new Tc-99m labeled myocardial blood flow imaging agents in cultured cardiac cells.
Modification of arginine in sea anemone toxin RTX-III from Radianthus macrodactylus.
Effect of 2,3-butanedione on human myeloperoxidase.
On the receptor binding site of relaxins.
The secondary structure of apolipoproteins in human HDL3 particles after chemical modification of their tyrosine, lysine, cysteine or arginine residues. A Fourier transform infrared spectroscopy study.
The action of arginine-specific reagents on ionic and gating currents in frog myelinated nerve.
The oxidation-state-dependent ATP-binding site of cytochrome c. Implication of an essential arginine residue and the effect of occupancy on the oxidation-reduction potential.
Involvement of arginine residues in the activation of calmodulin-dependent 3',5'-cyclic-nucleotide phosphodiesterase.
1,2-Cyclohexanedione modification of arginine residues in egg-white riboflavin-binding protein.
Stimulation of the erythrocyte Ca2+-ATPase and of bovine brain cyclic nucleotide phosphodiesterase by chemically modified calmodulin.
Inhibition of staphylococcal alpha-toxin by covalent modification of an arginine residue.
Chemical modification studies on a lectin from Saccharomyces cerevisiae (baker's yeast).
Stimulation of mast cells leads to cholesterol accumulation in macrophages in vitro by a mast cell granule-mediated uptake of low density lipoprotein.
Protein inhibitors of trypsin from the seeds of Cucurbitaceae plants.
Molecular mechanisms of band 3 inhibitors. 2. Channel blockers.
Correlation of structural changes in parathyroid hormone with its vascular action.
Inhibition of the mitochondrial tricarboxylate carrier by arginine-specific reagents.
Involvement of arginine residues in inhibition of protein synthesis by ricin A-chain.
Amino acid residues complexed with eosin 5-isothiocyanate in band 3 protein of the human erythrocyte.
Insulin regulates low density lipoprotein metabolism by swine granulosa cells.
Novobiocin precipitates histones at concentrations normally used to inhibit eukaryotic type II topoisomerase.
UDP-glucose 4-epimerase from Saccharomyces fragilis. Presence of an essential arginine residue at the substrate-binding site of the enzyme.
Chemical modification of lysine and arginine residues in the myosin regulatory light chain inhibits phosphorylation.
Differential effects of defined chemical modifications on antigenic and pharmacological activities of scorpion alpha and beta toxins.
Synthesis and characterization of 1,2-cyclohexanedione bis-benzoyl-hydrazone and its application to the determination of ti in minerals and rocks.
Receptor-independent low-density lipoprotein catabolism.
The role of lysyl, arginyl, and sulfhydryl residues in estrogen receptor activation, 4S to 5S dimerization, and conversion of receptor from a state with low affinity into a state with higher affinity for estrogen.
Chemical modification of arginine residues of lung galaptin and fibronectin. Effects on fibroblast binding.
Evidence for arginine residues in the immunoglobulin-binding sites of human Clq.
Effects of 1,2-cyclohexanedione modification on the metabolism of very low density lipoprotein apolipoprotein B: potential role of receptors in intermediate density lipoprotein catabolism.
Properties of low density lipoprotein binding by cultured swine granulosa cells.
Phosphoenolpyruvate-dependent phosphotransferase system. 1H NMR studies on chemically modified HPr proteins.
C1q binding to mitochondria: a possible artefact?
Evidence for an essential arginine residue in the active site of Escherichia coli 2-keto-4-hydroxyglutarate aldolase. Modification with 1,2-cyclohexanedione.
The effects of native and modified bovine serum albumin on the permeability of frog mesenteric capillaries.
L-Lactate dehydrogenase from Thermus caldophilus GK24, an extremely thermophilic bacterium. Desensitization to fructose 1,6-bisphosphate in the activated state by arginine-specific chemical modification and the N-terminal amino acid sequence.
Functional implication of the sole arginine residue of ribosomal proteins L7/L12.
The fibrin-binding site of human plasminogen. Arginines 32 and 34 are essential for fibrin affinity of the kringle 1 domain.
Isolation and characterization of trypsin inhibitors from tubers of taro, Colocasia antiquorum var. nymphaifolia?
Contribution of the receptor pathway to low density lipoprotein catabolism in humans. New methods for quantitation.
Modification of apolipoprotein C-II with 1,2-cyclohexanedione and 2,3-butanedione. Role of arginine in the activation of lipoprotein lipase.
In vivo characteristics of a specific recognition site for LDL on non-parenchymal rat liver cells which differs from the 17 alpha-ethinyl estradiol-induced LDL receptor on parenchymal liver cells.
Partial purification and characterization of the soluble phosphatidate phosphohydrolase of rat liver.
Retention of apolipoprotein B and cholesterol by perfused heart during lipolysis of very-low-density lipoprotein.
Arginine modification in elastase. Effect on catalytic activity and conformation of the calcium-binding site.
Differential effect of arginine modification with 1,2-cyclohexanedione on the capacity of vimentin and desmin to assemble into intermediate filaments and to bind to nucleic acids.
Basic and acidic hydrophilic residues involved in the interaction between protomers of the bovine growth hormone dimer.
The semisynthesis of analogues of cytochrome c. Modifications of arginine residues 38 and 91.
Modification of arginines in D-beta-hydroxybutyrate dehydrogenase.
Synthesis of [1-14C]1,2-cyclohexanedione bis(4-diethylenoxythiosemicarbazone) and preliminary biodistribution studies of this potential antitumor agent.
Photochemical inactivation of human placental estradiol 17 beta-dehydrogenase in the presence of 2,3-butanedione.
Modification of arginines in bovine growth hormone.
[Role of arginine and histidine residues in the biological activity of botulinic neurotoxin A].
The receptor-binding domain of human apolipoprotein E. Binding of apolipoprotein E fragments.
The role of arginyl residues in estrogen receptor activation and transformation.
Completion of the amino acid sequence of the alpha 1 chain from type I calf skin collagen. Amino acid sequence of alpha 1(I)B8.
Cholesterol feeding increases low density lipoprotein synthesis.
Studies on the role of specific cell surface receptors in the removal of lipoprotein (a) in man.
An exploration of the binding site of aldolase using alkanediol monoglycolate bisphosphoric esters.
Modification of arginine residues in phoratoxin B by 1,2-cyclohexanedione.
Preparation and characteristics of trypsin inhibitors from the seeds of squash (Cucurbita maxima) and zucchini (Cucurbita pepo var. Giromontia).
Oligodeoxynucleotide base recognition by steroid hormone receptors.
Isolation and characterization of a specific enterokinase inhibitor from kidney bean (Phaseolus vulgaris).
Metabolism of glycerate-2,3-P2-III. Arginine-specific reagents inactivate the phosphoglycerate mutase, glycerate-2,3-P2 synthase and glycerate-2,3-P2 phosphatase activities of rabbit muscle phosphoglycerate mutase.
Calmodulin antagonists' binding sites on calmodulin.
Botulinum neurotoxin type E: studies on mechanism of action and on structure-activity relationships.
Modification of an arginine residue in pig kidney general acyl-coenzyme A dehydrogenase by cyclohexane-1,2-dione.
Arginyl residues of adrenodoxin reductase as the anion recognition site for 2'-phosphate group of NADP+1.
Receptor-mediated catabolism and tissue uptake of human low density lipoprotein in the cholesterol-fed, atherosclerotic rabbit.
Tryptic peptide analysis of the human apolipoprotein E isomorphs.
Heat stability of milk: influence of modification of lysine and arginine on the heat stability-pH profile.
Inhibition of the binding of dexamethasone to mammary cytoplasmic glucocorticoid receptor by phenylglyoxal.
Inducible macrophage cytotoxins. II. Tumor lysis mechanism involving target cell-binding proteases.
Difference in saturable binding of low density lipoprotein to liver membranes from normocholesterolemic subjects and patients with heterozygous familial hypercholesterolemia.
Comparative titration of arginyl residues in purified D-beta-hydroxybutyrate apodehydrogenase and in the reconstituted phospholipid-enzyme complex.
Activation of erythrocyte Ca2+-plus-Mg2+-stimulated adenosine triphosphatase by protein kinase (cyclic AMP-dependent) inhibitor. Comparison with calmodulin.
Interaction of C1q with DNA.
Effects of bezafibrate on receptor-mediated and receptor-independent low density lipoprotein catabolism in type II hyperlipoproteinaemic subjects.
Chemical modification studies on Ricinus communis (Castor Bean) agglutinin.
The effects of modifications of lysyl and arginyl groups on the biological and immunological activity of human chorionic gonadotropin.
The reticuloendothelial system and low density lipoprotein metabolism in the rabbit.
Permeability of inner mitochondrial membrane to arginine reagents.
Formation of complement subcomponent C1q-immunoglobulin G complex. Thermodynamic and chemical-modification studies.
Specificity of the Westerfeld adaptation of the Voges-Proskauer test.
Chemical modification or excision of neurophysin arginine-8 is associated with loss of peptide-binding ability.
Involvement of arginine residues in the allosteric activation of Escherichia coli ADP-glucose synthetase.
A critical arginine residue in cytosolic aspartate aminotransferase from pig heart.
Location of the intermediate and high affinity omega-aminocarboxylic acid-binding sites in human plasminogen.
Essential arginine residues in the pyridine nucleotide binding sites of glutathione reductase.
Degradation by cultured fibroblasts and macrophages of unmodified and 1,2-cyclohexanedione-modified low-density lipoprotein from normal and homozygous familial hypercholesterolaemic subjects.
Receptor-independent catabolism of low density lipoprotein. Involvement of the reticuloendothelial system.
The effect of partial ileal bypass on receptor-mediated uptake and catabolism of low density lipoprotein in the rhesus monkey.
Measurement of receptor-independent lipoprotein catabolism using 1,2 cyclohexanedione-modified low density lipoprotein.
Primary structure of phycocyanin from the unicellular rhodophyte Cyanidium caldarium. I. Complete amino acid sequence of the alpha subunit.
Studies on the chemical modification and potato (Solanum tuberosum) lectin and its effect on haemagglutinating activity.
The effect of selective modification of the arginyl residues of partially-metabolized very low density lipoproteins on their uptake by the liver.
Chemical modifications of Serratia marcescens anthranilate synthase component I.
Reactivity of D-amino acid oxidase with 1,2-cyclohexanedione: evidence for one arginine in the substrate-binding site.
Reduced immunoregulatory potency of low density lipoproteins with selectively modified arginine and lysine residues of apolipoprotein B.
The complete amino acid sequence of mitochondrial glutamic oxaloacetic transaminase from rat liver.
Binding of plasma low density lipoproteins to erythrocytes.
Structure-function relationships of sea anemone toxin II from Anemonia sulcata.
Modification of arginine residues in porcine pancreatic phospholipase A2.
Inhibition of anion transport across red blood cells with 1,2-cyclohexanedione.
Chemical modification of critical catalytic residues of lysine, arginine, and tryptophan in human glucose phosphate isomerase.
Natural plant enzyme inhibitors. Characterization of an unusual alpha-amylase/trypsin inhibitor from ragi (Eleusine coracana Geartn.).
Chemical studies of tissue polypeptide antigen (TPA). III. on the nature of the antigenic determinant(s) of TPA subfraction B1.
Effects of cholestyramine on receptor-mediated plasma clearance and tissue uptake of human low density lipoproteins in the rabbit.
Presence of an essential arginyl residue in D-beta-hydroxybutyrate dehydrogenase from mitochondrial inner membrane.
Complete amino acid sequence of the major component myoglobin from the goose-beaked whale, Ziphius cavirostris.
Chemical modifications of Achromobacter collagenase and their influence on the enzymic activity.
An essential arginine residue in porcine phospholipiase A2.
Studies on the cosubstrate site of protease solubilized NADPH-cytochrome P450 reductase.
Further studies of the thylakoid membrane surface charges by particle electrophoresis.
Reversible modification of arginine residues in neocarzinostatin. Isolation of a biologically active 89-residue fragment from the tryptic hydrolysate.
Origin of the selectivity of alpha-dicarbonyl reagents for arginyl residues of anion-binding sites.
Role of arginine residues in the structure and biological activity of botulinum neurotoxin types A and E.
Inactivation of adenylate cyclase by phenylglyoxal and other dicarbonyls. Evidence for existence of essential arginyl residues.
Inhibition of receptor-mediated clearance of lysine and arginine-modified lipoproteins from the plasma of rats and monkeys.
Receptor-mediated low density lipoprotein catabolism in man.
Amino acid sequence of the ribosomal protein L21 of Escherichia coli.
Identification of the C-1-phosphate-binding arginine residue of rabbit-muscle aldolase. Isolation of 1,2-cyclohexanedione-labeled peptide by chemisorption chromatography.
Decreased heparin sensitivity of cyclohexanedione-modified factor Xa.
Porcine pancreatic lipase. Sequence of the first 234 amino acids of the peptide chain.
A functional arginine residue in NADPH-dependent aldehyde reductase from pig kidney.
Modification of an arginine residue of a base-nonspecific ribonuclease from Aspergillus saitoi.
Complete amino acid sequence of the myoglobin from the Pacific spotted dolphin, Stenella attenuata graffmani.
The importance of arginyl residues for phosphorylation of rat liver cell sap proteins.
Circular dichroism of chemically modified human plasma alpha1-antitrypsin. Interaction with porcine elastase.
Collagen-induced platelet aggregation and release. I Effects of side-chain modifications and role of arginyl residues.
[Effect of chemical modification and carboxylate anions on transamination of phenylalanine and alanine in the active center of chicken cytosol aspartate transaminase].
A catalytic role for heparin. Evidence for a ternary complex of heparin cofactor thrombin and heparin.
Complete amino acid sequence of myoglobin from the pilot whale, Globicephala melaena.
An essential arginine residue in human prostatic acid phosphatase.
Nonimmunospecific protein-protein interactions of IgG: studies of the binding of IgG to IgG immunoadsorbents.
Decreased heparin sensitivity of cycholhexanedione-modified thrombin.
[Study of the role of arginine residues in aspartate transaminase from chicken heart cytosol].
Nicotinamide adenine dinucleotide-specific glutamate dehydrogenase of Neurospora. IV. The COOH-terminal 669 residues of the peptide chain; comparison with other glutamate dehydrogenases.
Essential arginyl residues in yeast phosphoglyceromutase.
Correlation between arginyl residue modification and benzodiazepine binding to human serum albumin.
The complete amino acid sequence of the major component myoglobin of dwarf sperm whale (Kogia simus).
Arginine modification in Kunitz bovine trypsin inhibitor through 1, 2-cyclohexanedione.
The reactive site of eggplant trypsin inhibitor.
Preparation and properties of carp muscle parvalbumin fragments A (residues 1 leads to 75) and B (residues 76 leads to 108).
Identification of a functional arginine residue involved in coenzyme binding by the NADP-specific glutamate dehydrogenase of Neurospora.
[The structure of photoreaction product of 1,2-cyclohexanedione. I (author's transl)].
Role of arginine residues in ovine lutropin: reversible modification by 1,2-cyclohexanedione.
Determination of arginine in the reactive site of proteinase inhibitors by selective and reversible derivatization of the arginine side chain.
Functional arginine residues involved in coenzyme binding by glutamate dehydrogenases.
Studies on trypsin inhibitor in barley. I. Purification and some properties.
Reversible modification of arginine residues. Application to sequence studies by restriction of tryptic hydrolysis to lysine residues.
Conformation and immunochemistry of parvalbumin 3 from pike white muscle. Modification of the arginine residue with 1,2-cyclohexanedione.
Synthesis of 3-hydroxy-3-(hydroxymethyl)-5-methyl-1,2-cyclohexanedione, a hydrolytic product of leucogenenol.
Obviation of destructive action of 0.2 M NaOH on proteins during arginine modification with cyclohexanedione by use of 0.1 M triethylamine as solvent.
The metabolism of cyclohexanol by Nocardia globerula CL1.
Modification of arginines in trypsin inhibitors by 1,2-cyclohexanedione.
Studies on the chemical modification of arginine. I. The reaction of 1,2-cyclohexanedione with arginine and arginyl residues of proteins.
CHEMICAL MODIFICATION OF ARGININE WITH 1,2-CYCLOHEXANEDIONE.
[The infrared absorption spectra of cyclic diketones. IX. Reaction of 1,-2-cyclohexanedione with aniline].

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C06105
HMDB (The Human Metabolome Database):HMDB31344
FooDB:FDB003408
Export Tariff Code:2914.29.5000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 112.12815856934
Melting Point 37 to 40°C @ 760 mm Hg
Boiling Point 193 to 195°C @ 760 mm Hg
Boiling Point 72 to 74°C @ 10 mm Hg
Vapor Pressure 0.452 mmHg @ 25 °C
Vapor Density 3.9
Flash Point TCC Value 84.44 °C TCC
logP (o/w) 0.252 est
Solubility
alcohol Yes
water Yes
water, 2.679e+005 mg/L @ 25 °C (est) Yes

Organoleptic Properties

Odor Type: Nutty
sweet, acorn, nut skin, maple, caramellic, brothy
Odor strength medium
Substantivity > 19 hour(s) at 100.00 %
Luebke, William tgsc, (2009) At 10.00 % in dipropylene glycol. sweet acorn nut skin maple caramel brothy
Flavor Type: Nutty
nutty, nut skin, acorn, maple, caramellic, walnut, pecan, woody
Luebke, William tgsc, (2009) Nutty nut skin acorn maple caramellic walnut pecan woody

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for 1,2-cyclohexane dione usage levels up to:
0.2000 % in the fragrance concentrate.

Safety references

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):765-87-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :13006
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
cyclohexane-1,2-dione
Chemidplus:0000765877
RTECS:GV0550000 for cas# 765-87-7