Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C6H9N3O2 |
Molecular Weight | 155.1546 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@@H](CC1=CNC=N1)C(O)=O
InChI
InChIKey=HNDVDQJCIGZPNO-YFKPBYRVSA-N
InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1
Molecular Formula | C6H9N3O2 |
Molecular Weight | 155.1546 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/1123426Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15612036 | http://www.sciencedirect.com/science/article/pii/S0010854504002371 | https://www.drugs.com/drp/custodiol-htk-solution.html | http://www.pharmanovia.com/fileadmin/user_upload/Pdf_filer/Custodiol_Package_Insert_09-04-03.pdf
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1123426
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15612036 | http://www.sciencedirect.com/science/article/pii/S0010854504002371 | https://www.drugs.com/drp/custodiol-htk-solution.html | http://www.pharmanovia.com/fileadmin/user_upload/Pdf_filer/Custodiol_Package_Insert_09-04-03.pdf
Histidine is an essential amino acid. L-histidine is converted to histamine by histidine decarboxylase, a pyridoxal 5'-phosphate-dependent enzyme. The copper(II)–l-histidine (1:2 complex at physiological pH) has been widely used in the treatment of Menkes disease (a genetic neurodegenerative disorder that leads to early death in the children due to impaired copper metabolism) and more recent use has been reported in the treatment of infantile hypertrophic cardioencephalomyopathy (a condition caused by mutations in SCO2, a cytochrome c oxidase assembly gene). CUSTODIOL HTK (Histidine-tryptophan-ketoglutarate) Solution is indicated for perfusion and flushing of donor kidneys, liver, and heart prior to removal from the donor or immediately after removal from the donor.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: P19113 Gene ID: 3067.0 Gene Symbol: HDC Target Organism: Homo sapiens (Human) |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | FreAmine III Approved Use3% FreAmine® III (Amino Acid Injection) with Electrolytes is designed for peripheral administration to well-nourished mildly catabolic adult patients who require only short-term parenteral nutrition. In medical or routine postsurgical patients where enteral nutrition is not desirable or cannot be tolerated, protein sparing can be achieved by the peripheral infusion of amino acid solutions with or without nonprotein calories. Launch Date1971 |
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Sources: https://www.ncbi.nlm.nih.gov/pubmed/15809910 |
Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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L-amino acid sensing by the extracellular Ca2+-sensing receptor. | 2000 Apr 25 |
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Primary structure, genomic organization, and functional and electrogenic characteristics of human system N 1, a Na+- and H+-coupled glutamine transporter. | 2000 Aug 4 |
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Protein histidine kinase. | 2001 |
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The ptsH gene from Bacillus thuringiensis israelensis. Characterization of a new phosphorylation site on the protein HPr. | 2001 Feb |
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Cloning, expression, and purification of histidine-tagged preS domains of hepatitis B virus. | 2001 Feb |
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Refolding and purification of Bothropstoxin-I, a Lys49-phospholipase A2 homologue, expressed as inclusion bodies in Escherichia coli. | 2001 Feb |
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Molecular genetics of glycogen-storage disease type 1a in Chinese patients of Taiwan. | 2001 Feb |
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cDNA cloning and initial characterization of CYP3A43, a novel human cytochrome P450. | 2001 Feb |
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A soluble two-component regulatory system controls expression of quinoprotein ethanol dehydrogenase (QEDH) but not expression of cytochrome c(550) of the ethanol-oxidation system in Pseudomonas aeruginosa. | 2001 Feb |
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Defective intracellular transport and processing of JAG1 missense mutations in Alagille syndrome. | 2001 Feb 15 |
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Molecular specificities of antibodies against ovine and murine recombinant prion proteins. | 2001 Feb 16 |
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Angiotensin I-converting enzyme transition state stabilization by HIS1089: evidence for a catalytic mechanism distinct from other gluzincin metalloproteinases. | 2001 Feb 16 |
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High resolution structure of the phosphohistidine-activated form of Escherichia coli cofactor-dependent phosphoglycerate mutase. | 2001 Feb 2 |
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Purification and characterization of a novel calcium-binding protein from the extrapallial fluid of the mollusc, Mytilus edulis. | 2001 Feb 9 |
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Modification of surface histidine residues abolishes the cytotoxic activity of Clostridium difficile toxin A. | 2001 Feb-Mar |
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Expression and characterization of Flag-epitope- and hexahistidine-tagged derivatives of saxiphilin for use in detection and assay of saxitoxin. | 2001 Feb-Mar |
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An increase of mature type skin collagen cross-link, histidinohydroxylysinonorleucine, in the sclerotic skin of morphea. | 2001 Jan |
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Characterization of the Co(2+) and Ni(2+) binding amino-acid residues of the N-terminus of human albumin. An insight into the mechanism of a new assay for myocardial ischemia. | 2001 Jan |
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An in vivo study of ovine placental transport of essential amino acids. | 2001 Jan |
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Multiple regions with allelic loss at chromosome 3 in superficial multifocal bladder tumors. | 2001 Jan |
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Targeting of cytoskeletal proteins to the flagellum of Trypanosoma brucei. | 2001 Jan |
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Analysis of the subsite specificity of rat insulysin using fluorogenic peptide substrates. | 2001 Jan 12 |
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Structures of prolyl oligopeptidase substrate/inhibitor complexes. Use of inhibitor binding for titration of the catalytic histidine residue. | 2001 Jan 12 |
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Site-directed mutagenesis of the bacterial metalloamidase UDP-(3-O-acyl)-N-acetylglucosamine deacetylase (LpxC). Identification of the zinc binding site. | 2001 Jan 16 |
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Effect of metal binding on electrogenic proton transfer associated with reduction of the secondary electron acceptor (QB) in Rhodobacter sphaeroides chromatophores. | 2001 Jan 16 |
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Chemical rescue of phosphoryl transfer in a cavity mutant: a cautionary tale for site-directed mutagenesis. | 2001 Jan 16 |
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Use of a Salmonella microsuspension bioassay to detect the mutagenicity of munitions compounds at low concentrations. | 2001 Jan 25 |
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Genotoxic effects of methyl isothiocyanate. | 2001 Jan 25 |
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Mutations that affect ligand binding to the Escherichia coli aspartate receptor: implications for transmembrane signaling. | 2001 Jan 26 |
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Direct evidence for the protonation of aspartate-75, proposed to be at a quinol binding site, upon reduction of cytochrome bo3 from Escherichia coli. | 2001 Jan 30 |
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Protein control of the redox potential of the primary quinone acceptor in reactioncCenters from Rhodobacter sphaeroides. | 2001 Jan 30 |
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Single-molecule measurements calibrate green fluorescent protein surface densities on transparent beads for use with 'knock-in' animals and other expression systems. | 2001 Jan 30 |
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Amino acid residues involved in the coordination and assembly of the manganese cluster of photosystem II. Proton-coupled electron transport of the redox-active tyrosines and its relationship to water oxidation. | 2001 Jan 5 |
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Translocation breakpoints in FHIT and FRA3B in both homologs of chromosome 3 in an esophageal adenocarcinoma. | 2001 Mar |
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Quaternary structure of rice nonsymbiotic hemoglobin. | 2001 Mar 2 |
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A single histidine residue determines the pH sensitivity of the pacemaker channel HCN2. | 2001 Mar 2 |
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Substrate-binding clusters of the K+-transporting Kdp ATPase of Escherichia coli investigated by amber suppression scanning mutagenesis. | 2001 Mar 30 |
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Zinc release from the CH2C6 zinc finger domain of FILAMENTOUS FLOWER protein from Arabidopsis thaliana induces self-assembly. | 2001 Mar 9 |
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Flavohemoglobin, a globin with a peroxidase-like catalytic site. | 2001 Mar 9 |
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The two major plant plasma membrane H+-ATPases display different regulatory properties. | 2001 Mar 9 |
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Identification of the bile acid-binding site of the ileal lipid-binding protein by photoaffinity labeling, matrix-assisted laser desorption ionization-mass spectrometry, and NMR structure. | 2001 Mar 9 |
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Identification of a heparin binding domain in the N-terminal cleavage site of pro-islet amyloid polypeptide. Implications for islet amyloid formation. | 2001 May 18 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/342692
Rheumatoid arthritis patients were treated with L-histidine 4.5 g daily
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16107255
Histidine significantly inhibited both hydrogen peroxide- and TNF-alpha-induced IL-8 secretion and mRNA expression in Caco-2 cells and HT-29 cells. These inhibitions were dose dependent and the inhibition rate of hydrogen peroxide-induced IL-8 secretion reached more than 50% at a concentration of 25 mM, with over 95% inhibition at a concentration of 50 mM.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:00:54 GMT 2023
by
admin
on
Fri Dec 15 15:00:54 GMT 2023
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Record UNII |
4QD397987E
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Record Status |
Validated (UNII)
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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METABOLITE -> PARENT |
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METABOLITE -> PARENT |
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
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ACTIVE MOIETY |