Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C6H9N3O2.2ClH |
| Molecular Weight | 228.076 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.Cl.N[C@@H](CC1=CNC=N1)C(O)=O
InChI
InChIKey=XEJCDBUNISUVGZ-XRIGFGBMSA-N
InChI=1S/C6H9N3O2.2ClH/c7-5(6(10)11)1-4-2-8-3-9-4;;/h2-3,5H,1,7H2,(H,8,9)(H,10,11);2*1H/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 |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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 |
|---|---|---|
| Incomplete dialysis of protein samples containing 3-[(3-chlolamidopropyl)dimethylammonio]-1-propanesulfonate may lead to erroneous estimation of histidine content on amino acid analysis. | 2001-03-01 |
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| Spectral and metal-binding properties of three single-point tryptophan mutants of the human transferrin N-lobe. | 2001-03-01 |
|
| Translocation breakpoints in FHIT and FRA3B in both homologs of chromosome 3 in an esophageal adenocarcinoma. | 2001-03 |
|
| Involvement of acetyl phosphate in the in vivo activation of the response regulator ComA in Bacillus subtilis. | 2001-02-20 |
|
| Molecular specificities of antibodies against ovine and murine recombinant prion proteins. | 2001-02-16 |
|
| Histidylated polylysine as DNA vector: elevation of the imidazole protonation and reduced cellular uptake without change in the polyfection efficiency of serum stabilized negative polyplexes. | 2001-02-15 |
|
| Abnormal secretion and function of recombinant human factor VII as the result of modification to a calcium binding site caused by a 15-base pair insertion in the F7 gene. | 2001-02-15 |
|
| Defective intracellular transport and processing of JAG1 missense mutations in Alagille syndrome. | 2001-02-15 |
|
| Crystal structure of auracyanin, a "blue" copper protein from the green thermophilic photosynthetic bacterium Chloroflexus aurantiacus. | 2001-02-09 |
|
| Kinetic and mechanistic properties of biotin sulfoxide reductase. | 2001-02-06 |
|
| Replacement of the axial histidine ligand with imidazole in cytochrome c peroxidase. 2. Effects on heme coordination and function. | 2001-02-06 |
|
| Replacement of the axial histidine ligand with imidazole in cytochrome c peroxidase. 1. Effects on structure. | 2001-02-06 |
|
| DNA-protein crosslinks induced by nickel compounds in isolated rat lymphocytes: role of reactive oxygen species and specific amino acids. | 2001-02-01 |
|
| Pumping capacity of bacterial reaction centers and backpressure regulation of energy transduction. | 2001-02 |
|
| Genetic and transcriptional analysis of absA, an antibiotic gene cluster-linked two-component system that regulates multiple antibiotics in Streptomyces coelicolor. | 2001-02 |
|
| The folate cycle and disease in humans. | 2001-02 |
|
| Active site characterization of the single endo-polygalacturonase produced by Fusarium moniliforme NCIM 1276. | 2001-02 |
|
| Three-dimensional structure of the histidine-containing phosphocarrier protein (HPr) from Enterococcus faecalis in solution. | 2001-02 |
|
| The ptsH gene from Bacillus thuringiensis israelensis. Characterization of a new phosphorylation site on the protein HPr. | 2001-02 |
|
| Cloning, expression, and purification of histidine-tagged preS domains of hepatitis B virus. | 2001-02 |
|
| Purification and kinetic characterization of CTP:phosphocholine cytidylyltransferase from Saccharomyces cerevisiae. | 2001-02 |
|
| Refolding and purification of Bothropstoxin-I, a Lys49-phospholipase A2 homologue, expressed as inclusion bodies in Escherichia coli. | 2001-02 |
|
| Purification and characterization of hexahistidine-tagged cyclohexanone monooxygenase expressed in Saccharomyces cerevisiae and Escherichia coli. | 2001-02 |
|
| Molecular genetics of glycogen-storage disease type 1a in Chinese patients of Taiwan. | 2001-02 |
|
| cDNA cloning and initial characterization of CYP3A43, a novel human cytochrome P450. | 2001-02 |
|
| Differential sensitivity of Kv1.4, Kv1.2, and their tandem channel to acidic pH: involvement of a histidine residue in high sensitivity to acidic pH. | 2001-02 |
|
| 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. | 2001-02 |
|
| Direct evidence for the protonation of aspartate-75, proposed to be at a quinol binding site, upon reduction of cytochrome bo3 from Escherichia coli. | 2001-01-30 |
|
| Molecular engineering of myoglobin: the improvement of oxidation activity by replacing Phe-43 with tryptophan. | 2001-01-30 |
|
| Protein control of the redox potential of the primary quinone acceptor in reactioncCenters from Rhodobacter sphaeroides. | 2001-01-30 |
|
| Single-molecule measurements calibrate green fluorescent protein surface densities on transparent beads for use with 'knock-in' animals and other expression systems. | 2001-01-30 |
|
| Use of a Salmonella microsuspension bioassay to detect the mutagenicity of munitions compounds at low concentrations. | 2001-01-25 |
|
| Genotoxic effects of methyl isothiocyanate. | 2001-01-25 |
|
| Expression and purification of polyhistidine-tagged firefly luciferase in insect cells--a potential alternative for process scale-up. | 2001-01-23 |
|
| Site-directed mutagenesis of the bacterial metalloamidase UDP-(3-O-acyl)-N-acetylglucosamine deacetylase (LpxC). Identification of the zinc binding site. | 2001-01-16 |
|
| Effect of metal binding on electrogenic proton transfer associated with reduction of the secondary electron acceptor (QB) in Rhodobacter sphaeroides chromatophores. | 2001-01-16 |
|
| Three pairs of cysteine residues mediate both redox and zn2+ modulation of the nmda receptor. | 2001-01-15 |
|
| Regulation of a mammalian Shaker-related potassium channel, hKv1.5, by extracellular potassium and pH. | 2001-01-12 |
|
| The pagetoid variant of urothelial carcinoma in situ of urinary bladder in a cow. | 2001-01 |
|
| An amicyanin C-terminal loop mutant where the active-site histidine donor cannot be protonated. | 2001-01 |
|
| Rapid deposition of wheat cell wall structural proteins in response to Fusarium-derived elicitors. | 2001-01 |
|
| The effect of amino acid-modifying reagents on chloroplast protein import and the formation of early import intermediates. | 2001-01 |
|
| Synergistic antidiabetic activities of zinc, cyclo (his-pro), and arachidonic acid. | 2001-01 |
|
| Association of allelic loss at the FHIT locus and p53 alterations with tumour kinetics and chromosomal instability in non-small cell lung carcinomas (NSCLCs). | 2001-01 |
|
| Proximal cysteine residue is essential for the enzymatic activities of cytochrome P450cam. | 2001-01 |
|
| Polyphyletic evolution of type II restriction enzymes revisited: two independent sources of second-hand folds revealed. | 2001-01 |
|
| In vitro removal of human IgG autoantibodies by affinity filtration using immobilized L-histidine onto PEVA hollow fiber membranes. | 2001-01 |
|
| Two types of putative nuclear factors that physically interact with histidine-containing phosphotransfer (Hpt) domains, signaling mediators in His-to-Asp phosphorelay, in Arabidopsis thaliana. | 2001-01 |
|
| An increase of mature type skin collagen cross-link, histidinohydroxylysinonorleucine, in the sclerotic skin of morphea. | 2001-01 |
|
| Use of molecular beacons to verify that the serine hydroxymethyltransferase pseudogene SHMT-ps1 is unique to the order Primates. | 2001 |
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.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Tue Apr 01 20:39:48 GMT 2025
by
admin
on
Tue Apr 01 20:39:48 GMT 2025
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| Record UNII |
NGJ9PV8NY8
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| Record Status |
Validated (UNII)
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| Record Version |
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PARENT -> SALT/SOLVATE |
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