acetyl histidine
L-histidine, N-acetyl-
Constit. of the tissues of various fish and amphibian spp.
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(2S)-2-acetamido-3-(1H-imidazol-5-yl)propanoic acid (Click)
CAS Number: 2497-02-1Picture of molecule
ECHA EINECS - REACH Pre-Reg: 219-678-6
Nikkaji Web: J125.811G
MDL: MFCD00005206
XlogP3-AA: -0.70 (est)
Molecular Weight: 197.19427000
Formula: C8 H11 N3 O3
NMR Predictor: Predict (works with chrome or firefox)
Also(can) Contains: N-alpha-acetyl-laevo-histidine monohydrate
Category: emollients, humectants, skin conditioning
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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)
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Organoleptic Properties:
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: emollients
skin conditioning
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Santa Cruz Biotechnology
For experimental / research use only.
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Safety Information:
Preferred SDS: View
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
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
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.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 75619
National Institute of Allergy and Infectious Diseases: Data
 (2S)-2-acetamido-3-(1H-imidazol-5-yl)propanoic acid
Chemidplus: 0002497021
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 (2S)-2-acetamido-3-(1H-imidazol-5-yl)propanoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 75619
Pubchem (sid): 135031072
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
KEGG (GenomeNet): C02997
HMDB (The Human Metabolome Database): HMDB32055
FooDB: FDB008762
ChemSpider: View
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Potential Blenders and core components note
None Found
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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(S)-2-acetamido-3-(1H-imidazol-4-yl)propanoic acid
(2S)-2-acetamido-3-(1H-imidazol-5-yl)propanoic acid
N-acetyl histidine
(2S)-2-(acetylamino)-3-imidazol-4-ylpropanoic acid
L-histidine, N-acetyl-
L-histidine, N-acetyl- (9CI)
L-histidine, N-acetyl-,
 histidine, N-acetyl-, L-
 histidine, N-acetyl-, L- (8CI)
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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].
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