Home Amines 957-68-6
957-68-6,MFCD00005177
Catalog No.:AA003NA3

957-68-6 | (6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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10g
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$9.00   $7.00
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500g
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003NA3
Chemical Name:
(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS Number:
957-68-6
Molecular Formula:
C10H12N2O5S
Molecular Weight:
272.2777
MDL Number:
MFCD00005177
SMILES:
CC(=O)OCC1=C(C(=O)O)N2C(SC1)C(C2=O)N
Properties
Properties
 
Form:
Solid  
MP:
>300 °C(lit.)  
Refractive Index:
1.5650 (estimate)  
Storage:
Light sensitive;Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
461  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
-4  

Literature

Title: A systematic toxicity evaluation of cephalosporins via transcriptomics in zebrafish and in silico ADMET studies.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20180601

Title: Cardiac safety evaluation in zebrafish and in silico ADME prediction of cephalosporins with an aminothiazoyl ring at the C-7 position.

Journal: Toxicology and applied pharmacology 20180515

Title: Cefsulodin Inspired Potent and Selective Inhibitors of mPTPB, a Virulent Phosphatase from Mycobacterium tuberculosis.

Journal: ACS medicinal chemistry letters 20151210

Title: Gene expressions changes in bronchial epithelial cells: markers for respiratory sensitizers and exploration of the NRF2 pathway.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20140301

Title: Double knockout of β-lactamase and cephalosporin acetyl esterase genes from Escherichia coli reduces cephalosporin C decomposition.

Journal: Journal of bioscience and bioengineering 20120601

Title: Struvite precipitation for ammonia nitrogen removal in 7-aminocephalosporanic acid wastewater.

Journal: Molecules (Basel, Switzerland) 20120221

Title: Synthesis and preliminary antimicrobial activities of new arylideneamino-1,3,4-thiadiazole-(thio/dithio)-acetamido cephalosporanic acids.

Journal: Molecules (Basel, Switzerland) 20120119

Title: Overexpression of synthesized cephalosporin C acylase containing mutations in the substrate transport tunnel.

Journal: Journal of bioscience and bioengineering 20120101

Title: A catalytic mechanism for cysteine N-terminal nucleophile hydrolases, as revealed by free energy simulations.

Journal: PloS one 20120101

Title: Dual-lifetime referencing (DLR): a powerful method for on-line measurement of internal pH in carrier-bound immobilized biocatalysts.

Journal: BMC biotechnology 20120101

Title: Occupational asthma: new low-molecular-weight causal agents, 2000-2010.

Journal: Journal of allergy 20120101

Title: Characteristic features and biotechnological applications of cross-linked enzyme aggregates (CLEAs).

Journal: Applied microbiology and biotechnology 20111101

Title: [Research progress on strain improvement of Acremonium chrysogenum by genetic engineering].

Journal: Yi chuan = Hereditas 20111001

Title: New implications on genomic adaptation derived from the Helicobacter pylori genome comparison.

Journal: PloS one 20110101

Title: Inhibition of Recombinant D-Amino Acid Oxidase from Trigonopsis variabilis by Salts.

Journal: Enzyme research 20110101

Title: [Expression of modified oxidase of D-aminoacids of Trigonopsis variabilis in methylotrophic yeasts Pichia pastoris].

Journal: Prikladnaia biokhimiia i mikrobiologiia 20110101

Title: Substitute technology for reference substances in the analysis of impurities in cefonicid for injection with HPLC using a diode array detector.

Journal: Journal of AOAC International 20110101

Title: Occupational asthma in antibiotic manufacturing workers: case reports and systematic review.

Journal: Journal of allergy 20110101

Title: [Synthesis and characterization of some new rutin and 7-aminocephalosporanic acid derivatives].

Journal: Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi 20110101

Title: Environmentally safe production of 7-ACA by recombinant Acremonium chrysogenum.

Journal: Current microbiology 20101201

Title: Occupational asthma in Korea.

Journal: Journal of Korean medical science 20101201

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Biosynthesis of cephalosporin-C acylase enzyme: optimal media design, purification, and characterization.

Journal: Artificial cells, blood substitutes, and immobilization biotechnology 20101001

Title: Enhancement of glutaryl-7-aminocephalosporanic acid acylase activity of gamma-glutamyltranspeptidase of Bacillus subtilis.

Journal: Biotechnology journal 20100801

Title: A single Phe54Tyr substitution improves the catalytic activity and thermostability of Trigonopsis variabilis D-amino acid oxidase.

Journal: New biotechnology 20100227

Title: Improved cross-linked enzyme aggregates for the production of desacetyl beta-lactam antibiotics intermediates.

Journal: Bioresource technology 20100101

Title: Stepwise engineering of a Pichia pastoris D-amino acid oxidase whole cell catalyst.

Journal: Microbial cell factories 20100101

Title: Protein engineering of penicillin acylase.

Journal: Acta naturae 20100101

Title: Optimization of glutaryl-7-aminocephalosporanic acid acylase expression in E. coli.

Journal: Protein expression and purification 20081001

Title: YesT: a new rhamnogalacturonan acetyl esterase from Bacillus subtilis.

Journal: Proteins 20080401

Title: Development of the semi-synthetic penicillins and cephalosporins.

Journal: International journal of antimicrobial agents 20080301

Title: Properties and applications of microbial D-amino acid oxidases: current state and perspectives.

Journal: Applied microbiology and biotechnology 20080201

Title: The stabilizing effects of immobilization in D-amino acid oxidase from Trigonopsis variabilis.

Journal: BMC biotechnology 20080101

Title: Enzymatic synthesis of cephalosporins. The immobilized acylase from Arthrobacter viscosus: a new useful biocatalyst.

Journal: Applied microbiology and biotechnology 20071201

Title: A colorimetric assay for the determination of acetyl xylan esterase or cephalosporin C acetyl esterase activities using 7-amino cephalosporanic acid, cephalosporin C, or acetylated xylan as substrate.

Journal: Analytical biochemistry 20071015

Title: [7-aminocephalosporanic acid induced bronchial asthma in two patients].

Journal: Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases 20071001

Title: Site-specific protonation microequilibria of penicillin and cephalosporin beta-lactam core molecules.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20070901

Title: Construction of recombinant Escherichia coli D11/pMSTO and its use in enzymatic preparation of 7-aminocephalosporanic acid in one pot.

Journal: Journal of biotechnology 20070501

Title: Reusability of entrapped cells of Pseudomonas diminuta for production of 7-aminocephalosporanic acid.

Journal: Applied biochemistry and biotechnology 20070401

Title: Microbial production of 7-amino-cephalosporanic acid and new generation cephalosporins (cephalothin) by different processing strategies.

Journal: Artificial cells, blood substitutes, and immobilization biotechnology 20070101

Title: New active site oriented glyoxyl-agarose derivatives of Escherichia coli penicillin G acylase.

Journal: BMC biotechnology 20070101

Title: [Microspeciation of amphoteric molecules of unusual acid-base properties].

Journal: Acta pharmaceutica Hungarica 20070101

Title: Thermal inactivation of D-amino acid oxidase from Trigonopsis variabilis occurs via three parallel paths of irreversible denaturation.

Journal: Biotechnology and bioengineering 20060705

Title: Spectrophotometric assay for quantitative determination of 7-aminocephalosporanic acid from direct hydrolysis of cephalosporin C.

Journal: Analytical biochemistry 20060315

Title: Enzymatic modifications of cephalosporins by cephalosporin acylase and other enzymes.

Journal: Critical reviews in biotechnology 20060101

Title: Evolution of an acylase active on cephalosporin C.

Journal: Protein science : a publication of the Protein Society 20051201

Title: Purification and characterization of a novel aminoacylase from Streptomyces mobaraensis.

Journal: Bioscience, biotechnology, and biochemistry 20051001

Title: Single-step conversion of cephalosporin-C to 7-aminocephalosporanic acid by free and immobilized cells of Pseudomonas diminuta.

Journal: Applied biochemistry and biotechnology 20050701

Title: Reactions of pyrazolylborate-zinc-hydroxide complexes related to beta-lactamase activity.

Journal: Inorganic chemistry 20050613

Title: 1H and 13 C spectral assignments of 7beta-(cinnamoyl-substituted)amino-3-acetoxymethyl-cephalosporins.

Journal: Magnetic resonance in chemistry : MRC 20050301

Title: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20050101

Title: D-Amino acid oxidase: structure, catalytic mechanism, and practical application.

Journal: Biochemistry. Biokhimiia 20050101

Title: Toward the development of a cephalosporin-based dual-release prodrug for use in ADEPT.

Journal: The Journal of organic chemistry 20041112

Title: Batch production of deacetyl 7-aminocephalosporanic acid by immobilized cephalosporin-C deacetylase.

Journal: Applied microbiology and biotechnology 20040801

Title: [Compared D-amino acid oxidase expression in different Pichia pastoris host strains].

Journal: Sheng wu gong cheng xue bao = Chinese journal of biotechnology 20040701

Title: Modifying the substrate specificity of penicillin G acylase to cephalosporin acylase by mutating active-site residues.

Journal: Biochemical and biophysical research communications 20040625

Title: Construction and application of fusion proteins of D-amino acid oxidase and glutaryl-7-aminocephalosporanic acid acylase for direct bioconversion of cephalosporin C to 7-aminocephalosporanic acid.

Journal: Biotechnology letters 20040601

Title: Occupational asthma and IgE sensitization to 7-aminocephalosporanic acid.

Journal: The Journal of allergy and clinical immunology 20040401

Title: Affinity labeled glutaryl-7-amino cephalosporanic acid acylase C130 can hydrolyze the inhibitor during crystallization.

Journal: Biochemical and biophysical research communications 20040116

Title: Synthesis and preliminary antimicrobial evaluation of new 7-(N-pyrrolyl) derivatives of cephalosporins.

Journal: Arzneimittel-Forschung 20040101

Title: Catalytic properties of D-amino acid oxidase in cephalosporin C bioconversion: a comparison between proteins from different sources.

Journal: Biotechnology progress 20040101

Title: Industrial enzymatic production of cephalosporin-based beta-lactams.

Journal: Advances in biochemical engineering/biotechnology 20040101

Title: Deacylation activity of cephalosporin acylase to cephalosporin C is improved by changing the side-chain conformations of active-site residues.

Journal: Biochemical and biophysical research communications 20031010

Title: Multivariate analysis and classification of the chemical quality of 7-aminocephalosporanic acid using near-infrared reflectance spectroscopy.

Journal: Analytical chemistry 20030715

Title: A rapid and specific method to screen environmental microorganisms for cephalosporin acylase activity.

Journal: Journal of microbiological methods 20030701

Title: Industrial production of beta-lactam antibiotics.

Journal: Applied microbiology and biotechnology 20030601

Title: An alternative procedure for preparation of cefdinir.

Journal: Farmaco (Societa chimica italiana : 1989) 20030601

Title: The kinetic properties of the carboxy terminal domain of the Bacillus licheniformis 749/I BlaR penicillin-receptor shed a new light on the derepression of beta-lactamase synthesis.

Journal: Molecular microbiology 20030601

Title: An improved method for preparation of cefpodoxime proxetil.

Journal: Farmaco (Societa chimica italiana : 1989) 20030501

Title: Immobilization of glutaryl-7-aminocephalosporanic acid acylase on silica gel and enhancement of its stability.

Journal: Applied biochemistry and biotechnology 20030301

Title: Cross-reactivity of cefotetan and ceftriaxone antibodies, associated with hemolytic anemia, with other: cephalosporins and penicillin.

Journal: American journal of clinical pathology 20020801

Title: Expression of gene encoding GL-7ACA acylase in Escherichia coli.

Journal: Sheng wu hua xue yu sheng wu wu li xue bao Acta biochimica et biophysica Sinica 20020701

Title: The crystal structure of Helicobacter pylori cysteine-rich protein B reveals a novel fold for a penicillin-binding protein.

Journal: The Journal of biological chemistry 20020322

Title: Structure-based prediction of modifications in glutarylamidase to allow single-step enzymatic production of 7-aminocephalosporanic acid from cephalosporin C.

Journal: Protein science : a publication of the Protein Society 20020101

Title: Active site residues of cephalosporin acylase are critical not only for enzymatic catalysis but also for post-translational modification.

Journal: The Journal of biological chemistry 20011221

Title: Structure of cephalosporin acylase in complex with glutaryl-7-aminocephalosporanic acid and glutarate: insight into the basis of its substrate specificity.

Journal: Chemistry & biology 20011201

Title: [Establishment of detective systems for GL-7ACA acylase expression].

Journal: Sheng wu gong cheng xue bao = Chinese journal of biotechnology 20011101

Title: Modulation of penicillin acylase properties via immobilization techniques: one-pot chemoenzymatic synthesis of Cephamandole from Cephalosporin C.

Journal: Bioorganic & medicinal chemistry letters 20010917

Title: Improvement of the synthesis of diphenylmethyl 7beta-(o-hydroxy)benzylideneamino-3-hydroxymethyl-3-cephem-4-carboxylate.

Journal: Farmaco (Societa chimica italiana : 1989) 20010801

Title: D-amino-acid oxidase--an improved production of the enzyme by the yeast Trigonopsis variabilis in a laboratory fermentor.

Journal: Folia microbiologica 20010101

Title: Epitope analysis of aztreonam by antiaztreonam monoclonal antibodies and possible consequences in beta-lactams hypersensitivity.

Journal: International archives of allergy and immunology 19920101

Title: [Thoughts on explaining cigarette smoking].

Journal: Das Offentliche Gesundheitswesen 19870201

Title: Ding JM, et al. Identification and Characterization of a New 7-Aminocephalosporanic Acid Deacetylase from Thermophilic Bacterium Alicyclobacillus tengchongensis. J Bacteriol. 2015 Nov 2;198(2):311-20.

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Tags:957-68-6 Molecular Formula|957-68-6 MDL|957-68-6 SMILES|957-68-6 (6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |Organic_Building_Blocks