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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H14N2O2.C4H6O4
Molecular Weight 264.2756
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LYSINE SUCCINATE

SMILES

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

InChI

InChIKey=BOFNEFKSMURYOG-JEDNCBNOSA-N
InChI=1S/C6H14N2O2.C4H6O4/c7-4-2-1-3-5(8)6(9)10;5-3(6)1-2-4(7)8/h5H,1-4,7-8H2,(H,9,10);1-2H2,(H,5,6)(H,7,8)/t5-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C4H6O4
Molecular Weight 118.088
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
The antioxidant system beta-D(+) glucose-glucose oxidase-catalase: tests for pyrogenicity and antigenicity.
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
Formation of 1,1'-iminodicarboxylic acid derivatives, 2,6-diketo-piperazine and dibenzodiazocine-2,6-dione by variations of multicomponent reactions.
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
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
Biochemical and functional characterization of a molecule expressed by a subset of thymic medullary epithelial cells.
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
Hydrolysed protein accelerates the gastrointestinal transport of formula in preterm infants.
2001 Feb
How does endotoxin trigger inflammation in otitis media with effusion?
2001 Feb
Development of xylose-fermenting yeast Pichia stipitis for ethanol production through adaptation on hardwood hemicellulose acid prehydrolysate.
2001 Feb
Affinity purification of Csk protein tyrosine kinase based on its catalytic requirement for divalent metal cations.
2001 Feb
Rapid polyubiquitination and proteasomal degradation of a mutant form of NAD(P)H:quinone oxidoreductase 1.
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
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
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
Bone marrow endothelial cells secrete thymosin beta4 and AcSDKP.
2001 Jan
Purification, characterization and developmental expression of chick (Gallus domesticus) liver PSP protein.
2001 Jan
Charge-dependent binding of polymeric IgA1 to human mesangial cells in IgA nephropathy.
2001 Jan
Continuous cell introduction for the analysis of individual cells by capillary electrophoresis.
2001 Jan 1
A Mycobacterium smegmatis gyrase B specific monoclonal antibody reveals association of gyrase A and B subunits in the cell.
2001 Jan 1
RNA interference is mediated by 21- and 22-nucleotide RNAs.
2001 Jan 15
Identification of lysine 346 as a functionally important residue for pyridoxal 5'-phosphate binding and catalysis in lysine 2, 3-aminomutase from Bacillus subtilis.
2001 Jan 16
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
Purification of recombinant green fluorescent protein using chromatofocusing with a pH gradient composed of multiple stepwise fronts.
2001 Jan-Feb
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
Mechanisms of photoreceptor cell death in cancer-associated retinopathy.
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
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
Quantitative analysis of specific mRNA species in minute cell samples by RT-PCR and flow cytometry.
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
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
Clinical studies of human papilloma vaccines in pre-invasive and invasive cancer.
2001 Mar 21
A simple method for midkine purification by affinity chromatography with a heavy chain variable domain (VH) fragment of antibody.
2001 Mar 28
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
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
Inhibition of cytosolic phospholipase A2 by annexin I. Specific interaction model and mapping of the interaction site.
2001 May 11
Isolation and characterization of senescence-induced cDNAs encoding deoxyhypusine synthase and eucaryotic translation initiation factor 5A from tomato.
2001 May 18
CYP2A6*6, a novel polymorphism in cytochrome p450 2A6, has a single amino acid substitution (R128Q) that inactivates enzymatic activity.
2001 May 25
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 Sat Dec 16 18:27:37 GMT 2023
Edited
by admin
on Sat Dec 16 18:27:37 GMT 2023
Record UNII
S86UR4ZXF6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LYSINE SUCCINATE
Common Name English
LYSINE, SUCCINATE (1:1), L-
Common Name English
L-LYSINE, BUTANEDIOATE (1:1)
Common Name English
BUTANEDIOIC ACID, COMPD. WITH L-LYSINE (1:1)
Common Name English
SUCCINIC ACID, COMPD. WITH L-LYSINE (1:1)
Common Name English
Code System Code Type Description
PUBCHEM
22857104
Created by admin on Sat Dec 16 18:27:37 GMT 2023 , Edited by admin on Sat Dec 16 18:27:37 GMT 2023
PRIMARY
FDA UNII
S86UR4ZXF6
Created by admin on Sat Dec 16 18:27:37 GMT 2023 , Edited by admin on Sat Dec 16 18:27:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID40948255
Created by admin on Sat Dec 16 18:27:37 GMT 2023 , Edited by admin on Sat Dec 16 18:27:37 GMT 2023
PRIMARY
CAS
25399-74-0
Created by admin on Sat Dec 16 18:27:37 GMT 2023 , Edited by admin on Sat Dec 16 18:27:37 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
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ACTIVE MOIETY