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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H11NO3
Molecular Weight 145.1564
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALLYSINE

SMILES

N[C@@H](CCCC=O)C(O)=O

InChI

InChIKey=GFXYTQPNNXGICT-YFKPBYRVSA-N
InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10)/t5-/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Identification of the alpha-aminoadipic semialdehyde dehydrogenase-phosphopantetheinyl transferase gene, the human ortholog of the yeast LYS5 gene.
2001 Apr
Loss of compartmentalization causes misregulation of lysine biosynthesis in peroxisome-deficient yeast cells.
2002 Dec
Oxidative damage and phospholipid fatty acyl composition in skeletal muscle mitochondria from mice underexpressing or overexpressing uncoupling protein 3.
2002 Dec 1
Functional characterization of 4'-phosphopantetheinyl transferase genes of bacterial and fungal origin by complementation of Saccharomyces cerevisiae lys5.
2002 Jul 16
The proper folding of a long C-terminal segment of the yeast Lys14p regulator is required for activation of LYS genes in response to the metabolic effector.
2002 Mar
Oxidative, glycoxidative and lipoxidative damage to rat heart mitochondrial proteins is lower after 4 months of caloric restriction than in age-matched controls.
2002 Sep
Effects of commonly consumed fruit juices and carbohydrates on redox status and anticancer biomarkers in female rats.
2003
In vitro antioxidant activities of edible artichoke (Cynara scolymus L.) and effect on biomarkers of antioxidants in rats.
2003 Aug 27
Cloning, expression, and characterization of a human 4'-phosphopantetheinyl transferase with broad substrate specificity.
2003 Aug 29
Histidine and lysine as targets of oxidative modification.
2003 Dec
Recent advances in the analysis of oxidized proteins.
2003 Dec
Personal PM2.5 exposure and markers of oxidative stress in blood.
2003 Feb
Domain structure characterization of the multifunctional alpha-aminoadipate reductase from Penicillium chrysogenum by limited proteolysis. Activation of alpha-aminoadipate does not require the peptidyl carrier protein box or the reduction domain.
2003 Mar 7
Commonly consumed and naturally occurring dietary substances affect biomarkers of oxidative stress and DNA damage in healthy rats.
2004 Aug
Ex-vivo and in vitro protective effects of kolaviron against oxygen-derived radical-induced DNA damage and oxidative stress in human lymphocytes and rat liver cells.
2004 Mar
Modification of the longevity-related degree of fatty acid unsaturation modulates oxidative damage to proteins and mitochondrial DNA in liver and brain.
2004 May
Posttranslational activation, site-directed mutation and phylogenetic analyses of the lysine biosynthesis enzymes alpha-aminoadipate reductase Lys1p (AAR) and the phosphopantetheinyl transferase Lys7p (PPTase) from Schizosaccharomyces pombe.
2004 Nov
Protein nonenzymatic modifications and proteasome activity in skeletal muscle from the short-lived rat and long-lived pigeon.
2004 Oct
Potential role of ultrafine particles in associations between airborne particle mass and cardiovascular health.
2005 Aug
In silico analysis of the adenylation domains of the freestanding enzymes belonging to the eucaryotic nonribosomal peptide synthetase-like family.
2005 Feb
Study of plasma antioxidant status in Alzheimer's disease.
2005 Jul
Formation of alpha-aminoadipic and gamma-glutamic semialdehydes in proteins by the maillard reaction.
2005 Jun
Characterization of the oat1 gene of Penicillium chrysogenum encoding an omega-aminotransferase: induction by L-lysine, L-ornithine and L-arginine and repression by ammonium.
2005 Oct
The lysine-ketoglutarate reductase-saccharopine dehydrogenase is involved in the osmo-induced synthesis of pipecolic acid in rapeseed leaf tissues.
2006 Jul-Sep
Pyrroloquinoline quinone nutritional status alters lysine metabolism and modulates mitochondrial DNA content in the mouse and rat.
2006 Nov
The effect of antioxidant supplementation on hepatitis C viral load, transaminases and oxidative status: a randomized trial among chronic hepatitis C virus-infected patients.
2006 Sep
Alpha-aminoadipic semialdehyde is the biomarker for pyridoxine dependent epilepsy caused by alpha-aminoadipic semialdehyde dehydrogenase deficiency.
2007 Aug
Pyridoxine-dependent seizures in Dutch patients: diagnosis by elevated urinary alpha-aminoadipic semialdehyde levels.
2007 Aug
Site-specific formation of Maillard, oxidation, and condensation products from whey proteins during reaction with lactose.
2007 Jul 25
The pediatric neurotransmitter disorders.
2007 May
An intriguing "silent" mutation and a founder effect in antiquitin (ALDH7A1).
2007 Oct
Indoor particles affect vascular function in the aged: an air filtration-based intervention study.
2008 Feb 15
Pyridoxine-dependent epilepsy: normal outcome in a patient with late diagnosis after prolonged status epilepticus causing cortical blindness.
2008 Oct
Two novel ALDH7A1 (antiquitin) splicing mutations associated with pyridoxine-dependent seizures.
2009 Apr
Fluorescent detection of alpha-aminoadipic and gamma-glutamic semialdehydes in oxidized proteins.
2009 Mar 15
Folinic acid-responsive seizures are identical to pyridoxine-dependent epilepsy.
2009 May
Analysis of protein oxidation markers alpha-aminoadipic and gamma-glutamic semialdehydes in food proteins using liquid chromatography (LC)-electrospray ionization (ESI)-multistage tandem mass spectrometry (MS).
2009 May 13
Simultaneous determination of alpha-aminoadipic semialdehyde, piperideine-6-carboxylate and pipecolic acid by LC-MS/MS for pyridoxine-dependent seizures and folinic acid-responsive seizures.
2009 Oct 30
Analysis of protein carbonyls in meat products by using the DNPH-method, fluorescence spectroscopy and liquid chromatography-electrospray ionisation-mass spectrometry (LC-ESI-MS).
2009 Sep
Effects of increased iron intake during the neonatal period on the brain of adult AbetaPP/PS1 transgenic mice.
2010
A targeted mass spectrometry-based approach for the identification and characterization of proteins containing α-aminoadipic and γ-glutamic semialdehyde residues.
2010 Dec
The EEG response to pyridoxine-IV neither identifies nor excludes pyridoxine-dependent epilepsy.
2010 Dec
A multidisciplinary study of archaeological grape seeds.
2010 Feb
Metabolism of lysine in alpha-aminoadipic semialdehyde dehydrogenase-deficient fibroblasts: evidence for an alternative pathway of pipecolic acid formation.
2010 Jan 4
Neonatal vitamin-responsive epileptic encephalopathies.
2010 Jan-Feb
Genotypic and phenotypic spectrum of pyridoxine-dependent epilepsy (ALDH7A1 deficiency).
2010 Jul
Aldehyde dehydrogenase 7A1 (ALDH7A1) is a novel enzyme involved in cellular defense against hyperosmotic stress.
2010 Jun 11
Finding new enzymes from bacterial physiology: a successful approach illustrated by the detection of novel oxidases in Marinomonas mediterranea.
2010 Mar 5
The genotypic and phenotypic spectrum of pyridoxine-dependent epilepsy due to mutations in ALDH7A1.
2010 Oct
Human antiquitin: structural and functional studies.
2011 May 30
Patents

Patents

Name Type Language
ALLYSINE
Systematic Name English
NORLEUCINE, 6-OXO-
Systematic Name English
2-AMINO-5-FORMYLVALERIC ACID
Systematic Name English
Allysine [WHO-DD]
Common Name English
.ALPHA.-AMINOADIPIC ACID DELTA.-SEMIALDEHYDE
Common Name English
L-ALLYSINE
Systematic Name English
2-AMINO-6-OXO-HEXANOIC ACID
Systematic Name English
6-OXO-L-NORLEUCINE
Systematic Name English
2-AMINOADIPATE SEMIALDEHYDE
Common Name English
NORVALINE, 5-FORMYL-
Systematic Name English
Code System Code Type Description
CAS
6665-12-9
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY
CAS
1962-83-0
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
ALTERNATIVE
DRUG BANK
DB02571
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY
FDA UNII
425I4Y24YZ
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY
EVMPD
SUB197078
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID00862802
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY
CHEBI
17917
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY
WIKIPEDIA
Allysine
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY
CHEBI
57988
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY
SMS_ID
100000182788
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY
CHEBI
17027
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY
MESH
C000061
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY
PUBCHEM
160603
Created by admin on Fri Dec 15 18:30:29 GMT 2023 , Edited by admin on Fri Dec 15 18:30:29 GMT 2023
PRIMARY