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2943-56-8

2943-56-8 | 2,4(1H,3H)-Pyrimidinedione, dihydro-5,6-dihydroxy-5-methyl-

CAS No: 2943-56-8 Catalog No: AG002YDD MDL No:

Product Description

Catalog Number:
AG002YDD
Chemical Name:
2,4(1H,3H)-Pyrimidinedione, dihydro-5,6-dihydroxy-5-methyl-
CAS Number:
2943-56-8
Molecular Formula:
C5H8N2O4
Molecular Weight:
160.1280
IUPAC Name:
5,6-dihydroxy-5-methyl-1,3-diazinane-2,4-dione
InChI:
InChI=1S/C5H8N2O4/c1-5(11)2(8)6-4(10)7-3(5)9/h2,8,11H,1H3,(H2,6,7,9,10)
InChI Key:
GUKSGXOLJNWRLZ-UHFFFAOYSA-N
SMILES:
O=C1NC(O)C(C(=O)N1)(C)O

Properties

Complexity:
217  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
160.048g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
160.129g/mol
Monoisotopic Mass:
160.048g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
98.7A^2
Undefined Atom Stereocenter Count:
2  
Undefined Bond Stereocenter Count:
0
XLogP3:
-2  

Literature

Title Journal
Profiling cytosine oxidation in DNA by LC-MS/MS. Chemical research in toxicology 20120917
Structural characterization of viral ortholog of human DNA glycosylase NEIL1 bound to thymine glycol or 5-hydroxyuracil-containing DNA. The Journal of biological chemistry 20120203
Structural and functional properties of CiNTH, an endonuclease III homologue of the ascidian Ciona intestinalis: critical role of N-terminal region. Genes & genetic systems 20120101
A crystallographic study of the role of sequence context in thymine glycol bypass by a replicative DNA polymerase serendipitously sheds light on the exonuclease complex. Journal of molecular biology 20110909
Lesion bypass activity of DNA polymerase θ (POLQ) is an intrinsic property of the pol domain and depends on unique sequence inserts. Journal of molecular biology 20110121
New insights in the removal of the hydantoins, oxidation product of pyrimidines, via the base excision and nucleotide incision repair pathways. PloS one 20110101
A nuclear family A DNA polymerase from Entamoeba histolytica bypasses thymine glycol. PLoS neglected tropical diseases 20100801
DNA polymerases beta and lambda bypass thymine glycol in gapped DNA structures. Biochemistry 20100608
Products of thymine oxygenation by a non-heme oxygenation model, Fe(II)(MeCN)6(2+)-Ac2O-H2O2, and the transition state model between oxoiron and thymine. Chemical & pharmaceutical bulletin 20100601
Efficient formation of the tandem thymine glycol/8-oxo-7,8-dihydroguanine lesion in isolated DNA and the mutagenic and cytotoxic properties of the tandem lesions in Escherichia coli cells. Chemical research in toxicology 20100118
DNA-Destabilizing Agents as an Alternative Approach for Targeting DNA: Mechanisms of Action and Cellular Consequences. Journal of nucleic acids 20100101
The cis-(5R,6S)-thymine glycol lesion occupies the wobble position when mismatched with deoxyguanosine in DNA. Biochemistry 20091020
Altered expression of the human base excision repair gene NTH1 in gastric cancer. Carcinogenesis 20090801
Theoretical studies on the thermodynamics and kinetics of the N-glycosidic bond cleavage in deoxythymidine glycol. The journal of physical chemistry. B 20090730
FANCJ helicase uniquely senses oxidative base damage in either strand of duplex DNA and is stimulated by replication protein A to unwind the damaged DNA substrate in a strand-specific manner. The Journal of biological chemistry 20090703
Processing of thymine glycol in a clustered DNA damage site: mutagenic or cytotoxic. Nucleic acids research 20090701
Interconversion of the cis-5R,6S- and trans-5R,6R-thymine glycol lesions in duplex DNA. Journal of the American Chemical Society 20080903
A novel monofunctional DNA glycosylase activity against thymine glycol in mouse cell nuclei. Journal of radiation research 20080501
Cylindrical projection of electrostatic potential and image analysis tools for damaged DNA: the substitution of thymine with thymine glycol. The journal of physical chemistry. B 20080221
RNA polymerase II bypasses 8-oxoguanine in the presence of transcription elongation factor TFIIS. DNA repair 20070601
RNA polymerase II bypass of oxidative DNA damage is regulated by transcription elongation factors. The EMBO journal 20061129
Photoinduced reductive repair of thymine glycol: implications for excess electron transfer through DNA containing modified bases. Journal of the American Chemical Society 20060823
Human DNA polymerase N (POLN) is a low fidelity enzyme capable of error-free bypass of 5S-thymine glycol. The Journal of biological chemistry 20060818
Repair of thymine glycol by hNth1 and hNeil1 is modulated by base pairing and cis-trans epimerization. DNA repair 20060408
A novel approach to DNA damage assessments: measurement of the thymine glycol lesion. Radiation research 20060401
Singlet oxygen-induced DNA damage. Radiation research 20060401
Base excision repair by hNTH1 and hOGG1: a two edged sword in the processing of DNA damage in gamma-irradiated human cells. DNA repair 20060105
Host cell reactivation of plasmids containing oxidative DNA lesions is defective in Cockayne syndrome but normal in UV-sensitive syndrome fibroblasts. DNA repair 20060105
Characterization of the binding of distamycin A to damaged DNA: a comparison with the DNA recognition of the human DDB protein. Nucleic acids symposium series (2004) 20060101
DNA glycosylase activities for thymine residues oxidized in the methyl group are functions of the hNEIL1 and hNTH1 enzymes in human cells. DNA repair 20050102
High-efficiency bypass of DNA damage by human DNA polymerase Q. The EMBO journal 20041110
Independent generation of the 5-hydroxy-5,6-dihydrothymidin-6-yl radical and its reactivity in dinucleoside monophosphates. Journal of the American Chemical Society 20041020
The role of active arsenic species produced by metabolic reduction of dimethylarsinic acid in genotoxicity and tumorigenesis. Toxicology and applied pharmacology 20040801
Single-stranded breaks in DNA but not oxidative DNA base damages block transcriptional elongation by RNA polymerase II in HeLa cell nuclear extracts. The Journal of biological chemistry 20040430
Stereoselective excision of thymine glycol lesions by mammalian cell extracts. DNA repair 20040304
Damage specificity of human DNA glycosylases for oxidative pyrimidine lesions. Nucleic acids symposium series (2004) 20040101
Cellular and molecular mechanisms in environmental and occupational inhalation toxicology. GMS current topics in otorhinolaryngology, head and neck surgery 20040101
Oxidative DNA damage following exposure to dimethylarsinous iodide: the formation of cis-thymine glycol. Toxicology letters 20030720
Endonuclease IV enhances base excision repair of endonuclease III from Methanobacterium thermoautotrophicum. DNA repair 20030513
Mode of inhibition of short-patch base excision repair by thymine glycol within clustered DNA lesions. The Journal of biological chemistry 20030314
Yeast DNA polymerase zeta (zeta) is essential for error-free replication past thymine glycol. Genes & development 20030101
Human DNA polymerase kappa bypasses and extends beyond thymine glycols during translesion synthesis in vitro, preferentially incorporating correct nucleotides. The Journal of biological chemistry 20021004
Depleted uranium-catalyzed oxidative DNA damage: absence of significant alpha particle decay. Journal of inorganic biochemistry 20020725
Novel nuclear and mitochondrial glycosylases revealed by disruption of the mouse Nth1 gene encoding an endonuclease III homolog for repair of thymine glycols. The EMBO journal 20020701
Translesion synthesis by human DNA polymerase eta across thymine glycol lesions. Biochemistry 20020514
HPLC isolation and mass spectrometric characterization of two isomers of thymine glycols in oligodeoxynucleotides. Chemical research in toxicology 20020501
Determination of active site residues in Escherichia coli endonuclease VIII. The Journal of biological chemistry 20020125
Effect of thymine glycol on transcription elongation by T7 RNA polymerase and mammalian RNA polymerase II. The Journal of biological chemistry 20011130
Synthesis and thermodynamic studies of oligonucleotides containing the two isomers of thymine glycol. Chemistry (Weinheim an der Bergstrasse, Germany) 20011015
[Oxidative DNA damage]. Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme 20010601
[Repair networks for base damage and single-strand breaks]. Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme 20010601
Factors influencing the removal of thymine glycol from DNA in gamma-irradiated human cells. Progress in nucleic acid research and molecular biology 20010101
Thymine DNA glycosylase. Progress in nucleic acid research and molecular biology 20010101
Base excision repair in nuclear and mitochondrial DNA. Progress in nucleic acid research and molecular biology 20010101
Properties and functions of human uracil-DNA glycosylase from the UNG gene. Progress in nucleic acid research and molecular biology 20010101

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