200,000+ products from a single source!
sales@angenechem.com
Home > Imidazoles > 13875-63-3
13875-63-3 | 3H-Imidazo[2,1-i]purine
CAS No: 13875-63-3 Catalog No: AG0019H7 MDL No:
Product Description
Catalog Number:
AG0019H7
Chemical Name:
3H-Imidazo[2,1-i]purine
CAS Number:
13875-63-3
Molecular Formula:
C7H5N5
Molecular Weight:
159.1481
IUPAC Name:
1H-imidazo[2,1-f]purine
InChI:
InChI=1S/C7H5N5/c1-2-12-4-11-6-5(7(12)8-1)9-3-10-6/h1-4H,(H,9,10)
InChI Key:
OGVOXGPIHFKUGM-UHFFFAOYSA-N
SMILES:
c1[nH]c2c(n1)c1nccn1cn2
Properties
Complexity:
185
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
159.054g/mol
Formal Charge:
0
Heavy Atom Count:
12
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
159.152g/mol
Monoisotopic Mass:
159.054g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
58.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1
Literature
| Title | Journal |
|---|---|
| Integrated molecular analysis indicates undetectable change in DNA damage in mice after continuous irradiation at ~ 400-fold natural background radiation. | Environmental health perspectives 20120801 |
| Duplex interrogation by a direct DNA repair protein in search of base damage. | Nature structural & molecular biology 20120701 |
| Structure-function studies of an unusual 3-methyladenine DNA glycosylase II (AlkA) from Deinococcus radiodurans. | Acta crystallographica. Section D, Biological crystallography 20120601 |
| DNA glycosylases: in DNA repair and beyond. | Chromosoma 20120201 |
| Direct repair of 3,N(4)-ethenocytosine by the human ALKBH2 dioxygenase is blocked by the AAG/MPG glycosylase. | DNA repair 20120102 |
| XRCC1 and base excision repair balance in response to nitric oxide. | DNA repair 20111210 |
| Analysis of substrate specificity of Schizosaccharomyces pombe Mag1 alkylpurine DNA glycosylase. | EMBO reports 20111201 |
| Artesunate induces oxidative DNA damage, sustained DNA double-strand breaks, and the ATM/ATR damage response in cancer cells. | Molecular cancer therapeutics 20111201 |
| Modeling the chemical step utilized by human alkyladenine DNA glycosylase: a concerted mechanism AIDS in selectively excising damaged purines. | Journal of the American Chemical Society 20111012 |
| The role of AlkB protein in repair of 1,N⁶-ethenoadenine in Escherichia coli cells. | Mutagenesis 20110501 |
| Structural basis for the inhibition of human alkyladenine DNA glycosylase (AAG) by 3,N4-ethenocytosine-containing DNA. | The Journal of biological chemistry 20110415 |
| Substitution of active site tyrosines with tryptophan alters the free energy for nucleotide flipping by human alkyladenine DNA glycosylase. | Biochemistry 20110322 |
| Spectroscopic and magnetic studies of wild-type and mutant forms of the Fe(II)- and 2-oxoglutarate-dependent decarboxylase ALKBH4. | The Biochemical journal 20110315 |
| Frequent down-regulation of hABH2 in gastric cancer and its involvement in growth of cancer cells. | Journal of gastroenterology and hepatology 20110301 |
| A phase I study of the safety and tolerability of olaparib (AZD2281, KU0059436) and dacarbazine in patients with advanced solid tumours. | British journal of cancer 20110301 |
| Schizosaccharomyces pombe Ofd2 is a nuclear 2-oxoglutarate and iron dependent dioxygenase interacting with histones. | PloS one 20110101 |
| Iron-catalysed oxidation intermediates captured in a DNA repair dioxygenase. | Nature 20101111 |
| N-glycosyl bond formation catalyzed by human alkyladenine DNA glycosylase. | Biochemistry 20101026 |
| Aberrant repair of etheno-DNA adducts in leukocytes and colon tissue of colon cancer patients. | Free radical biology & medicine 20100915 |
| Accumulation of miscoding etheno-DNA adducts and highly expressed DNA repair during liver fluke-induced cholangiocarcinogenesis in hamsters. | Mutation research 20100910 |
| TP53 regulates human AlkB homologue 2 expression in glioma resistance to Photofrin-mediated photodynamic therapy. | British journal of cancer 20100727 |
| Structural and mutational analysis of Escherichia coli AlkB provides insight into substrate specificity and DNA damage searching. | PloS one 20100101 |
| Involvement of oxidatively damaged DNA and repair in cancer development and aging. | American journal of translational research 20100101 |
| Translesion synthesis polymerases in the prevention and promotion of carcinogenesis. | Journal of nucleic acids 20100101 |
| Repair of DNA Alkylation Damage by the Escherichia coli Adaptive Response Protein AlkB as Studied by ESI-TOF Mass Spectrometry. | Journal of nucleic acids 20100101 |
| Formation and repair of tobacco carcinogen-derived bulky DNA adducts. | Journal of nucleic acids 20100101 |
| Kinetic mechanism for the flipping and excision of 1,N(6)-ethenoadenine by human alkyladenine DNA glycosylase. | Biochemistry 20091208 |
| Single-nucleotide and long-patch base excision repair of DNA damage in plants. | The Plant journal : for cell and molecular biology 20091101 |
| Excised damaged base determines the turnover of human N-methylpurine-DNA glycosylase. | DNA repair 20091002 |
| Modulation of DNA glycosylase activities in mesenchymal stem cells. | Experimental cell research 20090910 |
| Sequence selective formation of 1,N(6)-ethenoadenine in DNA by furan-conjugated probe. | Bioorganic & medicinal chemistry letters 20090701 |
| Recognition and processing of a new repertoire of DNA substrates by human 3-methyladenine DNA glycosylase (AAG). | Biochemistry 20090310 |
| Oxidation and glycolytic cleavage of etheno and propano DNA base adducts. | Biochemistry 20090203 |
| Substrate binding pocket residues of human alkyladenine-DNA glycosylase critical for methylating agent survival. | DNA repair 20081001 |
| Structure of the E. coli DNA glycosylase AlkA bound to the ends of duplex DNA: a system for the structure determination of lesion-containing DNA. | Structure (London, England : 1993) 20080806 |
| Mutational specificity of gamma-radiation-induced guanine-thymine and thymine-guanine intrastrand cross-links in mammalian cells and translesion synthesis past the guanine-thymine lesion by human DNA polymerase eta. | Biochemistry 20080805 |
| The acidity and proton affinity of the damaged base 1,N6-ethenoadenine in the gas phase versus in solution: intrinsic reactivity and biological implications. | The Journal of organic chemistry 20080801 |
| Evidence of complete cellular repair of 1,N6-ethenoadenine, a mutagenic and potential damage for human cancer, revealed by a novel method. | Molecular and cellular biochemistry 20080601 |
| Base excision repair activities in organotypic hippocampal slice cultures exposed to oxygen and glucose deprivation. | DNA repair 20080601 |
| Substrate specificity and sequence-dependent activity of the Saccharomyces cerevisiae 3-methyladenine DNA glycosylase (Mag). | DNA repair 20080601 |
| AlkB homologue 2-mediated repair of ethenoadenine lesions in mammalian DNA. | Cancer research 20080601 |
| Determination of leukocyte DNA 6-thioguanine nucleotide levels by high-performance liquid chromatography with fluorescence detection. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080315 |
| Role of biotransformation studies in minimizing metabolism-related liabilities in drug discovery. | The AAPS journal 20080301 |
| Structural basis for enzymatic excision of N1-methyladenine and N3-methylcytosine from DNA. | The EMBO journal 20070418 |
| Poly(etheno ADP-ribose) blocks poly(ADP-ribose) glycohydrolase activity. | Biochemical and biophysical research communications 20070406 |
| Interaction of adenine adducts with thymine: a computational study. | The journal of physical chemistry. B 20070322 |
| Effect of gender and cigarette smoking on urinary excretion of etheno DNA adducts in humans measured by isotope dilution gas chromatography/mass spectrometry. | Toxicology letters 20070227 |
| Slow base excision by human alkyladenine DNA glycosylase limits the rate of formation of AP sites and AP endonuclease 1 does not stimulate base excision. | DNA repair 20070104 |
| Base excision repair modulation as a risk factor for human cancers. | Molecular aspects of medicine 20070101 |
| Paradoxical DNA repair and peroxide resistance gene conservation in Bacillus pumilus SAFR-032. | PloS one 20070101 |
| Synthesis of modified nucleosides for incorporation of formyletheno and carboxyetheno adducts of adenine nucleosides into oligonucleotides. | Nucleosides, nucleotides & nucleic acids 20070101 |
| Fluorescent DNA base replacements: Reporters and sensors for biological systems. | Organic & biomolecular chemistry 20061207 |
| Metal inhibition of human N-methylpurine-DNA glycosylase activity in base excision repair. | Toxicology letters 20061025 |
| Magnesium, essential for base excision repair enzymes, inhibits substrate binding of N-methylpurine-DNA glycosylase. | The Journal of biological chemistry 20061006 |
| A new protein superfamily includes two novel 3-methyladenine DNA glycosylases from Bacillus cereus, AlkC and AlkD. | Molecular microbiology 20060301 |
| Alkylpurine-DNA-N-glycosylase excision of 7-(hydroxymethyl)-1,N6-ethenoadenine, a glycidaldehyde-derived DNA adduct. | DNA repair 20060105 |
| Sequence-specific p53 gene damage by chloroacetaldehyde and its repair kinetics in Escherichia coli. | Acta biochimica Polonica 20060101 |
| DNA damage levels and biochemical repair capacities associated with XRCC1 deficiency. | Biochemistry 20051101 |
| Direct repair of the exocyclic DNA adduct 1,N6-ethenoadenine by the DNA repair AlkB proteins. | Journal of the American Chemical Society 20051026 |
| AlkB reverses etheno DNA lesions caused by lipid oxidation in vitro and in vivo. | Nature structural & molecular biology 20051001 |
| The efficiency of hypoxanthine excision by alkyladenine DNA glycosylase is altered by changes in nearest neighbor bases. | DNA repair 20050928 |
| Mechanisms of Ca2+ liberation at fertilization. | Biochemical and biophysical research communications 20050923 |
| Prediction of genotoxicity of chemical compounds by statistical learning methods. | Chemical research in toxicology 20050601 |
| Measurement of urinary excretion of 5-hydroxymethyluracil in human by GC/NICI/MS: correlation with cigarette smoking, urinary TBARS and etheno DNA adduct. | Toxicology letters 20050315 |
| P2X7 receptor-dependent and -independent T cell death is induced by nicotinamide adenine dinucleotide. | Journal of immunology (Baltimore, Md. : 1950) 20050215 |
| Vinyl chloride-a classical industrial toxicant of new interest. | Critical reviews in toxicology 20050101 |
| DNA damage and mutations produced by chloroacetaldehyde in a CpG-methylated target gene. | Mutation research 20041221 |
| Chloroethylnitrosourea-derived ethano cytosine and adenine adducts are substrates for Escherichia coli glycosylases excising analogous etheno adducts. | DNA repair 20041005 |
| Oxanine DNA glycosylase activity from Mammalian alkyladenine glycosylase. | The Journal of biological chemistry 20040910 |
| Nucleotide release provides a mechanism for airway surface liquid homeostasis. | The Journal of biological chemistry 20040827 |
| Predominance of the 1,N2-propano 2'-deoxyguanosine adduct among 4-hydroxy-2-nonenal-induced DNA lesions. | Free radical biology & medicine 20040701 |
| Quantification of urinary excretion of 1,N6-ethenoadenine, a potential biomarker of lipid peroxidation, in humans by stable isotope dilution liquid chromatography-electrospray ionization-tandem mass spectrometry: comparison with gas chromatography-mass spectrometry. | Chemical research in toxicology 20040701 |
| A sensitive and robust method for quantification of intracellular short-chain coenzyme A esters. | Analytical biochemistry 20040501 |
| Hijacking of the human alkyl-N-purine-DNA glycosylase by 3,N4-ethenocytosine, a lipid peroxidation-induced DNA adduct. | The Journal of biological chemistry 20040423 |
| The Bacillus subtilis counterpart of the mammalian 3-methyladenine DNA glycosylase has hypoxanthine and 1,N6-ethenoadenine as preferred substrates. | The Journal of biological chemistry 20040402 |
| Increased formation and persistence of 1,N(6)-ethenoadenine in DNA is not associated with higher susceptibility to carcinogenesis in alkylpurine-DNA-N-glycosylase knockout mice treated with vinyl carbamate. | Cancer research 20031115 |
| Biochemical characterization of an exonuclease from Arabidopsis thaliana reveals similarities to the DNA exonuclease of the human Werner syndrome protein. | The Journal of biological chemistry 20031107 |
| Miscoding properties of 1,N6-ethanoadenine, a DNA adduct derived from reaction with the antitumor agent 1,3-bis(2-chloroethyl)-1-nitrosourea. | Mutation research 20031029 |
| Chemical rearrangement and repair pathways of 1,N6-ethenoadenine. | Mutation research 20031029 |
| Enzymology of repair of etheno-adducts. | Mutation research 20031029 |
| Human alkyladenine DNA glycosylase uses acid-base catalysis for selective excision of damaged purines. | Biochemistry 20031028 |
| Crystal structures of 3-methyladenine DNA glycosylase MagIII and the recognition of alkylated bases. | The EMBO journal 20031001 |
| Hormonal control of ADP-ribosyl cyclase activity in pancreatic acinar cells from rats. | The Journal of biological chemistry 20030905 |
| Detection and quantification of 1,N6-ethenoadenine in human urine by stable isotope dilution capillary gas chromatography/negative ion chemical ionization/mass spectrometry. | Chemical research in toxicology 20030901 |
| Decreased repair activities of 1,N(6)-ethenoadenine and 3,N(4)-ethenocytosine in lung adenocarcinoma patients. | Cancer research 20030801 |
| Imbalancing the DNA base excision repair pathway in the mitochondria; targeting and overexpressing N-methylpurine DNA glycosylase in mitochondria leads to enhanced cell killing. | Cancer research 20030201 |
| Lesion bypass activities of human DNA polymerase mu. | The Journal of biological chemistry 20021115 |
| Active-site clashes prevent the human 3-methyladenine DNA glycosylase from improperly removing bases. | Chemistry & biology 20020901 |
| Effects of hydrogen bonding within a damaged base pair on the activity of wild type and DNA-intercalating mutants of human alkyladenine DNA glycosylase. | The Journal of biological chemistry 20020830 |
| 1,N(2)-ethenoguanine, a mutagenic DNA adduct, is a primary substrate of Escherichia coli mismatch-specific uracil-DNA glycosylase and human alkylpurine-DNA-N-glycosylase. | The Journal of biological chemistry 20020726 |
| Binding of specific DNA base-pair mismatches by N-methylpurine-DNA glycosylase and its implication in initial damage recognition. | Journal of molecular biology 20020712 |
| Opposite base specificity in excision of pyrimidine ring-opened 1,N6-ethenoadenine by thymine glycol-DNA-glycosylases. | DNA repair 20020328 |
| Mitochondrial DNA repair of oxidative damage in mammalian cells. | Gene 20020306 |
| Assay for ADP-ribosyl cyclase by reverse-phase high-performance liquid chromatography. | Analytical biochemistry 20011215 |
| Design and evaluation of a tryptophanless RecA protein with wild type activity. | Biochemical and biophysical research communications 20010907 |
| Formation of the 1,N2-glyoxal adduct of deoxyguanosine by phosphoglycolaldehyde, a product of 3'-deoxyribose oxidation in DNA. | Chemical research in toxicology 20010901 |
| The pyrimidine ring-opened derivative of 1,N6-ethenoadenine is excised from DNA by the Escherichia coli Fpg and Nth proteins. | The Journal of biological chemistry 20010615 |
| Ricin A-chain inhibitors resembling the oxacarbenium ion transition state. | Biochemistry 20010612 |
| Base excision and DNA binding activities of human alkyladenine DNA glycosylase are sensitive to the base paired with a lesion. | The Journal of biological chemistry 20010420 |
| Base excision repair in nuclear and mitochondrial DNA. | Progress in nucleic acid research and molecular biology 20010101 |
| The mechanism of switching among multiple BER pathways. | Progress in nucleic acid research and molecular biology 20010101 |
| Cisplatin adducts inhibit 1,N(6)-ethenoadenine repair by interacting with the human 3-methyladenine DNA glycosylase. | Biochemistry 20000711 |
| Mammalian enzymatic repair of etheno and para-benzoquinone exocyclic adducts derived from the carcinogens vinyl chloride and benzene. | IARC scientific publications 19990101 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.