5147-00-2 | O-Acetyl-L-serine

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%(HPLC)	in stock	$54.00	$38.00
1g	98%(HPLC)	in stock	$125.00	$88.00
5g	98%(HPLC)	in stock	$369.00	$259.00
10g	98%(HPLC)	in stock	$646.00	$452.00
25g	98%(HPLC)	in stock	$1,291.00	$904.00

Description

• Catalog Number: AG23369
• Chemical Name: O-Acetyl-L-serine
• CAS Number: 5147-00-2
• Molecular Formula: C5H9NO4
• Molecular Weight: 147.1293
• MDL Number: MFCD00037771
• SMILES: CC(=O)OC[C@@H](C(=O)O)N

Computed Properties

• Complexity: 145
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 4
• XLogP3: -3.5

Literature

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  FEBS letters 20120921

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  Protoplasma 20120601

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  Journal of plant physiology 20120501

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  The Journal of biological chemistry 20120203

• Cysteine homeostasis plays an essential role in plant immunity.

  The New phytologist 20120101

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  PloS one 20120101

• Endoplasmic reticulum stress-sensing mechanism is activated in Entamoeba histolytica upon treatment with nitric oxide.

  PloS one 20120101

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  PloS one 20120101

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  Genetics 20111001

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  The Journal of biological chemistry 20110107

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• Global analysis of gene expression in response to L-Cysteine deprivation in the anaerobic protozoan parasite Entamoeba histolytica.

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• Mutation of L-2,3-diaminopropionic acid synthase genes blocks staphyloferrin B synthesis in Staphylococcus aureus.

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  The Journal of biological chemistry 20101210

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  Amino acids 20101001

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  The Journal of biological chemistry 20100806

• Identification of the structural determinants for the stability of substrate and aminoacrylate external Schiff bases in O-acetylserine sulfhydrylase-A.

  Biochemistry 20100727

• Regulation of sulfate assimilation in Physcomitrella patens: mosses are different!

  Planta 20100701

• K30, H150, and H168 are essential residues for coordinating pyridoxal 5'-phosphate of O-acetylserine sulfhydrylase from Acidithiobacillus ferrooxidans.

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• Overexpression of a soybean O-acetylserine (thiol) lyase-encoding gene GmOASTL4 in tobacco increases cysteine levels and enhances tolerance to cadmium stress.

  Biotechnology letters 20100401

• Overexpression of serine acetlytransferase produced large increases in O-acetylserine and free cysteine in developing seeds of a grain legume.

  Journal of experimental botany 20100301

• Chloroplastic phosphoadenosine phosphosulfate metabolism regulates basal levels of the prohormone jasmonic acid in Arabidopsis leaves.

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  BMC plant biology 20100101

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  BMC plant biology 20100101

• Potassium deficiency induces the biosynthesis of oxylipins and glucosinolates in Arabidopsis thaliana.

  BMC plant biology 20100101

• Interaction with diurnal and circadian regulation results in dynamic metabolic and transcriptional changes during cold acclimation in Arabidopsis.

  PloS one 20100101

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  The Biochemical journal 20090527

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• First total synthesis of cyrmenin B1.

  The Journal of organic chemistry 20090116

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  Proteome science 20090101

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  The Journal of biological chemistry 20081219

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  Plant physiology 20081201

• Cysteine synthase (CysM) of Mycobacterium tuberculosis is an O-phosphoserine sulfhydrylase: evidence for an alternative cysteine biosynthesis pathway in mycobacteria.

  The Journal of biological chemistry 20081114

• O-phospho-L-serine and the thiocarboxylated sulfur carrier protein CysO-COSH are substrates for CysM, a cysteine synthase from Mycobacterium tuberculosis.

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  Plant physiology 20081001

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  Proteins 20080901

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• Role of Histidine-152 in cofactor orientation in the PLP-dependent O-acetylserine sulfhydrylase reaction.

  Archives of biochemistry and biophysics 20080415

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• Response of the cytoplasmic and membrane proteome of Corynebacterium glutamicum ATCC 13032 to pH changes.

  BMC microbiology 20080101

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  Proteomics 20071101

• High resolution structure and catalysis of O-acetylserine sulfhydrylase isozyme B from Escherichia coli.

  The FEBS journal 20071001

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  Plant biology (Stuttgart, Germany) 20070901

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  Biochemistry 20070717

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• Crystallization and preliminary crystallographic analysis of cysteine synthase from Entamoeba histolytica.

  Acta crystallographica. Section F, Structural biology and crystallization communications 20070601

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  PloS one 20070101

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  Biochemistry 20050412

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  Plant physiology 20041001

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  Plant physiology 20041001

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• Purification and characterization of O-Acetylserine sulfhydrylase of Corynebacterium glutamicum.

  Bioscience, biotechnology, and biochemistry 20040701

• Biochemical characterization of a thermostable cysteine synthase from Geobacillus stearothermophilus V.

  Biochimie 20040701

• Structure and mechanism of O-acetylserine sulfhydrylase.

  The Journal of biological chemistry 20040625

• Structure of serine acetyltransferase in complexes with CoA and its cysteine feedback inhibitor.

  Biochemistry 20040525

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  Journal of experimental botany 20040401

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  Yeast (Chichester, England) 20040301

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  Bioscience, biotechnology, and biochemistry 20040201

• Production of Se-methylselenocysteine in transgenic plants expressing selenocysteine methyltransferase.

  BMC plant biology 20040101

• 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.

  Journal of bioscience and bioengineering 20040101

• Identification and characterization of two isoenzymes of methionine gamma-lyase from Entamoeba histolytica: a key enzyme of sulfur-amino acid degradation in an anaerobic parasitic protist that lacks forward and reverse trans-sulfuration pathways.

  The Journal of biological chemistry 20031024

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  FEBS letters 20030911

• Effect of glucose on assimilatory sulphate reduction in Arabidopsis thaliana roots.

  Journal of experimental botany 20030701

• Characterization and identification of genes essential for dimethyl sulfide utilization in Pseudomonas putida strain DS1.

  Applied microbiology and biotechnology 20030701

• Alpha,beta-elimination reaction of O-acetylserine sulfhydrylase. Is the pyridine ring required?

  Biochimica et biophysica acta 20030411

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  Nature biotechnology 20030401

• Random-order ternary complex reaction mechanism of serine acetyltransferase from Escherichia coli.

  Biochemistry 20030318

• The serine acetyltransferase gene family in Arabidopsis thaliana and the regulation of its expression by cadmium.

  Plant molecular biology 20030301

• Global expression profiling of sulfur-starved Arabidopsis by DNA macroarray reveals the role of O-acetyl-l-serine as a general regulator of gene expression in response to sulfur nutrition.

  The Plant journal : for cell and molecular biology 20030201

• Characterization of the S272A,D site-directed mutations of O-acetylserine sulfhydrylase: involvement of the pyridine ring in the alpha,beta-elimination reaction.

  Biochemistry 20030114

• Production of cysteine for bacterial and plant biotechnology: application of cysteine feedback-insensitive isoforms of serine acetyltransferase.

  Amino acids 20030101

• Expressed sequence tag analysis in Cycas, the most primitive living seed plant.

  Genome biology 20030101

• Metabolic reconstruction of sulfur assimilation in the extremophile Acidithiobacillus ferrooxidans based on genome analysis.

  BMC genomics 20030101

• Purification, characterization and gene cloning of thermostable O-acetyl-L-serine sulfhydrylase forming beta-cyano-L-alanine.

  Journal of bioscience and bioengineering 20030101

• Sulfate reduction is increased in transgenic Arabidopsis thaliana expressing 5'-adenylylsulfate reductase from Pseudomonas aeruginosa.

  The Plant journal : for cell and molecular biology 20021201

• Regulation of sulfur-responsive gene expression by exogenously applied cytokinins in Arabidopsis thaliana.

  Plant & cell physiology 20021201

• Interaction of sulfate assimilation with carbon and nitrogen metabolism in Lemna minor.

  Plant physiology 20021101

• Use of biomolecular interaction analysis to elucidate the regulatory mechanism of the cysteine synthase complex from Arabidopsis thaliana.

  The Journal of biological chemistry 20020823

• Biosynthesis of sulfur-containing amino acids in Streptomyces venezuelae ISP5230: roles for cystathionine beta-synthase and transsulfuration.

  Microbiology (Reading, England) 20020701

• A role for nitrilase 3 in the regulation of root morphology in sulphur-starving Arabidopsis thaliana.

  The Plant journal : for cell and molecular biology 20020401

• Unfolding of pyridoxal 5'-phosphate-dependent O-acetylserine sulfhydrylase probed by time-resolved tryptophan fluorescence.

  Biochimica et biophysica acta 20020401

• Cloning of the O-acetylserine lyase gene from the ruminal bacterium Selenomonas ruminantium HD4.

  Current microbiology 20020301

• Modulation of cyanoalanine synthase and O-acetylserine (thiol) lyases A and B activity by beta-substituted alanyl and anion inhibitors.

  Journal of experimental botany 20020301

• Cysteine synthase of an extremely thermophilic bacterium, Thermus thermophilus HB8.

  Bioscience, biotechnology, and biochemistry 20020301

• The reaction of yeast cystathionine beta-synthase is rate-limited by the conversion of aminoacrylate to cystathionine.

  Biochemistry 20010911

• Evidence for redundancy in cysteine biosynthesis in Rhizobium leguminosarum RL3841: analysis of a cysE gene encoding serine acetyltransferase.

  Microbiology (Reading, England) 20010901

• Sulphur nutrition affects delivery and metabolism of S in developing endosperms of wheat.

  Journal of experimental botany 20010701

• Increased cysteine biosynthesis capacity of transgenic tobacco overexpressing an O-acetylserine(thiol) lyase modifies plant responses to oxidative stress.

  Plant physiology 20010701

• The role of amino acids in the regulation of hydrogen sulfide production during ultradian respiratory oscillation of Saccharomyces cerevisiae.

  Archives of microbiology 20010701

• Characterization of the allosteric anion-binding site of O-acetylserine sulfhydrylase.

  Biochemistry 20010626

• Expression of the Bacillus subtilis sulphonate-sulphur utilization genes is regulated at the levels of transcription initiation and termination.

  Molecular microbiology 20010301

• The cysteine synthase complex from plants. Mitochondrial serine acetyltransferase from Arabidopsis thaliana carries a bifunctional domain for catalysis and protein-protein interaction.

  European journal of biochemistry 20010201

• Pyridoxal 5'-phosphate-dependent alpha,beta-elimination reactions: mechanism of O-acetylserine sulfhydrylase.

  Accounts of chemical research 20010101

• Manipulation of thiol contents in plants.

  Amino acids 20010101

• Modification of non-protein thiols contents in transgenic tobacco plants producing bacterial enzymes of cysteine biosynthesis pathway.

  Acta biochimica Polonica 20010101

• Regulation of sulfate transport and synthesis of sulfur-containing amino acids.

  Current opinion in plant biology 20000601