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
Loss of compartmentalization causes misregulation of lysine biosynthesis in peroxisome-deficient yeast cells.	2002 Dec	12477798
Oxidative damage and phospholipid fatty acyl composition in skeletal muscle mitochondria from mice underexpressing or overexpressing uncoupling protein 3.	2002 Dec 1	12193161
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	12425950
Effects of commonly consumed fruit juices and carbohydrates on redox status and anticancer biomarkers in female rats.	2003	12791504
In vitro antioxidant activities of edible artichoke (Cynara scolymus L.) and effect on biomarkers of antioxidants in rats.	2003 Aug 27	12926911
Cloning, expression, and characterization of a human 4'-phosphopantetheinyl transferase with broad substrate specificity.	2003 Aug 29	12815048
Histidine and lysine as targets of oxidative modification.	2003 Dec	14661088
Recent advances in the analysis of oxidized proteins.	2003 Dec	14661085
Personal PM2.5 exposure and markers of oxidative stress in blood.	2003 Feb	12573899
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	12509419
Commonly consumed and naturally occurring dietary substances affect biomarkers of oxidative stress and DNA damage in healthy rats.	2004 Aug	15207383
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	15242183
Modification of the longevity-related degree of fatty acid unsaturation modulates oxidative damage to proteins and mitochondrial DNA in liver and brain.	2004 May	15130667
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	15546125
Protein nonenzymatic modifications and proteasome activity in skeletal muscle from the short-lived rat and long-lived pigeon.	2004 Oct	15501023
Potential role of ultrafine particles in associations between airborne particle mass and cardiovascular health.	2005 Aug	16079061
In silico analysis of the adenylation domains of the freestanding enzymes belonging to the eucaryotic nonribosomal peptide synthetase-like family.	2005 Feb	15691327
Study of plasma antioxidant status in Alzheimer's disease.	2005 Jul	15958093
Formation of alpha-aminoadipic and gamma-glutamic semialdehydes in proteins by the maillard reaction.	2005 Jun	16037231
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	16163487
The lysine-ketoglutarate reductase-saccharopine dehydrogenase is involved in the osmo-induced synthesis of pipecolic acid in rapeseed leaf tissues.	2006 Jul-Sep	17023168
Pyrroloquinoline quinone nutritional status alters lysine metabolism and modulates mitochondrial DNA content in the mouse and rat.	2006 Nov	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 Sep	16894312
Alpha-aminoadipic semialdehyde is the biomarker for pyridoxine dependent epilepsy caused by alpha-aminoadipic semialdehyde dehydrogenase deficiency.	2007 Aug	17560822
Pyridoxine-dependent seizures in Dutch patients: diagnosis by elevated urinary alpha-aminoadipic semialdehyde levels.	2007 Aug	17088338
Site-specific formation of Maillard, oxidation, and condensation products from whey proteins during reaction with lactose.	2007 Jul 25	17590008
The pediatric neurotransmitter disorders.	2007 May	17690069
Mechanism and substrate recognition of human holo ACP synthase.	2007 Nov	18022563
An intriguing "silent" mutation and a founder effect in antiquitin (ALDH7A1).	2007 Oct	17721876
Indoor particles affect vascular function in the aged: an air filtration-based intervention study.	2008 Feb 15	17932377
Pyridoxine-dependent epilepsy: normal outcome in a patient with late diagnosis after prolonged status epilepticus causing cortical blindness.	2008 Oct	19294602
Exposure to ambient concentrations of particulate air pollution does not influence vascular function or inflammatory pathways in young healthy individuals.	2008 Oct 6	18837984
The crystal structure of seabream antiquitin reveals the structural basis of its substrate specificity.	2008 Sep 3	18694748
Two novel ALDH7A1 (antiquitin) splicing mutations associated with pyridoxine-dependent seizures.	2009 Apr	18717709
Fluorescent detection of alpha-aminoadipic and gamma-glutamic semialdehydes in oxidized proteins.	2009 Mar 15	19135526
Folinic acid-responsive seizures are identical to pyridoxine-dependent epilepsy.	2009 May	19142996
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	19326863
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	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 Sep	20416786
Effects of increased iron intake during the neonatal period on the brain of adult AbetaPP/PS1 transgenic mice.	2010	20157260
A targeted mass spectrometry-based approach for the identification and characterization of proteins containing α-aminoadipic and γ-glutamic semialdehyde residues.	2010 Dec	20957471
The EEG response to pyridoxine-IV neither identifies nor excludes pyridoxine-dependent epilepsy.	2010 Dec	20887371
A multidisciplinary study of archaeological grape seeds.	2010 Feb	20033124
Metabolism of lysine in alpha-aminoadipic semialdehyde dehydrogenase-deficient fibroblasts: evidence for an alternative pathway of pipecolic acid formation.	2010 Jan 4	19932104
Neonatal vitamin-responsive epileptic encephalopathies.	2010 Jan-Feb	20184790
Genotypic and phenotypic spectrum of pyridoxine-dependent epilepsy (ALDH7A1 deficiency).	2010 Jul	20554659
Aldehyde dehydrogenase 7A1 (ALDH7A1) is a novel enzyme involved in cellular defense against hyperosmotic stress.	2010 Jun 11	20207735
Finding new enzymes from bacterial physiology: a successful approach illustrated by the detection of novel oxidases in Marinomonas mediterranea.	2010 Mar 5	20411113
The genotypic and phenotypic spectrum of pyridoxine-dependent epilepsy due to mutations in ALDH7A1.	2010 Oct	20814824
Human antiquitin: structural and functional studies.	2011 May 30	21185811

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:30:29 GMT 2023` Edited by `admin` on `Fri Dec 15 18:30:29 GMT 2023`
Record UNII	425I4Y24YZ
Record Status	`Validated (UNII)`
Record Version

Download

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