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58944-73-3,MFCD00057013
Catalog No.:AA00372B

58944-73-3 | Sinefungin

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1mg
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$534.00   $374.00
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00372B
Chemical Name:
Sinefungin
CAS Number:
58944-73-3
Molecular Formula:
C15H23N7O5
Molecular Weight:
381.3870
MDL Number:
MFCD00057013
SMILES:
N[C@H](C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)CC[C@@H](C(=O)O)N
Properties
Properties
 
Storage:
2-8℃;  

Computed Properties
 
Complexity:
529  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
6  
Rotatable Bond Count:
7  
XLogP3:
-4.3  

Literature

Title: Identification of Small Molecule Inhibitors of Human As(III) S-Adenosylmethionine Methyltransferase (AS3MT).

Journal: Chemical research in toxicology 20151221

Title: Identification of DNMT1 selective antagonists using a novel scintillation proximity assay.

Journal: The Journal of biological chemistry 20130705

Title: The BioC O-methyltransferase catalyzes methyl esterification of malonyl-acyl carrier protein, an essential step in biotin synthesis.

Journal: The Journal of biological chemistry 20121026

Title: Detecting S-adenosyl-L-methionine-induced conformational change of a histone methyltransferase using a homogeneous time-resolved fluorescence-based binding assay.

Journal: Analytical biochemistry 20120401

Title: Structure and reaction mechanism of phosphoethanolamine methyltransferase from the malaria parasite Plasmodium falciparum: an antiparasitic drug target.

Journal: The Journal of biological chemistry 20120106

Title: Pneumocystis S-adenosylmethionine transport: a potential drug target.

Journal: American journal of respiratory cell and molecular biology 20111201

Title: Chemically-induced affinity star restriction specificity: a novel TspGWI/sinefungin endonuclease with theoretical 3-bp cleavage frequency.

Journal: BioTechniques 20110601

Title: Crystal structure and functional analysis of the SARS-coronavirus RNA cap 2'-O-methyltransferase nsp10/nsp16 complex.

Journal: PLoS pathogens 20110501

Title: Structure and mechanism of the chalcogen-detoxifying protein TehB from Escherichia coli.

Journal: The Biochemical journal 20110401

Title: Structural insights into the autoinhibition and posttranslational activation of histone methyltransferase SmyD3.

Journal: Journal of molecular biology 20110211

Title: Structural and functional profiling of the human histone methyltransferase SMYD3.

Journal: PloS one 20110101

Title: Structural and functional analyses of a conserved hydrophobic pocket of flavivirus methyltransferase.

Journal: The Journal of biological chemistry 20101015

Title: Crystal structure of Methanocaldococcus jannaschii Trm4 complexed with sinefungin.

Journal: Journal of molecular biology 20100820

Title: Structural characterization of the Mycobacterium tuberculosis biotin biosynthesis enzymes 7,8-diaminopelargonic acid synthase and dethiobiotin synthetase .

Journal: Biochemistry 20100810

Title: High affinity S-Adenosylmethionine plasma membrane transporter of Leishmania is a member of the folate biopterin transporter (FBT) family.

Journal: The Journal of biological chemistry 20100625

Title: Higher catalytic efficiency of N-7-methylation is responsible for processive N-7 and 2'-O methyltransferase activity in dengue virus.

Journal: Virology 20100620

Title: Production improvement of antifungal, antitrypanosomal nucleoside sinefungin by rpoB mutation and optimization of resting cell system of Streptomyces incarnatus NRRL 8089.

Journal: Journal of bioscience and bioengineering 20100501

Title: Toward the development of potent and selective bisubstrate inhibitors of protein arginine methyltransferases.

Journal: Bioorganic & medicinal chemistry letters 20100401

Title: Discrimination between closely related cellular metabolites by the SAM-I riboswitch.

Journal: Journal of molecular biology 20100226

Title: S-adenosyl-N-decyl-aminoethyl, a potent bisubstrate inhibitor of mycobacterium tuberculosis mycolic acid methyltransferases.

Journal: The Journal of biological chemistry 20090717

Title: DZNep is a global histone methylation inhibitor that reactivates developmental genes not silenced by DNA methylation.

Journal: Molecular cancer therapeutics 20090601

Title: Structure and function of the glycopeptide N-methyltransferase MtfA, a tool for the biosynthesis of modified glycopeptide antibiotics.

Journal: Chemistry & biology 20090424

Title: Functional characterization and modulation of the DNA cleavage efficiency of type III restriction endonuclease EcoP15I in its interaction with two sites in the DNA target.

Journal: Journal of molecular biology 20090417

Title: Characterization of a mimivirus RNA cap guanine-N2 methyltransferase.

Journal: RNA (New York, N.Y.) 20090401

Title: Recognition of RNA cap in the Wesselsbron virus NS5 methyltransferase domain: implications for RNA-capping mechanisms in Flavivirus.

Journal: Journal of molecular biology 20090109

Title: Sinefungin-PLGA nanoparticles: drug loading, characterization, in vitro drug release and in vivo studies.

Journal: Journal of nanoscience and nanotechnology 20090101

Title: A scintillation proximity assay for dengue virus NS5 2'-O-methyltransferase-kinetic and inhibition analyses.

Journal: Antiviral research 20081201

Title: Identification of inhibitors of the E. coli cyclopropane fatty acid synthase from the screening of a chemical library: In vitro and in vivo studies.

Journal: Biochimica et biophysica acta 20081101

Title: 1H and 13C NMR study of the complex formed by copper(II) with the nucleoside antibiotic sinefungin.

Journal: Journal of inorganic biochemistry 20070701

Title: Kinetic manifestation of processivity during multiple methylations catalyzed by SET domain protein methyltransferases.

Journal: Biochemistry 20070327

Title: Mutational analysis of Encephalitozoon cuniculi mRNA cap (guanine-N7) methyltransferase, structure of the enzyme bound to sinefungin, and evidence that cap methyltransferase is the target of sinefungin's antifungal activity.

Journal: The Journal of biological chemistry 20061124

Title: Catalytic roles for carbon-oxygen hydrogen bonding in SET domain lysine methyltransferases.

Journal: The Journal of biological chemistry 20060714

Title: Substrate-dependent dihydroxylation of substituted cyclopentenes: toward the syntheses of carbocyclic sinefungin and noraristeromycin.

Journal: The Journal of organic chemistry 20060526

Title: mRNA expression in mouse hypothalamus and basal forebrain during influenza infection: a novel model for sleep regulation.

Journal: Physiological genomics 20060214

Title: Influence of the physiologically widespread substances on the oxidative activity of copper(II) complexes with sinefungin, a nucleoside antibiotic.

Journal: Journal of inorganic biochemistry 20060201

Title: Characterization of a methionine adenosyltransferase over-expressing strain in the trypanosomatid Leishmania donovani.

Journal: Biochimica et biophysica acta 20060101

Title: Exogenous AdoMet and its analogue sinefungin differentially influence DNA cleavage by R.EcoP15I--usefulness in SAGE.

Journal: Biochemical and biophysical research communications 20050902

Title: Cell-based assays to detect inhibitors of fungal mRNA capping enzymes and characterization of sinefungin as a cap methyltransferase inhibitor.

Journal: Journal of biomolecular screening 20050601

Title: Encephalitozoon cuniculi mRNA cap (guanine N-7) methyltransferase: methyl acceptor specificity, inhibition BY S-adenosylmethionine analogs, and structure-guided mutational analysis.

Journal: The Journal of biological chemistry 20050527

Title: Transition from nonspecific to specific DNA interactions along the substrate-recognition pathway of dam methyltransferase.

Journal: Cell 20050506

Title: Ligand-mediated anticodon conformational changes occur during tRNA methylation by a TrmD methyltransferase.

Journal: Biochemistry 20050503

Title: Aclacinomycin 10-hydroxylase is a novel substrate-assisted hydroxylase requiring S-adenosyl-L-methionine as cofactor.

Journal: The Journal of biological chemistry 20050204

Title: Consequences of binding an S-adenosylmethionine analogue on the structure and dynamics of the thiopurine methyltransferase protein backbone.

Journal: Biochemistry 20040928

Title: Crystallization and preliminary crystallographic studies of a bifunctional restriction endonuclease Eco57I.

Journal: Biochimica et biophysica acta 20040506

Title: Protein methylation activates reconstituted ryanodine receptor-ca release channels from coronary artery myocytes.

Journal: Journal of vascular research 20040101

Title: Techniques in protein methylation.

Journal: Methods in molecular biology (Clifton, N.J.) 20040101

Title: Structures of liganded and unliganded RsrI N6-adenine DNA methyltransferase: a distinct orientation for active cofactor binding.

Journal: The Journal of biological chemistry 20030711

Title: Changes in GE2270 antibiotic production in Planobispora rosea through modulation of methylation metabolism.

Journal: Microbiology (Reading, England) 20030601

Title: Kinetic mechanism of the tRNA-modifying enzyme S-adenosylmethionine:tRNA ribosyltransferase-isomerase (QueA).

Journal: Biochemistry 20030513

Title: Long-lasting anticryptosporidial activity of nitazoxanide in an immunosuppressed rat model.

Journal: Folia parasitologica 20030301

Title: Active site in RrmJ, a heat shock-induced methyltransferase.

Journal: The Journal of biological chemistry 20021101

Title: An in vitro screening method for DNA cytosine-C5-methylase inhibitor.

Journal: Natural product letters 20020201

Title: Inhibition of complete development of Cryptosporidium parvum in Caco-2 cells.

Journal: European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology 19961101

Title: Putative anticryptosporidial agents tested with an immunodeficient mouse model.

Journal: Antimicrobial agents and chemotherapy 19940401

Title: Curative and preventive anticryptosporidium activities of sinefungin in an immunosuppressed adult rat model.

Journal: Antimicrobial agents and chemotherapy 19930401

Title: Antitoxoplasmosis properties of sinefungin in mice.

Journal: Comptes rendus de l'Academie des sciences. Serie III, Sciences de la vie 19880101

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