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7540-67-2

7540-67-2 | O-ACETYL-L-HOMOSERINE HYDROCHLORIDE

CAS No: 7540-67-2 Catalog No: AG005BW7 MDL No:

Product Description

Catalog Number:
AG005BW7
Chemical Name:
O-ACETYL-L-HOMOSERINE HYDROCHLORIDE
CAS Number:
7540-67-2
Molecular Formula:
C6H12ClNO4
Molecular Weight:
197.6168
IUPAC Name:
(2S)-4-acetyloxy-2-aminobutanoic acid
InChI:
InChI=1S/C6H11NO4/c1-4(8)11-3-2-5(7)6(9)10/h5H,2-3,7H2,1H3,(H,9,10)/t5-/m0/s1
InChI Key:
FCXZBWSIAGGPCB-YFKPBYRVSA-N
SMILES:
CC(=O)OCC[C@@H](C(=O)O)N.Cl

Properties

Complexity:
157  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
161.069g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
161.157g/mol
Monoisotopic Mass:
161.069g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
89.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-3.8  

Literature

Title Journal
Cysteine biosynthesis, in concert with a novel mechanism, contributes to sulfide detoxification in mitochondria of Arabidopsis thaliana. The Biochemical journal 20120715
Cysteine homeostasis plays an essential role in plant immunity. The New phytologist 20120101
A novel mechanism of sulfur transfer catalyzed by O-acetylhomoserine sulfhydrylase in the methionine-biosynthetic pathway of Wolinella succinogenes. Acta crystallographica. Section D, Biological crystallography 20111001
Expression, purification and preliminary crystallographic analysis of O-acetylhomoserine sulfhydrylase from Mycobacterium tuberculosis. Acta crystallographica. Section F, Structural biology and crystallization communications 20110801
Protein thiocarboxylate-dependent methionine biosynthesis in Wolinella succinogenes. Journal of the American Chemical Society 20110119
Inhibition of Arabidopsis O-acetylserine(thiol)lyase A1 by tyrosine nitration. The Journal of biological chemistry 20110107
Sulfurous gases as biological messengers and toxins: comparative genetics of their metabolism in model organisms. Journal of toxicology 20110101
Impact of sulfur starvation on cysteine biosynthesis in T-DNA mutants deficient for compartment-specific serine-acetyltransferase. Amino acids 20101001
Low abundance does not mean less importance in cysteine metabolism. Plant signaling & behavior 20100801
Towards methionine overproduction in Corynebacterium glutamicum--methanethiol and dimethyldisulfide as reduced sulfur sources. Journal of microbiology and biotechnology 20100801
Sulfate metabolism in Tuber borchii: characterization of a putative sulfate transporter and the homocysteine synthase genes. Current genetics 20100401
An O-acetylserine(thiol)lyase homolog with L-cysteine desulfhydrase activity regulates cysteine homeostasis in Arabidopsis. Plant physiology 20100201
A genomic perspective on the potential of Actinobacillus succinogenes for industrial succinate production. BMC genomics 20100101
Implications of cysteine metabolism in the heavy metal response in Trichoderma harzianum and in three Fusarium species. Chemosphere 20090601
Increased thiol biosynthesis of transgenic poplar expressing a wheat O-acetylserine(thiol) lyase enhances resistance to hydrogen sulfide and sulfur dioxide toxicity. Plant cell reports 20090201
Functional genomics of pH homeostasis in Corynebacterium glutamicum revealed novel links between pH response, oxidative stress, iron homeostasis and methionine synthesis. BMC genomics 20090101
Cloning and functional characterization of an O-acetylserine(thiol)lyase-encoding gene in wild soybean (Glycine soja). Molecular biology reports 20081201
Knocking out cytosolic cysteine synthesis compromises the antioxidant capacity of the cytosol to maintain discrete concentrations of hydrogen peroxide in Arabidopsis. Plant physiology 20080601
The hidden universal distribution of amino acid biosynthetic networks: a genomic perspective on their origins and evolution. Genome biology 20080101
A combined computational-experimental analyses of selected metabolic enzymes in Pseudomonas species. International journal of biological sciences 20080101
The dual transcriptional regulator CysR in Corynebacterium glutamicum ATCC 13032 controls a subset of genes of the McbR regulon in response to the availability of sulphide acceptor molecules. BMC genomics 20080101
Evaluation of the metal phytoextraction potential of crop legumes. Regulation of the expression of O-acetylserine (thiol)lyase under metal stress. Plant biology (Stuttgart, Germany) 20070901
Multiple fungal enzymes possess cysteine synthase activity in vitro. Research in microbiology 20070601
Biochemical analysis on the parallel pathways of methionine biosynthesis in Corynebacterium glutamicum. Journal of microbiology and biotechnology 20070601
Rhizobitoxine production in Agrobacterium tumefaciens C58 by Bradyrhizobium elkanii rtxACDEFG genes. FEMS microbiology letters 20070401
Loline alkaloids: Currencies of mutualism. Phytochemistry 20070401
Mutational analysis of O-acetylserine (thiol) lyase conducted in yeast two-hybrid system. Biochimica et biophysica acta 20070401
Dominant-negative modification reveals the regulatory function of the multimeric cysteine synthase protein complex in transgenic tobacco. The Plant cell 20070201
Metabolic changes in Arabidopsis thaliana expressing the feedback-resistant anthranilate synthase alpha subunit gene OASA1D. Phytochemistry 20061101
Identification, cloning and characterization of cysK, the gene encoding O-acetylserine (thiol)-lyase from Azospirillum brasilense, which is involved in tellurite resistance. FEMS microbiology letters 20060801
Single-gene knockout of a novel regulatory element confers ethionine resistance and elevates methionine production in Corynebacterium glutamicum. Applied microbiology and biotechnology 20050801
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. Journal of plant physiology 20050801
Impact of elevated H(2)S on metabolite levels, activity of enzymes and expression of genes involved in cysteine metabolism. Plant physiology and biochemistry : PPB 20050501
Impact of reduced O-acetylserine(thiol)lyase isoform contents on potato plant metabolism. Plant physiology 20050301
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. Acta biochimica Polonica 20050101
O-acetylserine (thiol) lyase: an enigmatic enzyme of plant cysteine biosynthesis revisited in Arabidopsis thaliana. Journal of experimental botany 20040801
Comparative characterization of the oah2 gene homologous to the oah1 of Thermus thermophilus HB8. Bioscience, biotechnology, and biochemistry 20040601
Cloning of the O-acetylhomoserine sulfhydrylase gene from the ruminal bacterium Selenomonas ruminantium HD4. Current microbiology 20040401
Expression of a plant serine O-acetyltransferase in Saccharomyces cerevisiae confers osmotic tolerance and creates an alternative pathway for cysteine biosynthesis. Yeast (Chichester, England) 20040301
Methionine biosynthesis and its regulation in Corynebacterium glutamicum: parallel pathways of transsulfuration and direct sulfhydrylation. Applied microbiology and biotechnology 20031001
Conversion of the aminocrotonate intermediate limits the rate of gamma-elimination reaction catalyzed by L-cystathionine gamma-lyase of the yeast Saccharomyces cerevisiae. Journal of biochemistry 20031001
In vivo analysis of various substrates utilized by cystathionine gamma-synthase and O-acetylhomoserine sulfhydrylase in methionine biosynthesis. Molecular biology and evolution 20030901
Genetic evidence for the existence of two pathways for the biosynthesis of methionine in the Leptospira spp. FEMS microbiology letters 20030829
Effect of glucose on assimilatory sulphate reduction in Arabidopsis thaliana roots. Journal of experimental botany 20030701
Role of Saccharomyces cerevisiae serine O-acetyltransferase in cysteine biosynthesis. FEMS microbiology letters 20030128
The sac mutants of Chlamydomonas reinhardtii reveal transcriptional and posttranscriptional control of cysteine biosynthesis. Plant physiology 20021201
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
The metIC operon involved in methionine biosynthesis in Bacillus subtilis is controlled by transcription antitermination. Microbiology (Reading, England) 20020201
Sulphur amino acid synthesis in Schizosaccharomyces pombe represents a specific variant of sulphur metabolism in fungi. Yeast (Chichester, England) 20020115
Molecular and biochemical analysis of the enzymes of cysteine biosynthesis in the plant Arabidopsis thaliana. Amino acids 20020101
Cloning and overexpression of the oah1 gene encoding O-acetyl-L-homoserine sulfhydrylase of Thermus thermophilus HB8 and characterization of the gene product. Biochimica et biophysica acta 20010910
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
The Aspergillus nidulans metE gene is regulated by a second system independent from sulphur metabolite repression. Biochimica et biophysica acta 20010528
The cytosolic O-acetylserine(thiol)lyase gene is regulated by heavy metals and can function in cadmium tolerance. The Journal of biological chemistry 20010323
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
Modification of non-protein thiols contents in transgenic tobacco plants producing bacterial enzymes of cysteine biosynthesis pathway. Acta biochimica Polonica 20010101

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