108-53-2 | Isocytosine

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$10.00	$7.00
5g	97%	in stock	$21.00	$15.00
10g	97%	in stock	$31.00	$22.00
25g	97%	in stock	$36.00	$26.00

Description

• Catalog Number: AB74895
• Chemical Name: Isocytosine
• CAS Number: 108-53-2
• Molecular Formula: C4H5N3O
• Molecular Weight: 111.102
• MDL Number: MFCD30183437
• SMILES: Nc1nc(=O)cc[nH]1
• NSC Number: 49118

Computed Properties

• Complexity: 170
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 8
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 2
• XLogP3: -1

Literature

• Isocytosine-based inhibitors of xanthine oxidase: design, synthesis, SAR, PK and in vivo efficacy in rat model of hyperuricemia.

  Bioorganic & medicinal chemistry letters 20121215

• Understanding the role of base stacking in nucleic acids. MD and QM analysis of tandem GA base pairs in RNA duplexes.

  Physical chemistry chemical physics : PCCP 20120928

• Identification of novel isocytosine derivatives as xanthine oxidase inhibitors from a set of virtual screening hits.

  Bioorganic & medicinal chemistry 20120501

• Ditopic triply hydrogen-bonded heterodimers.

  Organic & biomolecular chemistry 20110907

• Comprehensive core-level study of the effects of isomerism, halogenation, and methylation on the tautomeric equilibrium of cytosine.

  The journal of physical chemistry. A 20110707

• Three-dimensional structure and catalytic mechanism of cytosine deaminase.

  Biochemistry 20110607

• The role of the formamide/zirconia system in the synthesis of nucleobases and biogenic carboxylic acid derivatives.

  Journal of molecular evolution 20100801

• Design and synthesis of novel SATE derivatives of acyclic isocytosine and 9-deazaadenine C-nucleosides.

  Nucleosides, nucleotides & nucleic acids 20100301

• Incorporation of non-natural nucleotides into template-switching oligonucleotides reduces background and improves cDNA synthesis from very small RNA samples.

  BMC genomics 20100101

• Error-Prone Translesion DNA Synthesis by Escherichia coli DNA Polymerase IV (DinB) on Templates Containing 1,2-dihydro-2-oxoadenine.

  Journal of nucleic acids 20100101

• Synthesis and degradation of nucleic acid components by formamide and iron sulfur minerals.

  Journal of the American Chemical Society 20081119

• Comparison of different real-time PCR chemistries and their suitability for detection and quantification of genetically modified organisms.

  BMC biotechnology 20080101

• Discovery of a novel warhead against beta-secretase through fragment-based lead generation.

  Journal of medicinal chemistry 20071129

• Application of fragment-based lead generation to the discovery of novel, cyclic amidine beta-secretase inhibitors with nanomolar potency, cellular activity, and high ligand efficiency.

  Journal of medicinal chemistry 20071129

• Theoretical study of the intermolecular H-bonding and intermolecular proton transfer between isocytosine tautomeric forms and R,S-lactic acid.

  Journal of molecular modeling 20070101

• Isocytosine as a hydrogen-bonding partner and as a ligand in metal complexes.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20051104

• Parallel DNA double helices incorporating isoG or m5isoC bases studied by FTIR, CD and molecular modeling.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20050201

• Biochemical characterization of rat intestine development using high-resolution magic-angle-spinning 1H NMR spectroscopy and multivariate data analysis.

  Journal of proteome research 20050101

• Complex formation of isocytosine tautomers with PdII and PtII.

  Inorganic chemistry 20040531

• Systematic quantum chemical study of DNA-base tautomers.

  Journal of computational chemistry 20040115

• Synthesis and properties of oligonucleotides containing C-2 and/or C-5 substituted arabinofuranosyluracils.

  Nucleic acids research. Supplement (2001) 20030101

• Specific interaction of isocytosine and amino acid carboxylic group shifts the base tautomeric equilibrium.

  Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20030101

• Chemical stability of 2'-deoxy-5-methylisocytidine during oligodeoxynucleotide synthesis and deprotection.

  Nucleosides, nucleotides & nucleic acids 20020101

• Probing structure and function with alternative nucleic acids bearing 2',5'-linked, zwitterionic, and isocytosine-isoguanine components.

  Methods (San Diego, Calif.) 20010201

• Terpsichorean movements of pentaammineruthenium on pyrimidine and isocytosine ligands.

  Inorganic chemistry 20010129

• Selective hydrolysis of 2,4-diaminopyrimidine systems: a theoretical and experimental insight into an old rule.

  The Journal of organic chemistry 20010112

• Quantum chemistry predicted correlations between geometric isomerism (conformation) of -OH and =NH substituents and typical group frequencies of nucleic acid bases: cytosine.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20010101

• Inhibition of sandfly fever Sicilian virus (Phlebovirus) replication in vitro by antiviral compounds.

  Research in virology 19970101

• Fine structural specificity differences of trimethoprim allergenic determinants.

  Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 19961001

• Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.

  Biochemical pharmacology 19951109

• Structure-activity relationship of ligands of uracil phosphoribosyltransferase from Toxoplasma gondii.

  Biochemical pharmacology 19940817

• Antiviral and other bioactivities of pyrimidinones.

  Pharmacology & therapeutics 19850101