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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H14N2O2.C2H4O2
Molecular Weight 206.2395
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LYSINE ACETATE

SMILES

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

InChI

InChIKey=RRNJROHIFSLGRA-JEDNCBNOSA-N
InChI=1S/C6H14N2O2.C2H4O2/c7-4-2-1-3-5(8)6(9)10;1-2(3)4/h5H,1-4,7-8H2,(H,9,10);1H3,(H,3,4)/t5-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C2H4O2
Molecular Weight 60.052
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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
Antibodies to SOX13 (ICA12) are associated with type 1 diabetes.
2001
Protein profiling comes of age.
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
Formation of 1,1'-iminodicarboxylic acid derivatives, 2,6-diketo-piperazine and dibenzodiazocine-2,6-dione by variations of multicomponent reactions.
2001 Apr
The fermentative production of L-lysine as an animal feed additive.
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
Ethanol production from wheat straw hemicellulose hydrolysate by Pichia stipitis.
2001 Apr 27
Biochemical and functional characterization of a molecule expressed by a subset of thymic medullary epithelial cells.
2001 Feb
Detection of early gene expression changes during activation of human primary lymphocytes by in vitro synthesis of proteins from polysome-associated mRNAs.
2001 Feb
The effect of protease inhibitors on the two-dimensional electrophoresis pattern of red blood cell membranes.
2001 Feb
In vivo distribution and speciation of [114mIn]InCl3 in the Wistar rat.
2001 Feb
Development of xylose-fermenting yeast Pichia stipitis for ethanol production through adaptation on hardwood hemicellulose acid prehydrolysate.
2001 Feb
Purification and structure elucidation of the N-acetylbacillosamine-containing polysaccharide from Bacillus licheniformis ATCC 9945.
2001 Feb
Improved sensitivity and specificity of enzyme immunoassays with P1-adhesin enriched antigen to detect acute Mycoplasma pneumoniae infection.
2001 Feb 1
Identification of novel hypocholesterolemic peptides derived from bovine milk beta-lactoglobulin.
2001 Feb 16
Identification of a candidate integrin-fraction associated with the activated form of the PDGF-receptor.
2001 Feb 23
Purification and biophysical characterization of a minimal functional domain and of an N-terminal Zn2+-binding fragment from the human papillomavirus type 16 E6 protein.
2001 Feb 6
Uptake and accumulation of exogenous docosahexaenoic acid by Chlorella.
2001 Jan
Endotoxemia and acute-phase proteins in major abdominal surgery.
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
ESR detection of intraphagosomal superoxide in polymorphonuclear leukocytes using 5-(diethoxyphosphoryl)-5-methyl-l-pyrroline-N-oxide.
2001 Jan
Granulocyte markers in induced sputum in patients with respiratory disorders and healthy persons obtained by two sputum-processing methods.
2001 Jan
Inhibition of the nitrosothiol production of cultured osteoarthritic chondrocytes by rhein, cortisol and diclofenac.
2001 Jan
IL-1 beta- and IL-4-induced down-regulation of autotaxin mRNA and PC-1 in fibroblast-like synoviocytes of patients with rheumatoid arthritis (RA).
2001 Jan
Continuous cell introduction for the analysis of individual cells by capillary electrophoresis.
2001 Jan 1
A single-chain variable region immunoglobulin library from the abomasal lymph node of sheep infected with the gastrointestinal nematode parasite Haemonchus contortus.
2001 Jan 26
Isolation and characterization of a new ribosome inactivating protein, momorgrosvin, from seeds of the monk's fruit Momordica grosvenorii.
2001 Jan 5
Panaxagin, a new protein from Chinese ginseng possesses anti-fungal, anti-viral, translation-inhibiting and ribonuclease activities.
2001 Jan 5
The function of interdomain interactions in controlling nucleotide exchange rates in transducin.
2001 Jun 29
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
Post-transcriptional effects of extracellular pH on tumour necrosis factor-alpha production in RAW 246.7 and J774 A.1 cells.
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
Characterisation of L-tryptophan transporters in human placenta: a comparison of brush border and basal membrane vesicles.
2001 Mar 1
Quantitative analysis of specific mRNA species in minute cell samples by RT-PCR and flow cytometry.
2001 Mar 1
Inositol phosphates from barley low-phytate grain mutants analysed by metal-dye detection HPLC and NMR.
2001 Mar 1
Effects of initial particle size on the tableting properties of L-lysine monohydrochloride dihydrate powder.
2001 Mar 14
Enhancement of tumor lysate- and peptide-pulsed dendritic cell-based vaccines by the addition of foreign helper protein.
2001 Mar 15
High pressure increases bactericidal activity and spectrum of lactoferrin, lactoferricin and nisin.
2001 Mar 20
Clinical studies of human papilloma vaccines in pre-invasive and invasive cancer.
2001 Mar 21
Western blotting as a method for studying cell-biomaterial interactions: the role of protein collection.
2001 Mar 5
Influence of crystal shape on the tableting performance of L-lysine monohydrochloride dihydrate.
2001 May
Human corneal GlcNac 6-O-sulfotransferase and mouse intestinal GlcNac 6-O-sulfotransferase both produce keratan sulfate.
2001 May 11
The heme-regulated eukaryotic initiation factor 2alpha kinase. A potential regulatory target for control of protein synthesis by diffusible gases.
2001 May 4
Evidence that the peptidylprolyl isomerase domain of the hsp90-binding immunophilin FKBP52 is involved in both dynein interaction and glucocorticoid receptor movement to the nucleus.
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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:20:00 GMT 2023
Edited
by admin
on Fri Dec 15 15:20:00 GMT 2023
Record UNII
TTL6G7LIWZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LYSINE ACETATE
EP   II   MART.   USP   VANDF   WHO-DD  
Common Name English
LYSINE, L-, MONOACETATE
Common Name English
L-LYSINE ACETATE
JAN   USP-RS  
Common Name English
L-LYSINE ACETATE [USP-RS]
Common Name English
LYSINE ACETATE [USP MONOGRAPH]
Common Name English
LYSINE ACETATE [EP IMPURITY]
Common Name English
L-LYSINE ACETATE [JAN]
Common Name English
L-LYSINE MONOACETATE
Common Name English
LYSINE ACETATE [MART.]
Common Name English
LYSINE ACETATE [II]
Common Name English
LYSINE ACETATE [EP MONOGRAPH]
Common Name English
Lysine acetate [WHO-DD]
Common Name English
LYSINE (AS ACETATE)
Common Name English
Code System Code Type Description
DAILYMED
TTL6G7LIWZ
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
EVMPD
SUB127497
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104640
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
NCI_THESAURUS
C1505
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
CONCEPT Dietary Supplement
SMS_ID
100000091744
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
DRUG BANK
DBSALT001763
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
FDA UNII
TTL6G7LIWZ
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
PUBCHEM
104152
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
RS_ITEM_NUM
1371501
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
ECHA (EC/EINECS)
260-664-4
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
RXCUI
6537
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY RxNorm
DRUG CENTRAL
4453
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
CAS
57282-49-2
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
EVMPD
SUB127496
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
EVMPD
SUB21782
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
NCI_THESAURUS
C66045
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
EPA CompTox
DTXSID80886223
Created by admin on Fri Dec 15 15:20:00 GMT 2023 , Edited by admin on Fri Dec 15 15:20:00 GMT 2023
PRIMARY
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