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3373-53-3,MFCD00142931
Catalog No.:AA00348T

3373-53-3 | Isoguanine

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5mg
98%(HPLC)
in stock  
$24.00   $17.00
- +
10mg
≥95%
in stock  
$46.00   $32.00
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25mg
98%(HPLC)
in stock  
$62.00   $44.00
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100mg
97%
in stock  
$97.00   $68.00
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250mg
97%
in stock  
$142.00   $100.00
- +
1g
97%
in stock  
$355.00   $249.00
- +
5g
97%
in stock  
$1,242.00   $869.00
- +
10g
97%
in stock  
$1,872.00   $1,311.00
- +
  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00348T
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
Properties
Properties
 
BP:
273.11°C (rough estimate)  
Form:
Solid  
MP:
300 °C  
Refractive Index:
1.8000 (estimate)  
Storage:
Inert atmosphere;Room Temperature;  

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

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

Journal: Angewandte Chemie (International ed. in English) 20120806

Title: Isoguanine formation from adenine.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120416

Title: Rescue of the orphan enzyme isoguanine deaminase.

Journal: Biochemistry 20110628

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

Journal: The Journal of organic chemistry 20100305

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

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20091026

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

Journal: The journal of physical chemistry. A 20081204

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

Journal: Chembiochem : a European journal of chemical biology 20081124

Title: 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.

Journal: The journal of physical chemistry. B 20070621

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

Journal: DNA repair 20070601

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

Journal: Chemistry & biology 20070501

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

Journal: DNA repair 20070301

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

Journal: Journal of molecular modeling 20070201

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

Journal: Nucleic acids symposium series (2004) 20070101

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

Journal: Organic & biomolecular chemistry 20061107

Title: Mutagenesis and carcinogenesis caused by the oxidation of nucleic acids.

Journal: Biological chemistry 20060401

Title: [Defense mechanisms against oxidative damage in mitochondrial genome].

Journal: Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme 20051101

Title: A potential prebiotic route to adenine from hypoxanthine.

Journal: Chemistry & biodiversity 20050701

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

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20050201

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

Journal: Nucleosides, nucleotides & nucleic acids 20050101

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

Journal: Journal of the American Chemical Society 20040414

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

Journal: Biological & pharmaceutical bulletin 20040401

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

Journal: Journal of the American Chemical Society 20040303

Title: Unique tautomeric properties of isoguanine.

Journal: Journal of the American Chemical Society 20040114

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

Journal: Chemical research in toxicology 20031101

Title: Neighbouring bases in template influence base-pairing of isoguanine.

Journal: The Biochemical journal 20030201

Title: [Parallel-stranded DNA with natural base sequences].

Journal: Molekuliarnaia biologiia 20030101

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

Journal: Methods (San Diego, Calif.) 20010201

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

Journal: Progress in nucleic acid research and molecular biology 20010101

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

Journal: Nucleosides, nucleotides & nucleic acids 20010101

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

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20010101

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

Journal: Biochemical pharmacology 19951109

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

Journal: The Journal of biological chemistry 19950818

Title: Bande O, et al. Isoguanine and 5-methyl-isocytosine bases, in vitro and in vivo. Chemistry. 2015 Mar 23;21(13):5009-22.

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