3373-53-3 | Isoguanine

Packsize	Purity	Availability	Price	Discounted Price
5mg	98%(HPLC)	in stock	$24.00	$17.00
10mg	≥95%	in stock	$42.00	$29.00
25mg	98%(HPLC)	in stock	$60.00	$42.00
100mg	97%	in stock	$91.00	$64.00
250mg	97%	in stock	$133.00	$93.00
1g	97%	in stock	$332.00	$233.00
5g	97%	in stock	$1,162.00	$814.00
10g	97%	in stock	$1,752.00	$1,227.00

Description

• Catalog Number: AB45369
• Chemical Name: Isoguanine
• CAS Number: 3373-53-3
• Molecular Formula: C5H5N5O
• Molecular Weight: 151.1261
• MDL Number: MFCD00142931
• SMILES: O=c1nc(N)c2c([nH]1)nc[nH]2
• NSC Number: 241501

Computed Properties

• Complexity: 313
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 3
• XLogP3: -1.7

Literature

• Solution structure of a parallel-stranded oligoisoguanine DNA pentaplex formed by d(T(iG)4 T) in the presence of Cs+ ions.

  Angewandte Chemie (International ed. in English) 20120806

• Isoguanine formation from adenine.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20120416

• Rescue of the orphan enzyme isoguanine deaminase.

  Biochemistry 20110628

• Preparation of the 2'-deoxynucleosides of 2,6-diaminopurine and isoguanine by direct glycosylation.

  The Journal of organic chemistry 20100305

• Examination of the effect of the annealing cation on higher order structures containing guanine or isoguanine repeats.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20091026

• An ab initio study of substituent effects on the excited states of purine derivatives.

  The journal of physical chemistry. A 20081204

• An alternative nucleobase code: characterization of purine-purine DNA double helices bearing guanine-isoguanine and diaminopurine 7-deaza-xanthine base pairs.

  Chembiochem : a European journal of chemical biology 20081124

• Stacking effects on local structure in RNA: changes in the structure of tandem GA pairs when flanking GC pairs are replaced by isoG-isoC pairs.

  The journal of physical chemistry. B 20070621

• RNA polymerase II bypasses 8-oxoguanine in the presence of transcription elongation factor TFIIS.

  DNA repair 20070601

• An unusual mode of DNA duplex association: Watson-Crick interaction of all-purine deoxyribonucleic acids.

  Chemistry & biology 20070501

• Replication of 2-hydroxyadenine-containing DNA and recognition by human MutSalpha.

  DNA repair 20070301

• Density functional study of isoguanine tetrad and pentad sandwich complexes with alkali metal ions.

  Journal of molecular modeling 20070201

• Oligonucleotide transformation for the study of mutagenic specificities of DNA lesions in yeast.

  Nucleic acids symposium series (2004) 20070101

• pH-Independent triplex formation: hairpin DNA containing isoguanine or 9-deaza-9-propynylguanine in place of protonated cytosine.

  Organic & biomolecular chemistry 20061107

• Mutagenesis and carcinogenesis caused by the oxidation of nucleic acids.

  Biological chemistry 20060401

• [Defense mechanisms against oxidative damage in mitochondrial genome].

  Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme 20051101

• A potential prebiotic route to adenine from hypoxanthine.

  Chemistry & biodiversity 20050701

• 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

• Gold DNA-conjugates: ion specific self-assembly of gold nanoparticles via the dG-quartet.

  Nucleosides, nucleotides & nucleic acids 20050101

• Nucleic acid analysis using an expanded genetic alphabet to quench fluorescence.

  Journal of the American Chemical Society 20040414

• Mutagenicities of 8-hydroxyguanine and 2-hydroxyadenine produced by reactive oxygen species.

  Biological & pharmaceutical bulletin 20040401

• 5-Cyanoamino-4-imidazolecarboxamide and nitrosative guanine deamination: experimental evidence for pyrimidine ring-opening during deamination.

  Journal of the American Chemical Society 20040303

• Unique tautomeric properties of isoguanine.

  Journal of the American Chemical Society 20040114

• First principles calculations of the pKa values and tautomers of isoguanine and xanthine.

  Chemical research in toxicology 20031101

• Neighbouring bases in template influence base-pairing of isoguanine.

  The Biochemical journal 20030201

• [Parallel-stranded DNA with natural base sequences].

  Molekuliarnaia biologiia 20030101

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

  Methods (San Diego, Calif.) 20010201

• Regulation of intracellular localization of human MTH1, OGG1, and MYH proteins for repair of oxidative DNA damage.

  Progress in nucleic acid research and molecular biology 20010101

• Parallel DNA containing pyrazolo[3,4-D]pyrimidine analogues of isoguanine.

  Nucleosides, nucleotides & nucleic acids 20010101

• [Specific interactions of isoguanine with the neutral and deprotonated carboxylic group of amino acids: results of model quantum chemical calculations].

  Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20010101

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

  Biochemical pharmacology 19951109

• Formation of 2-hydroxydeoxyadenosine triphosphate, an oxidatively damaged nucleotide, and its incorporation by DNA polymerases. Steady-state kinetics of the incorporation.

  The Journal of biological chemistry 19950818