Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C6H14N2O2.C4H7NO4 |
Molecular Weight | 279.2902 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@@H](CC(O)=O)C(O)=O.NCCCC[C@H](N)C(O)=O
InChI
InChIKey=CPYVQXAASIFAMD-KNIFDHDWSA-N
InChI=1S/C6H14N2O2.C4H7NO4/c7-4-2-1-3-5(8)6(9)10;5-2(4(8)9)1-3(6)7/h5H,1-4,7-8H2,(H,9,10);2H,1,5H2,(H,6,7)(H,8,9)/t5-;2-/m00/s1
Molecular Formula | C6H14N2O2 |
Molecular Weight | 146.1876 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | C4H7NO4 |
Molecular Weight | 133.1027 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.nap.edu/read/10490/chapter/12Curator's Comment: description was created based on several sources, including
https://www.drugs.com/npp/lysine.html | https://www.ncbi.nlm.nih.gov/pubmed/26252373
Sources: https://www.nap.edu/read/10490/chapter/12
Curator's Comment: description was created based on several sources, including
https://www.drugs.com/npp/lysine.html | https://www.ncbi.nlm.nih.gov/pubmed/26252373
Lysing is an essential basic amino-acid encoded by codone AAA and AAG, and used in the biosynthesis of proteins. The daily requirement for lysine is 38 mg/kg body weight. The most rich source of lysine is fish, beef, chicken. In a clinical study lysine supplements was found to be an effective for reduction of occurrence, severity and healing time for recurrent HSV infection, however Cochrane Review concluded that the evidence is insufficient. Lysine was investigated for improving anxiety, ameliorating angina prectoris. Lysine acetylsalicylate has been used to treat pain and to detoxify the body after heroin use. Lysine clonixinate has been used for its analgesic properties for the treatment of migraine headaches and other painful conditions. However, limited clinical trials exist for these conditions.
CNS Activity
Originator
Sources: https://www.drugs.com/npp/lysine.html
Curator's Comment: Lysine was first isolated from casein (a milk phosphoprotein) in 1889 by the German dentist Heinrich Drechsel
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1875 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28103616 |
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Target ID: CHEMBL2093872 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8587651 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | L-LYSINE MONOHYDRATE Approved UseLysine has been studied for the prevention and treatment of herpes infections and cold sores. |
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Primary | L-LYSINE MONOHYDRATE Approved UseLysine supplements may relieve effort-related angina pectoris. |
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Sources: https://www.drugs.com/npp/lysine.html |
Primary | L-LYSINE MONOHYDRATE Approved UseLysine increases the intestinal absorption and reduces the renal elimination of calcium. |
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Sources: https://www.drugs.com/npp/lysine.html |
Primary | L-LYSINE MONOHYDRATE Approved UseLysine is believed to exert anxiolytic effects by acting as a partial serotonin receptor 4 antagonist and as a partial benzodiazepine agonist |
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Palliative | L-LYSINE MONOHYDRATE Approved UseLysine acetylsalicylate has been used to detoxify the body after heroin use. |
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Primary | NEOPROFEN Approved UseNeoProfen is indicated to close a clinically significant patent ductus arteriosus (PDA) in premature infants weighing between 500 and 1500 g, who are no more than 32 weeks gestational age when usual medical management (e.g., fluid restriction, diuretics, respiratory support, etc.) is ineffective. The clinical trial was conducted among infants with an asymptomatic PDA. However, the consequences beyond 8 weeks after treatment have not been evaluated; therefore, treatment should be reserved for infants with clear evidence of a clinically significant PDA. Launch Date2006 |
PubMed
Title | Date | PubMed |
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Antibodies to SOX13 (ICA12) are associated with type 1 diabetes. | 2001 |
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Assays for mitogen-activated protein kinase (MAPK) subtypes and MAPK activating protein kinase-2 (MAPKAP K-2) using a common cell lysate. | 2001 |
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Identification of the alpha-aminoadipic semialdehyde dehydrogenase-phosphopantetheinyl transferase gene, the human ortholog of the yeast LYS5 gene. | 2001 Apr |
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Formation of 1,1'-iminodicarboxylic acid derivatives, 2,6-diketo-piperazine and dibenzodiazocine-2,6-dione by variations of multicomponent reactions. | 2001 Apr |
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The number of morphological synapses between neurons does not predict the strength of their physiological synaptic interactions: a study of dendrites in the nematode Ascaris suum. | 2001 Apr 16 |
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Properties of microtubules assembled from mammalian tubulin synthesized in Escherichia coli. | 2001 Apr 17 |
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Peflin and ALG-2, members of the penta-EF-hand protein family, form a heterodimer that dissociates in a Ca2+-dependent manner. | 2001 Apr 27 |
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Ethanol production from wheat straw hemicellulose hydrolysate by Pichia stipitis. | 2001 Apr 27 |
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Biochemical and functional characterization of a molecule expressed by a subset of thymic medullary epithelial cells. | 2001 Feb |
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Isolation of the Escherichia coli nucleoid. | 2001 Feb |
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Detection of early gene expression changes during activation of human primary lymphocytes by in vitro synthesis of proteins from polysome-associated mRNAs. | 2001 Feb |
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The effect of protease inhibitors on the two-dimensional electrophoresis pattern of red blood cell membranes. | 2001 Feb |
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In vivo distribution and speciation of [114mIn]InCl3 in the Wistar rat. | 2001 Feb |
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L-lysine reduces nonenzymatic glycation of glomerular basement membrane collagen and albuminuria in diabetic rats. | 2001 Feb |
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Endotoxin, endotoxin-neutralizing-capacity, sCD14, sICAM-1, and cytokines in patients with various degrees of alcoholic liver disease. | 2001 Feb |
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How does endotoxin trigger inflammation in otitis media with effusion? | 2001 Feb |
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Characterization of the lipopolysaccharide of Yersinia pestis. | 2001 Feb |
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The role of small intestinal bacterial overgrowth, intestinal permeability, endotoxaemia, and tumour necrosis factor alpha in the pathogenesis of non-alcoholic steatohepatitis. | 2001 Feb |
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Evidence that fragile X mental retardation protein is a negative regulator of translation. | 2001 Feb 15 |
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Uptake and accumulation of exogenous docosahexaenoic acid by Chlorella. | 2001 Jan |
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Endotoxemia and acute-phase proteins in major abdominal surgery. | 2001 Jan |
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Inhibition of the nitrosothiol production of cultured osteoarthritic chondrocytes by rhein, cortisol and diclofenac. | 2001 Jan |
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Interaction of poly(rC)-binding protein 2 with the 5'-terminal stem loop of the hepatitis C-virus genome. | 2001 Jan |
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Cryptosporidium infection in Bedouin infants assessed by prospective evaluation of anticryptosporidial antibodies and stool examination. | 2001 Jan 15 |
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Acceleration of thrombomodulin gene transcription by retinoic acid: retinoic acid receptors and Sp1 regulate the promoter activity through interactions with two different sequences in the 5'-flanking region of human gene. | 2001 Jan 26 |
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Isolation and characterization of a new ribosome inactivating protein, momorgrosvin, from seeds of the monk's fruit Momordica grosvenorii. | 2001 Jan 5 |
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Hsp90 regulates p50(cdc37) function during the biogenesis of the activeconformation of the heme-regulated eIF2 alpha kinase. | 2001 Jan 5 |
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The function of interdomain interactions in controlling nucleotide exchange rates in transducin. | 2001 Jun 29 |
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Chemical and biological evaluation of endotoxin contamination on natural rubber latex products. | 2001 Jun 5 |
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T cell-dependent antitumor immunity mediated by secondary lymphoid tissue chemokine: augmentation of dendritic cell-based immunotherapy. | 2001 Mar 1 |
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Characterisation of L-tryptophan transporters in human placenta: a comparison of brush border and basal membrane vesicles. | 2001 Mar 1 |
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Inositol phosphates from barley low-phytate grain mutants analysed by metal-dye detection HPLC and NMR. | 2001 Mar 1 |
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Effects of initial particle size on the tableting properties of L-lysine monohydrochloride dihydrate powder. | 2001 Mar 14 |
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Enhancement of tumor lysate- and peptide-pulsed dendritic cell-based vaccines by the addition of foreign helper protein. | 2001 Mar 15 |
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Induction and clonal expansion of tumor-specific cytotoxic T lymphocytes from renal cell carcinoma patients after stimulation with autologous dendritic cells loaded with tumor cells. | 2001 Mar 15 |
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High pressure increases bactericidal activity and spectrum of lactoferrin, lactoferricin and nisin. | 2001 Mar 20 |
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Clinical studies of human papilloma vaccines in pre-invasive and invasive cancer. | 2001 Mar 21 |
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Characterization of mouse brain-specific angiogenesis inhibitor 1 (BAI1) and phytanoyl-CoA alpha-hydroxylase-associated protein 1, a novel BAI1-binding protein. | 2001 Mar 5 |
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Influence of crystal shape on the tableting performance of L-lysine monohydrochloride dihydrate. | 2001 May |
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Human corneal GlcNac 6-O-sulfotransferase and mouse intestinal GlcNac 6-O-sulfotransferase both produce keratan sulfate. | 2001 May 11 |
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Inhibition of cytosolic phospholipase A2 by annexin I. Specific interaction model and mapping of the interaction site. | 2001 May 11 |
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Isolation and characterization of senescence-induced cDNAs encoding deoxyhypusine synthase and eucaryotic translation initiation factor 5A from tomato. | 2001 May 18 |
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CYP2A6*6, a novel polymorphism in cytochrome p450 2A6, has a single amino acid substitution (R128Q) that inactivates enzymatic activity. | 2001 May 25 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.nap.edu/read/10490/chapter/12
Lysin is an essential amino-acid. The daily requirement for lysine is 38 mg/kg body weight. The most rich source of lysine is fish, beef, chicken.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28103616
In the in vitro study of herpes simplex virus (HSV) growth in tissue culture, arginine deficiency suppressed HSV growth. Maximum herpes growth (as measured by plaques counting) was observed in flasks, containing 10-20 ug/ml of arginine. The addition of 50 ug/ml of lysine to the flasks containing 2.5 and 5.0 ug/ml of arginine reduced the number of viable plaque-forming units (PFU) from 3300 and 48800 to less than 10.
Substance Class |
Chemical
Created
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Record UNII |
23227F83U0
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Record Status |
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Record Version |
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PARENT -> SALT/SOLVATE |
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ACTIVE MOIETY |