acetyl histidine
L-histidine, N-acetyl-
Identification
| Name | acetyl histidine |
| CAS Number | 2497-02-1 |
| EINECS | 219-678-6 |
| FDA UNII | K9T7JPU4ML |
| Molecular Formula | C8 H11 N3 O3 |
| Molecular Weight | 197.19427000 |
| MDL Number | MFCD00005206 |
| Nikkaji Number | J125.811G |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 620.20 °C. @ 760.00 mm Hg (est) |
| Flash Point | 624.00 °F. TCC ( 328.90 °C. ) (est) |
| logP (o/w) | -1.600 (est) |
| Soluble in | water, 1.136e+004 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | humectants |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | emollients, humectants, skin conditioning |
| Recommendation for acetyl histidine usage levels up to | not for fragrance use. |
| Recommendation for acetyl histidine flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
(S)-2-
acetamido-3-(1H-imidazol-4-yl)propanoic acid
(2S)-2-
acetamido-3-(1H-imidazol-5-yl)propanoic acid
N-
acetyl histidine
N-
acetyl-L-histidine
N(2)-
acetyl-L-histidine
(2S)-2-(
acetylamino)-3-imidazol-4-ylpropanoic acid
N-
acetylhistidine
N2-
acetylhistidine
L-
histidine, N-acetyl-
L-
histidine, N-acetyl- (9CI)
L-
histidine, N-acetyl-,
histidine, N-acetyl-, L-
histidine, N-acetyl-, L- (8CI)
PubMed:
Metabolite profiling in identifying metabolic biomarkers in older people with late-onset type 2 diabetes mellitus.
PubMed:
An epidemiological study of cataracts in wild and farmed lumpfish (Cyclopterus lumpus L.) and the relation to nutrition.
PubMed:
Lens metabolomic profiling as a tool to understand cataractogenesis in Atlantic salmon and rainbow trout reared at optimum and high temperature.
PubMed:
The metabolic response in fish to mildly elevated water temperature relates to species-dependent muscular concentrations of imidazole compounds and free amino acids.
PubMed:
Synthesis and evaluation of pH-sensitive, self-assembled chitosan-based nanoparticles as efficient doxorubicin carriers.
PubMed:
Tumor microenvironment-responsive micelles for pinpointed intracellular release of doxorubicin and enhanced anti-cancer efficiency.
PubMed:
Novel self-assembled pH-responsive biomimetic nanocarriers for drug delivery.
PubMed:
Active Tumor Permeation and Uptake of Surface Charge-Switchable Theranostic Nanoparticles for Imaging-Guided Photothermal/Chemo Combinatorial Therapy.
PubMed:
Microhydration of Protonated Nα-Acetylhistidine: A Theoretical Approach.
PubMed:
The reaction of a platinated methionine motif of CTR1 with cysteine and histidine is dependent upon the type of precursor platinum complex.
PubMed:
N-acetyl-L-histidine, a Prominent Biomolecule in Brain and Eye of Poikilothermic Vertebrates.
PubMed:
Importance of polarization transfer in reaction products for interpreting and analyzing CIDNP at low magnetic fields.
PubMed:
Imidazole catalyzes chlorination by unreactive primary chloramines.
PubMed:
Dietary histidine requirement to reduce the risk and severity of cataracts is higher than the requirement for growth in Atlantic salmon smolts, independently of the dietary lipid source.
PubMed:
Coherent transfer of nuclear spin polarization in field-cycling NMR experiments.
PubMed:
An ectotherm homologue of human predicted gene NAT16 encodes histidine N-acetyltransferase responsible for Nα-acetylhistidine synthesis.
PubMed:
HTK-N, a modified HTK solution, decreases preservation injury in a model of microsteatotic rat liver transplantation.
PubMed:
Preservation of endothelial vascular function of saphenous vein grafts after long-time storage with a recently developed potassium-chloride and N-acetylhistidine enriched storage solution.
PubMed:
Synthesis of catecholamine conjugates with nitrogen-centered bionucleophiles.
PubMed:
Creating Long-Lived Spin States at Variable Magnetic Field by Means of Photochemically Induced Dynamic Nuclear Polarization.
PubMed:
Effects of chronic and periodic exposures to ammonia on the eye health in juvenile Atlantic halibut (Hippoglossus hippoglossus).
PubMed:
Synthesis of allylic hydroperoxides and EPR spin-trapping studies on the formation of radicals in iron systems as potential initiators of the sensitizing pathway.
PubMed:
Susceptibility of Atlantic salmon lenses to hydrogen peroxide oxidation ex vivo after being fed diets with vegetable oil and methylmercury.
PubMed:
Even short-time storage in physiological saline solution impairs endothelial vascular function of saphenous vein grafts.
PubMed:
N-acetylhistidine, a novel osmolyte in the lens of Atlantic salmon (Salmo salar L.).
PubMed:
Tumor targeting efficiency of bare nanoparticles does not mean the efficacy of loaded anticancer drugs: importance of radionuclide imaging for optimization of highly selective tumor targeting polymeric nanoparticles with or without drug.
PubMed:
Ability of hypochlorous acid and N-chloramines to chlorinate DNA and its constituents.
PubMed:
Prostate cancer-targeted imaging using magnetofluorescent polymeric nanoparticles functionalized with bombesin.
PubMed:
Influence of histidine on the release of all-trans retinoic acid from self-assembled glycol chitosan nanoparticles.
PubMed:
Effect of plant-based feed ingredients on osmoregulation in the Atlantic salmon lens.
PubMed:
Deferoxamine, the newly developed iron chelator LK-614 and N-alpha-acetyl-histidine in myocardial protection.
PubMed:
Myocardial protection with the use of L-arginine and N-alpha-acetyl-histidine.
PubMed:
Improved vessel preservation after 4 days of cold storage: experimental study in rat arteries.
PubMed:
Genome-wide transcription analysis of histidine-related cataract in Atlantic salmon (Salmo salar L).
PubMed:
Histidine-containing radicals in the gas phase.
PubMed:
Occurrence of a novel acetylated amino acid, N(alpha)-acetylhistidine, in skeletal muscle of freshwater fish and other ectothermic vertebrates.
PubMed:
Solution interactions between the uranyl cation [UO2(2+)] and histidine, N-acetyl-histidine, tyrosine, and N-acetyl-tyrosine.
PubMed:
Efficient preparation of xanthine-containing oligodeoxynucleotide from oxanine-containing oligodeoxynucleotide, catalyzed by N alpha-acetyl-L-histidine.
PubMed:
Identification of plasma proteins that are susceptible to thiol oxidation by hypochlorous acid and N-chloramines.
PubMed:
The melatonin metabolite N-acetyl-5-methoxykynuramine is a potent singlet oxygen scavenger.
PubMed:
Low-density lipoprotein has an enormous capacity to bind (E)-4-hydroxynon-2-enal (HNE): detection and characterization of lysyl and histidyl adducts containing multiple molecules of HNE.
PubMed:
Attenuated cold storage injury of rat livers using a modified HTK solution.
PubMed:
Improvement of the cold storage of blood vessels with a vascular preservation solution. Study in porcine aortic segments.
PubMed:
Magnetic assembly and patterning of vesicle/nanoparticle aggregates.
PubMed:
Detection of kynurenine modifications in proteins using a monoclonal antibody.
PubMed:
Possible bioactivation pathways of lamotrigine.
PubMed:
pH-tunable equilibria in azocrown ethers with histidine moieties.
PubMed:
N-acetyl histidine-conjugated glycol chitosan self-assembled nanoparticles for intracytoplasmic delivery of drugs: endocytosis, exocytosis and drug release.
PubMed:
Purification and sequence identification of anserinase.
PubMed:
Histidine nutrition and genotype affect cataract development in Atlantic salmon, Salmo salar L.
PubMed:
Kinetic analysis of the role of histidine chloramines in hypochlorous acid mediated protein oxidation.
PubMed:
3-hydroxykynurenine-mediated modification of human lens proteins: structure determination of a major modification using a monoclonal antibody.
PubMed:
Anti-crosslinking properties of carnosine: significance of histidine.
PubMed:
Synthesis of N tau-arylhistidine derivatives via direct N-arylation.
PubMed:
Model studies on protein side chain modification by 4-oxo-2-nonenal.
PubMed:
Ultraviolet spectrophotometric characterization of copper(II) complexes with imidazole N-methyl derivatives of L-histidine in aqueous solution.
PubMed:
Structural basis of protein-bound endogenous aldehydes. Chemical and immunochemical characterizations of configurational isomers of a 4-hydroxy-2-nonenal-histidine adduct.
PubMed:
Mechanisms of reactions of flavin mononucleotide triplet with aromatic amino acids.
PubMed:
Differential expression of carnosine, homocarnosine and N-acetyl-L-histidine hydrolytic activities in cultured rat macroglial cells.
PubMed:
Characterization of sterically stabilized cisplatin liposomes by nuclear magnetic resonance.
PubMed:
Novel mechanism of surface catalysis of protein adduct formation. NMR studies of the acetylation of ubiquitin.
PubMed:
Modification of histidine residues by 4,5-epoxy-2-alkenals.
PubMed:
The existence of molecular water pumps in the nervous system: a review of the evidence.
PubMed:
Mass spectrometric analysis of catechol-histidine adducts from insect cuticle.
PubMed:
Function of the N-acetyl-L-histidine system in the vertebrate eye. Evidence in support of a role as a molecular water pump.
PubMed:
Toward understanding tryptophan fluorescence in proteins.
PubMed:
Canavan disease. Analysis of the nature of the metabolic lesions responsible for development of the observed clinical symptoms.
PubMed:
Hydrazide as a ligand moiety in immobilized metal ion affinity chromatography. Separation of BO-IMI and BODIPY-hydrazide.
PubMed:
A review of phylogenetic and metabolic relationships between the acylamino acids, N-acetyl-L-aspartic acid and N-acetyl-L-histidine, in the vertebrate nervous system.
PubMed:
Identification of N-acetylaspartate in the lens of the vertebrate eye: a new model for the investigation of the function of N-acetylated amino acids in vertebrates.
PubMed:
Profiling peptide adducts of oxidized N-acetyldopamine by electrospray mass spectrometry.
PubMed:
Effect of histidine-containing dipeptides on isolated heart under ischemia/reperfusion.
PubMed:
Characterization of products from the reactions of N-acetyldopamine quinone with N-acetylhistidine.
PubMed:
The reaction of 4-hydroxy-2-nonenal with N alpha-acetyl-L-histidine.
PubMed:
Reaction of malondialdehyde (MDA) with alpha-N-acetylhistidine in the presence of alkanal.
PubMed:
Immunochemical detection of 4-hydroxynonenal protein adducts in oxidized hepatocytes.
PubMed:
Detection and identification of the cross-linking amino acids N tau- and N pi-(2'-amino-2'-carboxy-ethyl)-L-histidine ("histidinoalanine", HAL) in heated milk products.
PubMed:
DNA cleavage photoinduced by new water-soluble zinc porphyrins linked to 9-methoxyellipticine.
PubMed:
Calcium sensitizing action of carnosine and other endogenous imidazoles in chemically skinned striated muscle.
PubMed:
Structural requirements for the occupancy of pituitary adenylate-cyclase-activating-peptide (PACAP) receptors and adenylate cyclase activation in human neuroblastoma NB-OK-1 cell membranes. Discovery of PACAP(6-38) as a potent antagonist.
PubMed:
Analysis of novel imidazoles from isolated perfused rabbit heart by two high-performance liquid chromatographic methods.
PubMed:
Modification of histidine residues in proteins by reaction with 4-hydroxynonenal.
PubMed:
Formation of difluorothionoacetyl-protein adducts by S-(1,1,2,2-tetrafluoroethyl)-L-cysteine metabolites: nucleophilic catalysis of stable lysyl adduct formation by histidine and tyrosine.
PubMed:
N-acetylhistidine, glutamate, and beta-alanine are concentrated in a receptor cell layer of the trout inner ear.
PubMed:
Chemical modification of chalcone isomerase by diethyl pyrocarbonate: histidine residues are not essential for catalysis.
PubMed:
LHRH interaction with Zn(II) ions.
PubMed:
Detection, characterisation, and quantification of carnosine and other histidyl derivatives in cardiac and skeletal muscle.
PubMed:
Neurotransmitter-induced currents in retinal bipolar cells of the axolotl, Ambystoma mexicanum.
PubMed:
Development and characterization of a polymer gel with an immobilized enzyme to measure L-glutamate.
PubMed:
Synaptic transmission in amphibian retinae during conditions unfavourable for calcium entry into presynaptic terminals.
PubMed:
Chemical modification of sheep-liver 6-phosphogluconate dehydrogenase by diethylpyrocarbonate. Evidence for an essential histidine residue.
PubMed:
Reactivities of tyrosine, histidine, tryptophan, and methionine in radical pair formation in flavin triplet induced protein nuclear magnetic polarization.
PubMed:
[Determination of the antihistaminic properties of histidine derivatives on models of guinea pig T- and B-lymphocyte rosette formation].
PubMed:
Evidence for the identification of synaptic transmitters released by photoreceptors of the toad retina.
PubMed:
Catalysis of peptide bond formation by histidyl-histidine in a fluctuating clay environment.
PubMed:
In vivo deacetylation of N-acetyl amino acids by kidney acylases in mice and rats. A possible role of acylase system in mammalian kidneys.
PubMed:
Conformation of cobrotoxin in aqueous solution as studied by nuclear magnetic resonance.
PubMed:
A new arylating agent, 2-carboxy-4,6-dinitrochlorobenzene. Reaction with model compounds and bovine pancreatic ribonuclease.
PubMed:
Similarity of tuna N-acetylhistidine deacetylase and cod fish anserinase.
PubMed:
Studies on the heterotropic interaction of hemoglobin. I. Mass spectrometric method for determination of the pKa of the beta-146 histidine residue in human hemoglobin.
PubMed:
Model ligands for copper proteins. Proton magnetic resonance study of acetylhistamine and acetylhistidine complexes with copper(I).
PubMed:
Haem ligands of the ferricytochrome c of Ustilago sphaerogena.
PubMed:
Crystal structure of L-N-acetylhistidine monohydrate: an open and closed case.
PubMed:
Acetylhistidine as substrate for acetylornithinase: a new system for the selection of arginine regulation mutants in Escherichia coli.
PubMed:
N-acetylhistidine metabolism in the brain, heart and lens of the goldfish, Carassius auratus, in vivo: evidence of rapid turnover and a possible intermediate.
PubMed:
Phospholipid reactivation of plasmalogen metabolism.
PubMed:
N-acetylhistidine in developing embryos of the killifish, Fundulus heteroclitus and the zebrafish, Brachydanio rerio.
PubMed:
N-acetylhistidine isolated from frog heart.
PubMed:
[N-acetylhistidine as a donor of acetyl in the biosynthesis of acetylcholine in the brain in fish].
PubMed:
[Differences in N-acetylhistidine level in fresh water and sea water fish].
PubMed:
OCCURRENCE AND DISTRIBUTION OF N-ACETYLHISTIDINE IN BRAIN AND EXTRACEREBRAL TISSUES OF POIKILOTHERMAL VERTEBRATES.
PubMed:
OCCURRENCE OF N-ACETYLHISTIDINE IN THE CENTRAL NERVOUS SYSTEM AND THE EYE OF RANA ESCULENTA.