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dextro-histidine
hydrogen D-histidinate

Supplier Sponsors

CAS Number: 351-50-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:206-513-8
FDA UNII: Search
Nikkaji Web:J1.290D
Beilstein Number:084089
MDL:MFCD00065963
XlogP3-AA:-3.20 (est)
Molecular Weight:155.15713000
Formula:C6 H9 N3 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:white crystalline powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 285.00 °C. @ 760.00 mm Hg
Boiling Point: 458.00 to 459.00 °C. @ 760.00 mm Hg (est)
Flash Point: 448.00 °F. TCC ( 231.30 °C. ) (est)
logP (o/w): -1.270
Soluble in:
 water, 4.193e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
D-Histidine 95%
Changzhou Longo Chemical
D-Histidine
Glentham Life Sciences
D-Histidine
Penta International
D-HISTIDINE
Santa Cruz Biotechnology
For experimental / research use only.
D-Histidine ≥98%
Sigma-Aldrich: Sigma
For experimental / research use only.
D-Histidine ≥98% (TLC)
TCI AMERICA
For experimental / research use only.
D-Histidine >99.0%(T)(HPLC)
 
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
 
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:
natural substances and extractives
Recommendation for dextro-histidine usage levels up to:
 not for fragrance use.
 
Recommendation for dextro-histidine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):351-50-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :773
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(2R)-2-amino-3-(1H-imidazol-5-yl)propanoic acid
Chemidplus:0000351508
 
References:
 (2R)-2-amino-3-(1H-imidazol-5-yl)propanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):773
Pubchem (sid):134986208
 
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
Golm Metabolome Database:Search
KEGG (GenomeNet):C00768
HMDB (The Human Metabolome Database):Search
YMDB (Yeast Metabolome Database):YMDB00794
Export Tariff Code:2933.29.9000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
(R)-a-amino-1H-imidazole-4-propionic acid
(2R)-2-amino-3-(1H-imidazol-4-yl)propanoic acid
(2R)-2-amino-3-(1H-imidazol-5-yl)propanoic acid
(2R)-2-amino-3-(3H-imidazol-4-yl)propanoic acid
(R)-2-amino-3-(4-imidazolyl)propionic acid
D-histidine
 hydrogen D-histidinate
 

Articles:

PubMed:Specific analogues uncouple transport, signalling, oligo-ubiquitination and endocytosis in the yeast Gap1 amino acid transceptor.
PubMed:Deoxypolypeptides bind and cleave RNA.
PubMed:Enantiomeric in vitro DNA binding, pBR322 DNA cleavage and molecular docking studies of chiral L- and D-ternary copper(II) complexes of histidine and picolinic acid.
PubMed:Chiral recognition of proteins having L-histidine residues on the surface with lanthanide ion complex incorporated-molecularly imprinted fluorescent nanoparticles.
PubMed:D-histidine and L-histidine attenuate zinc-induced neuronal death in GT1-7 cells.
PubMed:Characterization of ergothionase from Burkholderia sp. HME13 and its application to enzymatic quantification of ergothioneine.
PubMed:Exploiting thermodynamic data to optimize the enantioseparation of underivatized amino acids in ligand exchange capillary electrophoresis.
PubMed:Identification of Ni-(L-His)₂ as a substrate for NikABCDE-dependent nickel uptake in Escherichia coli.
PubMed:Carnosine protects neurons against oxidative stress and modulates the time profile of MAPK cascade signaling.
PubMed:Design, synthesis, ADME properties, and pharmacological activities of β-alanyl-D-histidine (D-carnosine) prodrugs with improved bioavailability.
PubMed:Cationic peptides that increase the thermal stabilities of 2'-O-MeRNA/RNA duplexes but do not affect DNA/DNA melting.
PubMed:Potentiometric investigation of protonation reactions at aqueous-aqueous boundaries within a dual-stream microfluidic structure.
PubMed:Inhibitory effect of extracellular histidine on cobalt-induced HIF-1alpha expression.
PubMed:Chiral interactions of histidine in a hydrated vermiculite clay.
PubMed:Chiral histidine selection by D-ribose RNA.
PubMed:Steady-state kinetic mechanism and reductive half-reaction of D-arginine dehydrogenase from Pseudomonas aeruginosa.
PubMed:Conformational changes and substrate recognition in Pseudomonas aeruginosa D-arginine dehydrogenase.
PubMed:The carbonyl scavenger carnosine ameliorates dyslipidaemia and renal function in Zucker obese rats.
PubMed:The second extracellular loop of pore-forming subunits of ATP-binding cassette transporters for basic amino acids plays a crucial role in interaction with the cognate solute binding protein(s).
PubMed:Arginine in the salt-induced peptide formation reaction: enantioselectivity facilitated by glycine, L- and D-histidine.
PubMed:Design, synthesis, and evaluation of carnosine derivatives as selective and efficient sequestering agents of cytotoxic reactive carbonyl species.
PubMed:Catalytic effects of histidine enantiomers and glycine on the formation of dileucine and dimethionine in the salt-induced peptide formation reaction.
PubMed:Possible involvement of phospholipase A(2) and cyclooxygenase in stimulatory action of L-histidine on protein synthesis in L6 myotubes.
PubMed:The catalytic effect of L- and D-histidine on alanine and lysine peptide formation.
PubMed:Histidine absorption across apical surfaces of freshwater rainbow trout intestine: mechanistic characterization and the influence of copper.
PubMed:Factors involved in the germination and inactivation of Bacillus anthracis spores in murine primary macrophages.
PubMed:The copper(II) coordination abilities of three novel cyclic tetrapeptides with -His-Xaa-His- motif.
PubMed:Histidine-induced injury to cultured liver cells, effects of histidine derivatives and of iron chelators.
PubMed:Blood-brain barrier flux of aluminum, manganese, iron and other metals suspected to contribute to metal-induced neurodegeneration.
PubMed:Chiral resolution of histidine using an anti-D-histidine L-RNA aptamer microbore column.
PubMed:Physical characterization of high-affinity gastrointestinal Cu transport in vitro in freshwater rainbow trout Oncorhynchus mykiss.
PubMed:Carbonic anhydrase activators. Activation of isozymes I, II, IV, VA, VII, and XIV with l- and d-histidine and crystallographic analysis of their adducts with isoform II: engineering proton-transfer processes within the active site of an enzyme.
PubMed:High-throughput screening for the asymmetric transformation reaction of L-histidine to D-histidine by capillary array electrophoresis.
PubMed:Role of L-histidine in conferring tolerance to Ni2+ in Sacchromyces cerevisiae cells.
PubMed:A dynamic N-capping motif in cytochrome b5: evidence for a pH-controlled conformational switch.
PubMed:N-alkylated dipeptide amides and related structures as imitations of the melanocortins' active core.
PubMed:Esterification of Escherichia coli tRNAs with D-histidine and D-lysine by aminoacyl-tRNA synthetases.
PubMed:New zinc phosphates decorated by imidazole-containing ligands.
PubMed:Histidine-stimulated divalent metal uptake in human erythrocytes and in the erythroleukaemic cell line HEL.92.1.7.
PubMed:Occurrence of D-histidine residues in antimicrobial poly(arginyl-histidine), conferring resistance to enzymatic hydrolysis.
PubMed:Cleavage of the peptide bond of beta-alanyl-L-histidine (carnosine) induced by a Co(III)-amine complexes: reaction, structure and mechanism.
PubMed:Electrosynthesis of imprinted polyacrylamide membranes for the stereospecific L-histidine sensor and its characterization by AC impedance spectroscopy and piezoelectric quartz crystal technique.
PubMed:L-histidine is a beneficial adjuvant for antiepileptic drugs against maximal electroshock-induced seizures in mice.
PubMed:The mitochondrial ornithine transporter. Bacterial expression, reconstitution, functional characterization, and tissue distribution of two human isoforms.
PubMed:Stereoselective transport of histidine in rat lung microvascular endothelial cells.
PubMed:Amino acid modulation of in vivo intestinal zinc absorption in freshwater rainbow trout.
PubMed:L-histidine but not D-histidine attenuates brain edema following cryogenic injury in rats.
PubMed:Two essential amino acids, L-lysine and L-histidine, in five types of experimental seizures.
PubMed:Effects of intravenous infusion of amino acids and glucose on the yield and concentration of milk protein in dairy cows.
PubMed:Detection and substrate selectivity of new microbial D-amino acid oxidases.
PubMed:GAP1, a novel selection and counter-selection marker for multiple gene disruptions in Saccharomyces cerevisiae.
PubMed:How amino acids control the binding of Cu(II) ions to DNA. Part III. A novel interaction of a histidine complex with DNA.
PubMed:Utilization of D-amino acids by Fusobacterium nucleatum and Fusobacterium varium.
PubMed:Stereoselective blood-brain barrier transport of histidine in rats.
PubMed:Anti-inflammatory and antisecretory potential of histidine in Salmonella-challenged mouse small intestine.
PubMed:Nitrogen metabolism and hormonal responses of steers fed wheat silage and infused with amino acids or casein.
PubMed:Interaction of Pd(II) and Pt(II) Amino Acid Complexes With Dinucleotides.
PubMed:A modification of the N-terminal amino acid in the eremomycin aglycone.
PubMed:Interactions between the histidine stimulation of cadmium and zinc influx into human erythrocytes.
PubMed:Nuclear magnetic resonance studies of thyrotropin-releasing hormone (TRH) and analogues incorporating D-histidine and 4-hydroxy-L-proline.
PubMed:D-histidine utilization in Salmonella typhimurium is controlled by the leucine-responsive regulatory protein (Lrp).
PubMed:The effect of histidine and cysteine on zinc influx into rat and human erythrocytes.
PubMed:pH-metric studies on ternary metal complexes of some amino acids and benzimidazole.
PubMed:Retardation of the senescence of cultured human diploid fibroblasts by carnosine.
PubMed:Transport of zinc-65 at the blood-brain barrier during short cerebrovascular perfusion in the rat: its enhancement by histidine.
PubMed:Enhancement of murine gustatory neural responses to D-amino acids by saccharin.
PubMed:Study of a reagent- and mediator-less biosensor for D-amino acids based on co-immobilized D-amino acid oxidase and peroxidase in carbon paste electrodes.
PubMed:Antinociceptive effects in the formalin and capsaicin tests after intrathecal administration of substance P analogues in mice.
PubMed:Genetically variable taste sensitivity to D-amino acids in mice.
PubMed:Enantioselective pharmacokinetics of alpha-fluoromethylhistidine in rats and its comparison with histidine.
PubMed:Histidine ammonia-lyase from Streptomyces griseus.
PubMed:Purification of histidase from Streptomyces griseus and nucleotide sequence of the hutH structural gene.
PubMed:Effects of amino acids on zinc transport in rat erythrocytes.
PubMed:Effects of histidine on tissue zinc distribution in rats.
PubMed:[Utilization of D-histidine by the derivative strain TA100 of Salmonella typhimurium LT 2].
PubMed:The intact central nervous system of the newborn opossum in long-term culture: fine structure and GABA-mediated inhibition of electrical activity.
PubMed:Histidyl conformations and short N-H...N hydrogen bonds: structure of D,L-histidyl-L,D-histidine pentahydrate.
PubMed:L-histidine augments the response to 1-deamino-8-D-arginine vasopressin in Brattleboro homozygous (di/di) rats.
PubMed:Intracellular iron mediates the enhancing effect of histidine on the cellular killing and clastogenicity induced by H2O2.
PubMed:DNA single strand breakage by H2O2 and ferric or cupric ions: its modulation by histidine.
PubMed:Substance P analogues containing D-histidine antagonize the behavioural effects of intrathecally co-administered substance P in mice.
PubMed:L-serine analogues form Schiff base and quinonoidal intermediates with Escherichia coli tryptophan synthase.
PubMed:Substrate specificity of duckling hepatic and renal D-amino acid oxidase.
PubMed:Binding of a reduced peptide inhibitor to the aspartic proteinase from Rhizopus chinensis: implications for a mechanism of action.
PubMed:[Muscle dipeptides--natural inhibitors of lipid peroxidation].
PubMed:[Amino acid metabolism by thin layer chromatography for the differentiation of Bordetella and Alcaligenes species].
PubMed:Histidine racemization in the synthesis of an analog of the luteinizing hormone releasing factor. Investigation by HPLC and enzymatic methods.
PubMed:Importance of amino acids on vasopressin-stimulated water flow.
PubMed:Mechanism of inactivation of mammalian L-histidine decarboxylase by (S)-alpha-fluoromethylhistidine.
PubMed:Characterization of Bacillus subtilis mutants with a temperature-sensitive intracellular protease.
PubMed:Utilization of the D-isomers of arginine and histidine by chicks and rats.
PubMed:Histamine in the rat brain: effect of treatment with histidine, histamine H1-, and H2-receptor antagonists and tricyclic antidepressant drugs.
PubMed:Protection of transfective poliovirion RNA by histidine.
PubMed:Selection of Bacillus subtilis mutants impaired in ammonia assimilation.
PubMed:Utilization of D-amino acids by dadR mutants of Salmonella typhimurium.
PubMed:Kinetics of D-histidine diffusion across rat intestine in vitro.
PubMed:The effects of D-histiding on the expression of morphine tolerance and physical dependence in mice.
PubMed:A D-amino acid oxidase from Chlorella vulgaris.
PubMed:Cyanide formation from histidine in Chlorella. A general reaction of aromatic amino acids catalyzed by amino acid oxidase systems.
PubMed:[A micro method for the determination of the configuration of histidine in peptides: evidence for partial racemization during peptide synthesis (author's transl)].
PubMed:Numerical determination of intestinal membrane diffusing constants by a gradient method.
PubMed:Histidine ammonia-lyase from rat liver. Purification, properties, and inhibition by substrate analogues.
PubMed:Cyanide formation in preparations from Chlorella and New Zealand spinach leaves: Effect of added amino acids.
PubMed:Mutations affecting glutamine synthetase activity in Salmonella typhimurium.
PubMed:Insensitivity of D-amino acid dehydrogenase synthesis to catabolic repression in dadR mutants of Salmonella typhimurium.
PubMed:Enzymatic production of urocanic acid by Achromobacter liquidum.
PubMed:D-amino acid dehydrogenase: the enzyme of the first step of D-histidine and D-methionine racemization in Salmonella typhimurium.
PubMed:Mutants of Salmonella typhimurium able to utilize D-histidine as a source of L-histidine.
PubMed:The use of dietary-restricted rat intestine for active transport studies.
PubMed:Potentiometric study of equilibria in aqueous solution between copper (II) ions, L (or D)-histidine and L-threonine and their mixtures.
PubMed:The effect of amino acids on the intestinal transport of L- and D-xylose in vitro.
PubMed:Effect of amino acids on sugar absorption.
PubMed:ANTAGONISM OF THE D-FORMS OF THE ESSENTIAL AMINO ACIDS TOWARD THE PROMOTION OF GROWTH BY D-HISTIDINE.
PubMed:QUININE DIMORPHISM: A CARDINAL DETERMINANT OF TASTE SENSITIVITY.
PubMed:Mechanism of protection of cells by spermine against lysozyme-induced lysis.
PubMed:Cell division in a species of Erwinia IV. Metabolic blocks in panothenate biosynthesis and their relationship to inhibition of cell division.
PubMed:The inability of sarcoma RD3 to utilize D-histidine for protein synthesis.
PubMed:Nitrogen balance and hemoglobin of adult rats fed amino acid diets low in L- and D-histidine.
PubMed:The metabolism of urocanic acid, imidazolelactic acid, and D-histidine in the intact rat.
PubMed:The availability of D-histidine, related imidazoles, and D-tryptophan in the mouse.
 
Notes:
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