U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C6H14N2O2.ClH
Molecular Weight 182.649
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LYSINE HYDROCHLORIDE

SMILES

Cl.NCCCC[C@H](N)C(O)=O

InChI

InChIKey=BVHLGVCQOALMSV-JEDNCBNOSA-N
InChI=1S/C6H14N2O2.ClH/c7-4-2-1-3-5(8)6(9)10;/h5H,1-4,7-8H2,(H,9,10);1H/t5-;/m0./s1

HIDE SMILES / InChI

Description
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.

Originator

Curator's Comment: Lysine was first isolated from casein (a milk phosphoprotein) in 1889 by the German dentist Heinrich Drechsel

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
L-LYSINE MONOHYDRATE

Approved Use

Lysine has been studied for the prevention and treatment of herpes infections and cold sores.
Primary
L-LYSINE MONOHYDRATE

Approved Use

Lysine supplements may relieve effort-related angina pectoris.
Primary
L-LYSINE MONOHYDRATE

Approved Use

Lysine increases the intestinal absorption and reduces the renal elimination of calcium.
Primary
L-LYSINE MONOHYDRATE

Approved Use

Lysine is believed to exert anxiolytic effects by acting as a partial serotonin receptor 4 antagonist and as a partial benzodiazepine agonist
Palliative
L-LYSINE MONOHYDRATE

Approved Use

Lysine acetylsalicylate has been used to detoxify the body after heroin use.
Primary
NEOPROFEN

Approved Use

NeoProfen 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 Date

2006
PubMed

PubMed

TitleDatePubMed
Thermal and enzymatic recovering of proteins from untanned leather waste.
2001
Identification of the alpha-aminoadipic semialdehyde dehydrogenase-phosphopantetheinyl transferase gene, the human ortholog of the yeast LYS5 gene.
2001 Apr
A systematic approach to the analysis of protein phosphorylation.
2001 Apr
Differences in sialic acid density in pathogenic and non-pathogenic Aspergillus species.
2001 Apr
Translational extracts active biologically in vitro obtained from eukaryotic monolayer cells: a versatile method for viral RNA studies.
2001 Apr
Effect of the degree of fatty acid unsaturation of rat heart mitochondria on their rates of H2O2 production and lipid and protein oxidative damage.
2001 Apr 15
Properties of microtubules assembled from mammalian tubulin synthesized in Escherichia coli.
2001 Apr 17
Glycophorin as a receptor for Escherichia coli alpha-hemolysin in erythrocytes.
2001 Apr 20
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
Ethanol production from wheat straw hemicellulose hydrolysate by Pichia stipitis.
2001 Apr 27
L-lysine reduces nonenzymatic glycation of glomerular basement membrane collagen and albuminuria in diabetic rats.
2001 Feb
Endotoxin, endotoxin-neutralizing-capacity, sCD14, sICAM-1, and cytokines in patients with various degrees of alcoholic liver disease.
2001 Feb
Hydrolysed protein accelerates the gastrointestinal transport of formula in preterm infants.
2001 Feb
Purification and structure elucidation of the N-acetylbacillosamine-containing polysaccharide from Bacillus licheniformis ATCC 9945.
2001 Feb
Affinity purification of Csk protein tyrosine kinase based on its catalytic requirement for divalent metal cations.
2001 Feb
Characterization of the lipopolysaccharide of Yersinia pestis.
2001 Feb
Rapid polyubiquitination and proteasomal degradation of a mutant form of NAD(P)H:quinone oxidoreductase 1.
2001 Feb
Uptake and accumulation of exogenous docosahexaenoic acid by Chlorella.
2001 Jan
Influence of lysates of the salivary glands of Lutzomyia longipalpis on the development of a Leishmania-major-like parasite in the skin of the golden hamster.
2001 Jan
A novel protein-RNA binding assay: functional interactions of the foot-and-mouth disease virus internal ribosome entry site with cellular proteins.
2001 Jan
Inhibition of the nitrosothiol production of cultured osteoarthritic chondrocytes by rhein, cortisol and diclofenac.
2001 Jan
Selectively labeling the heterologous protein in Escherichia coli for NMR studies: a strategy to speed up NMR spectroscopy.
2001 Jan
Increased stability of nucleophosmin/B23 in anti-apoptotic effect of ras during serum deprivation.
2001 Jan
Therapy of HPV 16-associated carcinoma with dendritic cell-based vaccines: in vitro priming of the effector cell responses by DC pulsed with tumour lysates and synthetic RAHYNIVTF peptide.
2001 Jan
Mechanism of release of urinary Tamm-Horsfall glycoprotein from the kidney GPI-anchored counterpart.
2001 Jan 12
Cryptosporidium infection in Bedouin infants assessed by prospective evaluation of anticryptosporidial antibodies and stool examination.
2001 Jan 15
Isolation and characterization of a new ribosome inactivating protein, momorgrosvin, from seeds of the monk's fruit Momordica grosvenorii.
2001 Jan 5
Hsp90 regulates p50(cdc37) function during the biogenesis of the activeconformation of the heme-regulated eIF2 alpha kinase.
2001 Jan 5
Enhancement of antitumor immune response in glioma models in mice by genetically modified dendritic cells pulsed with Semliki forest virus-mediated complementary DNA.
2001 Mar
Investigating the surface expression of the renal type IIa Na+/Pi-cotransporter in Xenopus laevis oocytes.
2001 Mar 1
T cell-dependent antitumor immunity mediated by secondary lymphoid tissue chemokine: augmentation of dendritic cell-based immunotherapy.
2001 Mar 1
XIAP regulates Akt activity and caspase-3-dependent cleavage during cisplatin-induced apoptosis in human ovarian epithelial cancer cells.
2001 Mar 1
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
Evaluation of prototype transmembrane 4 superfamily protein complexes and their relation to lipid rafts.
2001 Mar 16
A simple method for midkine purification by affinity chromatography with a heavy chain variable domain (VH) fragment of antibody.
2001 Mar 28
Western blotting as a method for studying cell-biomaterial interactions: the role of protein collection.
2001 Mar 5
Isolation and characterization of senescence-induced cDNAs encoding deoxyhypusine synthase and eucaryotic translation initiation factor 5A from tomato.
2001 May 18
The heme-regulated eukaryotic initiation factor 2alpha kinase. A potential regulatory target for control of protein synthesis by diffusible gases.
2001 May 4
Patents

Sample Use Guides

In Vivo Use Guide
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 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.
Name Type Language
LYSINE HYDROCHLORIDE
EP   JAN   MART.   USAN   USP   VANDF   WHO-DD  
USAN  
Official Name English
L-LYSINE MONOHYDROCHLORIDE
FCC  
Systematic Name English
LYSINE, L-, MONOHYDROCHLORIDE
Common Name English
L-LYSINE HYDROCHLORIDE [JAN]
Common Name English
NSC-9253
Code English
L-LYSINE HYDROCHLORIDE [USP-RS]
Common Name English
LYSINE HYDROCHLORIDE [JAN]
Common Name English
L-LYSINE MONOHYDROCHLORIDE [FCC]
Common Name English
LYSINE HCL [INCI]
Common Name English
Lysine hydrochloride [WHO-DD]
Common Name English
LYSINE HCL
INCI  
INCI  
Official Name English
LYSINE HYDROCHLORIDE [EP MONOGRAPH]
Common Name English
LYSINE HYDROCHLORIDE [VANDF]
Common Name English
LYSINE HYDROCHLORIDE [MART.]
Common Name English
L-LYSINE HYDROCHLORIDE
JAN   USP-RS  
Systematic Name English
LYSINE MONOHYDROCHLORIDE [MI]
Common Name English
LYSINE HYDROCHLORIDE [USAN]
Common Name English
LYSINE HCL, L-
Common Name English
LYSINE MONOHYDROCHLORIDE
MI  
Systematic Name English
LYSINE HYDROCHLORIDE [USP MONOGRAPH]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 310.537
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
CFR 21 CFR 172.320
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
Code System Code Type Description
DAILYMED
JNJ23Q2COM
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
CAS
10098-89-2
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
NON-SPECIFIC STOICHIOMETRY
ChEMBL
CHEMBL2105886
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
EVMPD
SUB127503
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
EVMPD
SUB29996
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
PUBCHEM
69568
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
EPA CompTox
DTXSID9029198
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
FDA UNII
JNJ23Q2COM
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
SMS_ID
100000089937
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
NCI_THESAURUS
C73592
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
GRAS Notification (GRN No.)
414
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
NSC
9253
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
CHEBI
53633
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PRIMARY
EVMPD
SUB12523MIG
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PRIMARY
MERCK INDEX
m6967
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY Merck Index
EVMPD
SUB14397MIG
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
ECHA (EC/EINECS)
211-519-9
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
DRUG BANK
DBSALT001756
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
CAS
657-27-2
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
RS_ITEM_NUM
1372005
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY
RXCUI
6538
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
PRIMARY RxNorm
NCI_THESAURUS
C1505
Created by admin on Fri Dec 15 15:13:49 GMT 2023 , Edited by admin on Fri Dec 15 15:13:49 GMT 2023
CONCEPT Dietary Supplement