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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H9NO4
Molecular Weight 147.1293
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of O-ACETYLSERINE

SMILES

CC(=O)OC[C@H](N)C(O)=O

InChI

InChIKey=VZXPDPZARILFQX-BYPYZUCNSA-N
InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1

HIDE SMILES / InChI

Molecular Formula C5H9NO4
Molecular Weight 147.1293
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Mitochondrial serine acetyltransferase functions as a pacemaker of cysteine synthesis in plant cells.
2008-10
Comparative proteome analysis of secreted proteins of Streptococcus suis serotype 9 isolates from diseased and healthy pigs.
2008-09
Crystal structure of native O-acetyl-serine sulfhydrylase from Entamoeba histolytica and its complex with cysteine: structural evidence for cysteine binding and lack of interactions with serine acetyl transferase.
2008-09
Differential regulation of the expression of two high-affinity sulfate transporters, SULTR1.1 and SULTR1.2, in Arabidopsis.
2008-06
Metabolic pathways of the wheat (Triticum aestivum) endosperm amyloplast revealed by proteomics.
2008-04-17
Role of Histidine-152 in cofactor orientation in the PLP-dependent O-acetylserine sulfhydrylase reaction.
2008-04-15
Effect of mutation of lysine-120, located at the entry to the active site of O-acetylserine sulfhydrylase-A from Salmonella typhimurium.
2008-04
Kinetic characterization of methionine gamma-lyases from the enteric protozoan parasite Entamoeba histolytica against physiological substrates and trifluoromethionine, a promising lead compound against amoebiasis.
2008-02
The hidden universal distribution of amino acid biosynthetic networks: a genomic perspective on their origins and evolution.
2008
Rapid changes in gene expression dynamics in response to superoxide reveal SoxRS-dependent and independent transcriptional networks.
2007-11-14
Identification of intra- and intermolecular disulphide bonding in the plant mitochondrial proteome by diagonal gel electrophoresis.
2007-11
High resolution structure and catalysis of O-acetylserine sulfhydrylase isozyme B from Escherichia coli.
2007-10
Evaluation of the metal phytoextraction potential of crop legumes. Regulation of the expression of O-acetylserine (thiol)lyase under metal stress.
2007-09
Structural insights into catalysis and inhibition of O-acetylserine sulfhydrylase from Mycobacterium tuberculosis. Crystal structures of the enzyme alpha-aminoacrylate intermediate and an enzyme-inhibitor complex.
2007-08-10
Structure, mechanism, and conformational dynamics of O-acetylserine sulfhydrylase from Salmonella typhimurium: comparison of A and B isozymes.
2007-07-17
Crystallization and preliminary crystallographic analysis of cysteine synthase from Entamoeba histolytica.
2007-06-01
Multiple fungal enzymes possess cysteine synthase activity in vitro.
2007-06
Mutational analysis of O-acetylserine (thiol) lyase conducted in yeast two-hybrid system.
2007-04
Improving the nutritive value of tubers: elevation of cysteine and glutathione contents in the potato cultivar White Lady by marker-free transformation.
2007-02-01
Dominant-negative modification reveals the regulatory function of the multimeric cysteine synthase protein complex in transgenic tobacco.
2007-02
Cysteine biosynthesis in Trichomonas vaginalis involves cysteine synthase utilizing O-phosphoserine.
2006-09-01
Catalytic and regulatory properties of sulphur metabolizing enzymes in cyanobacterium Synechococcus elongatus PCC 7942.
2006-09
Sulphate assimilation under Cd2+ stress in Physcomitrella patens--combined transcript, enzyme and metabolite profiling.
2006-09
Identification, cloning and characterization of cysK, the gene encoding O-acetylserine (thiol)-lyase from Azospirillum brasilense, which is involved in tellurite resistance.
2006-08
Wheat EST resources for functional genomics of abiotic stress.
2006-06-13
Cloning, overexpression, purification, and characterization of O-acetylserine sulfhydrylase-B from Escherichia coli.
2006-06
On the interaction site of serine acetyltransferase in the cysteine synthase complex from Escherichia coli.
2006-03-24
Functional analysis of L-serine O-acetyltransferase from Corynebacterium glutamicum.
2006-02
Functional analysis of the cysteine synthase protein complex from plants: structural, biochemical and regulatory properties.
2006-02
Biochemical and functional characterization of phosphoserine aminotransferase from Entamoeba histolytica, which possesses both phosphorylated and non-phosphorylated serine metabolic pathways.
2006-01
Assessment of plants from the Brassicaceae family as genetic models for the study of nickel and zinc hyperaccumulation.
2006
Effects of simultaneous expression of heterologous genes involved in phytochelatin biosynthesis on thiol content and cadmium accumulation in tobacco plants.
2006
A three-dimensional homology model of the O-acetylserine sulfhydrylase-B from Salmonella typhimurium.
2006
Molecular basis of cysteine biosynthesis in plants: structural and functional analysis of O-acetylserine sulfhydrylase from Arabidopsis thaliana.
2005-11-18
Sulfur assimilation and glutathione metabolism under cadmium stress in yeast, protists and plants.
2005-09
Three-dimensional structure of a new enzyme, O-phosphoserine sulfhydrylase, involved in l-cysteine biosynthesis by a hyperthermophilic archaeon, Aeropyrum pernix K1, at 2.0A resolution.
2005-08-12
O-acetylserine (thiol) lyase activity in Phragmites and Typha plants under cadmium and NaCl stress conditions and the involvement of ABA in the stress response.
2005-08
Interaction of serine acetyltransferase with O-acetylserine sulfhydrylase active site: evidence from fluorescence spectroscopy.
2005-08
Elucidation of gene-to-gene and metabolite-to-gene networks in arabidopsis by integration of metabolomics and transcriptomics.
2005-07-08
N-terminal acetylation and protonation of individual hemoglobin subunits: position-dependent effects on tetramer strength and cooperativity.
2005-06
Impact of elevated H(2)S on metabolite levels, activity of enzymes and expression of genes involved in cysteine metabolism.
2005-05
Systems rebalancing of metabolism in response to sulfur deprivation, as revealed by metabolome analysis of Arabidopsis plants.
2005-05
O-acetylserine and the regulation of expression of genes encoding components for sulfate uptake and assimilation in potato.
2005-05
Mechanism of the addition half of the O-acetylserine sulfhydrylase-A reaction.
2005-04-12
Impact of reduced O-acetylserine(thiol)lyase isoform contents on potato plant metabolism.
2005-03
Molecular characterization of the CmbR activator-binding site in the metC-cysK promoter region in Lactococcus lactis.
2005-02
The serine acetyltransferase reaction: acetyl transfer from an acylpantothenyl donor to an alcohol.
2005-01-01
Isolation of Nicotiana plumbaginifolia cDNAs encoding isoforms of serine acetyltransferase and O-acetylserine (thiol) lyase in a yeast two-hybrid system with Escherichia coli cysE and cysK genes as baits.
2005
Production of nonproteinaceous amino acids using recombinant Escherichia coli cells expressing cysteine synthase and related enzymes with or without the secretion of O-acetyl-L-serine.
2004
Purification, characterization and gene cloning of thermostable O-acetyl-L-serine sulfhydrylase forming beta-cyano-L-alanine.
2003
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 20:02:30 GMT 2025
Edited
by admin
on Mon Mar 31 20:02:30 GMT 2025
Record UNII
G05L7T7ZEQ
Record Status Validated (UNII)
Record Version
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Name Type Language
NSC-226230
Preferred Name English
O-ACETYLSERINE
Systematic Name English
O-ACETYL-L-SERINE
Systematic Name English
L-SERINE, ACETATE (ESTER)
Common Name English
L-SERINE, O-ACETYL-
Systematic Name English
Code System Code Type Description
WIKIPEDIA
O-Acetylserine
Created by admin on Mon Mar 31 20:02:30 GMT 2025 , Edited by admin on Mon Mar 31 20:02:30 GMT 2025
PRIMARY
FDA UNII
G05L7T7ZEQ
Created by admin on Mon Mar 31 20:02:30 GMT 2025 , Edited by admin on Mon Mar 31 20:02:30 GMT 2025
PRIMARY
DRUG BANK
DB01837
Created by admin on Mon Mar 31 20:02:30 GMT 2025 , Edited by admin on Mon Mar 31 20:02:30 GMT 2025
PRIMARY
EPA CompTox
DTXSID20904718
Created by admin on Mon Mar 31 20:02:30 GMT 2025 , Edited by admin on Mon Mar 31 20:02:30 GMT 2025
PRIMARY
PUBCHEM
99478
Created by admin on Mon Mar 31 20:02:30 GMT 2025 , Edited by admin on Mon Mar 31 20:02:30 GMT 2025
PRIMARY
CAS
5147-00-2
Created by admin on Mon Mar 31 20:02:30 GMT 2025 , Edited by admin on Mon Mar 31 20:02:30 GMT 2025
PRIMARY
CHEBI
58340
Created by admin on Mon Mar 31 20:02:30 GMT 2025 , Edited by admin on Mon Mar 31 20:02:30 GMT 2025
PRIMARY
CHEBI
17981
Created by admin on Mon Mar 31 20:02:30 GMT 2025 , Edited by admin on Mon Mar 31 20:02:30 GMT 2025
PRIMARY
NSC
226230
Created by admin on Mon Mar 31 20:02:30 GMT 2025 , Edited by admin on Mon Mar 31 20:02:30 GMT 2025
PRIMARY