Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C6H9N3O2.ClH |
| Molecular Weight | 191.616 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.N[C@@H](CC1=CNC=N1)C(O)=O
InChI
InChIKey=QZNNVYOVQUKYSC-JEDNCBNOSA-N
InChI=1S/C6H9N3O2.ClH/c7-5(6(10)11)1-4-2-8-3-9-4;/h2-3,5H,1,7H2,(H,8,9)(H,10,11);1H/t5-;/m0./s1
DescriptionCurator'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
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 |
|---|---|---|---|
Target ID: P19113 Gene ID: 3067.0 Gene Symbol: HDC Target Organism: Homo sapiens (Human) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| 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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| 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 |
|---|---|---|
| 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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| Use of molecular beacons to verify that the serine hydroxymethyltransferase pseudogene SHMT-ps1 is unique to the order Primates. | 2001 |
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| Multiple conformations of catalytic serine and histidine in acetylxylan esterase at 0.90 A. | 2001 Apr 6 |
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| Three-dimensional structure of the histidine-containing phosphocarrier protein (HPr) from Enterococcus faecalis in solution. | 2001 Feb |
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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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| Molecular genetics of glycogen-storage disease type 1a in Chinese patients of Taiwan. | 2001 Feb |
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| DNA-protein crosslinks induced by nickel compounds in isolated rat lymphocytes: role of reactive oxygen species and specific amino acids. | 2001 Feb 1 |
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| Involvement of acetyl phosphate in the in vivo activation of the response regulator ComA in Bacillus subtilis. | 2001 Feb 20 |
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| Replacement of the axial histidine ligand with imidazole in cytochrome c peroxidase. 2. Effects on heme coordination and function. | 2001 Feb 6 |
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| Replacement of the axial histidine ligand with imidazole in cytochrome c peroxidase. 1. Effects on structure. | 2001 Feb 6 |
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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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| Rapid deposition of wheat cell wall structural proteins in response to Fusarium-derived elicitors. | 2001 Jan |
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| Polyphyletic evolution of type II restriction enzymes revisited: two independent sources of second-hand folds revealed. | 2001 Jan |
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| In vitro removal of human IgG autoantibodies by affinity filtration using immobilized L-histidine onto PEVA hollow fiber membranes. | 2001 Jan |
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| Regulation of a mammalian Shaker-related potassium channel, hKv1.5, by extracellular potassium and pH. | 2001 Jan 12 |
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| Crystal structure of an enzyme-substrate complex provides insight into the interaction between human arylsulfatase A and its substrates during catalysis. | 2001 Jan 12 |
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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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| African swine fever virus protease, a new viral member of the SUMO-1-specific protease family. | 2001 Jan 5 |
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| Acylation of lysine 983 is sufficient for toxin activity of Bordetella pertussis adenylate cyclase. Substitutions of alanine 140 modulate acylation site selectivity of the toxin acyltransferase CyaC. | 2001 Jan 5 |
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| Outer sphere mutations perturb metal reactivity in manganese superoxide dismutase. | 2001 Jan 9 |
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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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| Spectral and metal-binding properties of three single-point tryptophan mutants of the human transferrin N-lobe. | 2001 Mar 1 |
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| Quaternary structure of rice nonsymbiotic hemoglobin. | 2001 Mar 2 |
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| Construction of a high affinity zinc binding site in the metabotropic glutamate receptor mGluR1: noncompetitive antagonism originating from the amino-terminal domain of a family C G-protein-coupled receptor. | 2001 Mar 30 |
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| Role of two histidines in the (6-4) photolyase reaction. | 2001 Mar 30 |
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| Crystal structure of the "cab"-type beta class carbonic anhydrase from the archaeon Methanobacterium thermoautotrophicum. | 2001 Mar 30 |
Patents
Sample Use Guides
Rheumatoid arthritis patients were treated with L-histidine 4.5 g daily
Route of Administration:
Oral
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.
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NCI_THESAURUS |
C68442
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CHEMBL17962
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100000078312
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ACTIVE MOIETY
SUBSTANCE RECORD
