ALLYSINE

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 Search

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

Molecular Formula	C6H11NO3
Molecular Weight	145.1564
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Human antiquitin: structural and functional studies.	2011-05-30	21185811
A targeted mass spectrometry-based approach for the identification and characterization of proteins containing α-aminoadipic and γ-glutamic semialdehyde residues.	2010-12	20957471
The EEG response to pyridoxine-IV neither identifies nor excludes pyridoxine-dependent epilepsy.	2010-12	20887371
The genotypic and phenotypic spectrum of pyridoxine-dependent epilepsy due to mutations in ALDH7A1.	2010-10	20814824
Genotypic and phenotypic spectrum of pyridoxine-dependent epilepsy (ALDH7A1 deficiency).	2010-07	20554659
Aldehyde dehydrogenase 7A1 (ALDH7A1) is a novel enzyme involved in cellular defense against hyperosmotic stress.	2010-06-11	20207735
Finding new enzymes from bacterial physiology: a successful approach illustrated by the detection of novel oxidases in Marinomonas mediterranea.	2010-03-05	20411113
Neonatal vitamin-responsive epileptic encephalopathies.	2010-02-27	20184790
A multidisciplinary study of archaeological grape seeds.	2010-02	20033124
Metabolism of lysine in alpha-aminoadipic semialdehyde dehydrogenase-deficient fibroblasts: evidence for an alternative pathway of pipecolic acid formation.	2010-01-04	19932104
Effects of increased iron intake during the neonatal period on the brain of adult AbetaPP/PS1 transgenic mice.	2010	20157260
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.	2009-10-30	19631689
Analysis of protein carbonyls in meat products by using the DNPH-method, fluorescence spectroscopy and liquid chromatography-electrospray ionisation-mass spectrometry (LC-ESI-MS).	2009-09	20416786
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).	2009-05-13	19326863
Folinic acid-responsive seizures are identical to pyridoxine-dependent epilepsy.	2009-05	19142996
Two novel ALDH7A1 (antiquitin) splicing mutations associated with pyridoxine-dependent seizures.	2009-04	18717709
Fluorescent detection of alpha-aminoadipic and gamma-glutamic semialdehydes in oxidized proteins.	2009-03-15	19135526
Exposure to ambient concentrations of particulate air pollution does not influence vascular function or inflammatory pathways in young healthy individuals.	2008-10-06	18837984
Pyridoxine-dependent epilepsy: normal outcome in a patient with late diagnosis after prolonged status epilepticus causing cortical blindness.	2008-10	19294602
The crystal structure of seabream antiquitin reveals the structural basis of its substrate specificity.	2008-09-03	18694748
Indoor particles affect vascular function in the aged: an air filtration-based intervention study.	2008-02-15	17932377
Mechanism and substrate recognition of human holo ACP synthase.	2007-11	18022563
An intriguing "silent" mutation and a founder effect in antiquitin (ALDH7A1).	2007-10	17721876
Alpha-aminoadipic semialdehyde is the biomarker for pyridoxine dependent epilepsy caused by alpha-aminoadipic semialdehyde dehydrogenase deficiency.	2007-08	17560822
Pyridoxine-dependent seizures in Dutch patients: diagnosis by elevated urinary alpha-aminoadipic semialdehyde levels.	2007-08	17088338
Site-specific formation of Maillard, oxidation, and condensation products from whey proteins during reaction with lactose.	2007-07-25	17590008
The pediatric neurotransmitter disorders.	2007-05	17690069
Pyrroloquinoline quinone nutritional status alters lysine metabolism and modulates mitochondrial DNA content in the mouse and rat.	2006-11	17029795
The effect of antioxidant supplementation on hepatitis C viral load, transaminases and oxidative status: a randomized trial among chronic hepatitis C virus-infected patients.	2006-09	16894312
The lysine-ketoglutarate reductase-saccharopine dehydrogenase is involved in the osmo-induced synthesis of pipecolic acid in rapeseed leaf tissues.	2005-12-15	17023168
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.	2005-10	16163487
Potential role of ultrafine particles in associations between airborne particle mass and cardiovascular health.	2005-08	16079061
Study of plasma antioxidant status in Alzheimer's disease.	2005-07	15958093
Formation of alpha-aminoadipic and gamma-glutamic semialdehydes in proteins by the maillard reaction.	2005-06	16037231
In silico analysis of the adenylation domains of the freestanding enzymes belonging to the eucaryotic nonribosomal peptide synthetase-like family.	2005-02	15691327
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.	2004-11	15546125
Protein nonenzymatic modifications and proteasome activity in skeletal muscle from the short-lived rat and long-lived pigeon.	2004-10	15501023
Commonly consumed and naturally occurring dietary substances affect biomarkers of oxidative stress and DNA damage in healthy rats.	2004-08	15207383
Modification of the longevity-related degree of fatty acid unsaturation modulates oxidative damage to proteins and mitochondrial DNA in liver and brain.	2004-05	15130667
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.	2004-03	15242183
Histidine and lysine as targets of oxidative modification.	2003-12	14661088
Recent advances in the analysis of oxidized proteins.	2003-12	14661085
Cloning, expression, and characterization of a human 4'-phosphopantetheinyl transferase with broad substrate specificity.	2003-08-29	12815048
In vitro antioxidant activities of edible artichoke (Cynara scolymus L.) and effect on biomarkers of antioxidants in rats.	2003-08-27	12926911
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.	2003-03-07	12509419
Personal PM2.5 exposure and markers of oxidative stress in blood.	2003-02	12573899
Effects of commonly consumed fruit juices and carbohydrates on redox status and anticancer biomarkers in female rats.	2003	12791504
Oxidative damage and phospholipid fatty acyl composition in skeletal muscle mitochondria from mice underexpressing or overexpressing uncoupling protein 3.	2002-12-01	12193161
Loss of compartmentalization causes misregulation of lysine biosynthesis in peroxisome-deficient yeast cells.	2002-12	12477798
Oxidative, glycoxidative and lipoxidative damage to rat heart mitochondrial proteins is lower after 4 months of caloric restriction than in age-matched controls.	2002-09	12425950

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:14:08 GMT 2025` Edited by `admin` on `Mon Mar 31 19:14:08 GMT 2025`
Record UNII	425I4Y24YZ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ALLYSINE

Systematic Name

English

.ALPHA.-AMINOADIPIC ACID DELTA.-SEMIALDEHYDE

Preferred Name

English

NORLEUCINE, 6-OXO-

Systematic Name

English

2-AMINO-5-FORMYLVALERIC ACID

Systematic Name

English

Allysine [WHO-DD]

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