DEOXYURIDINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C9H12N2O5
Molecular Weight	228.202
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC[C@H]1O[C@H](C[C@@H]1O)N2C=CC(=O)NC2=O

InChI

InChIKey=MXHRCPNRJAMMIM-SHYZEUOFSA-N

InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
X-ray analyses of DNA dodecamers containing 2'-deoxy-5-formyluridine.	2001	12836373
Template directed DNA photoligation via substituted 2'-deoxyuridine.	2001	12836326
Evidence for a Schiff base formation of peptides derived from RecA with single-stranded oligonucleotides containing 5-formyl-2'-deoxyuridine.	2001	12836321
Investigation of antisense DNA having C-5 polyamine substituted 2'-deoxyuridine derivative.	2001	12836297
Synthesis of 5-substituted [N3-15N]-pyrimidine nucleosides: Developing model systems for NMR studies of substituent effects on the N-H...N hydrogen bond in duplex DNA.	2001	12836238
Glycine rich P-loop motif in deoxyuridine pyrophosphatase.	2001 Dec	12369927
Conformation dependent DNA photoligation via sensitizer tethered 5-carboxyvinyluracil.	2002	12903152
Synthesis of 5-(2,2'-bipyridinyl and 2,2'-bipyridinediiumyl)-2'-deoxyuridine nucleosides: precursors to metallo-DNA conjugates.	2002	12484450
Prolactin signaling and Stat5: going their own separate ways?	2002	12473164
Formation of 2'-deoxyuridine hydrates upon exposure of nucleosides to gamma radiation and UVC-irradiation of isolated and cellular DNA.	2002 Aug	12659498
DNA duplexes containing photoactive derivatives of 2'-deoxyuridine as photocrosslinking probes for EcoRII DNA methyltransferase-substrate interaction.	2002 Dec	12437380
Hydrolytic reactions of diribonucleoside 3',5'-(3'-N-phosphoramidates): kinetics and mechanisms for the P-O and P-N bond cleavage of 3'-amino-3'-deoxyuridylyl-3',5'-uridine.	2002 Dec 4	12452710
Chemical synthesis and biochemical properties of oligonucleotides that contain the (5'S,5S,6S)-5',6-cyclo-5-hydroxy-5,6-dihydro-2'-deoxyuridine DNA lesion.	2002 Jun 3	12325009
Inhibition of the replication of a hepatitis C virus-like RNA template by interferon and 3'-deoxycytidine.	2002 Nov	12718408
Deoxyuridine accumulation in urine in thymidine phosphorylase deficiency (MNGIE).	2002 Nov	12638947
Synthesis of 5-(pyridinyl and pyridiniumyl)-2'-deoxyuridine nucleosides: reversible electron traps for DNA.	2002 Oct	12502283
Radiolabelled thymidines and deoxyuridines for measuring cellular proliferation in tumours--an update.	2002 Oct	12352590
5-amino-2'-deoxyuridine, a novel thymidine analogue for high-resolution footprinting of protein-DNA complexes.	2002 Oct 31	12599479
Rationale of 5-(125)I-iodo-4'-thio-2'-deoxyuridine as a potential iodinated proliferation marker.	2002 Sep	12215562
[4'-Thio-5-ethyl-2'-deoxyuridine 5'-phosphonates: synthesis and antiviral activity].	2002 Sep-Oct	12408030
Synthesis of a novel aldehyde: 4-O-methyl-5-formylmethyl-2'-deoxyuridine.	2003	12708802
Microwave-assisted synthesis of O'-adamantylated uracil-derived nucleosides.	2003	12708798
A phase I trial of ZD9331, a water-soluble, nonpolyglutamatable, thymidylate synthase inhibitor.	2003 Apr	12684399
Oligo-2'-deoxyribonucleotides containing uracil modified at the 5-position with linkers ending with guanidinium groups.	2003 Apr 16	12683800
5-Chlorouracil, a marker of DNA damage from hypochlorous acid during inflammation. A gas chromatography-mass spectrometry assay.	2003 Aug 29	12810714
Comparative study of purine and pyrimidine nucleoside analogues acting on the thymidylate kinases of Mycobacterium tuberculosis and of humans.	2003 Aug 4	12898625
Professor Tom Connors and the development of novel cancer therapies by the Phase I/II Clinical Trials Committee of Cancer Research UK.	2003 Aug 4	12888809
Evaluation of 5-[1-(2-halo(or nitro)ethoxy-2-iodoethyl)]-2'-deoxyuridines as inhibitors of herpes simplex virus.	2003 Feb	12751819
Pathways of accumulation and repair of deoxyuridine residues in DNA of higher and lower organisms.	2003 Feb	12693959
A balanced deoxyribonucleoside mixture increased the rate of DNA incorporation of 5-[125I]Iodo-2'-deoxyuridine in glioblastoma cells.	2003 Feb	12667304
Non-classical antifolates, 5-(N-phenylpyrrolidin-3-yl)-2,4,6-triaminopyrimidines and 2,4-Diamino-6(5H)-oxopyrimidines, synthesis and antitumor studies.	2003 Jan 2	12467717
The effects of middle cerebral artery occlusion on central nervous system apoptotic events in normal and diabetic rats.	2003 Jan-Mar	12745666
Photochemical cross-linking of Escherichia coli Fpg protein to DNA duplexes containing phenyl(trifluoromethyl)diazirine groups.	2003 Jul	12846827
Conformational structures and vibrational spectra of isolated pyrimidine nucleosides: Fourier transform infrared matrix isolation study of 2-deoxyuridine.	2003 Jul	12788450
Identification of a novel human uridine phosphorylase.	2003 Jul 18	12849978
Modified DNA bearing 5(methoxycarbonylmethyl)-2'-deoxyuridine: preparation by PCR with thermophilic DNA polymerase and postsynthetic derivatization.	2003 Jul 7	12851926
Site-specific somatic mitochondrial DNA point mutations in patients with thymidine phosphorylase deficiency.	2003 Jun	12813027
Immunomodulation of hepatic ischemic injury via increased Bcl-X(L) and decreased Bcl-X(S).	2003 Jun 1	12873434
DNA deamination mediates innate immunity to retroviral infection.	2003 Jun 13	12809610
Increased sensitivity to gemcitabine of P-glycoprotein and multidrug resistance-associated protein-overexpressing human cancer cell lines.	2003 Jun 16	12799644
Synthesis of 3'- and 5'-nitrooxy pyrimidine nucleoside nitrate esters: "nitric oxide donor" agents for evaluation as anticancer and antiviral agents.	2003 Mar 13	12620076
DFT analysis of NMR scalar interactions across the glycosidic bond in DNA.	2003 Mar 26	12643728
Effect of pH and sodium chloride on the strength and selectivity of the interaction of gamma [correction for tau] -cyclodextrin with some antisense nucleosides.	2003 Mar 26	12623195
Elevated plasma deoxyuridine in patients with thymidine phosphorylase deficiency.	2003 Mar 28	12646159
The Methanococcus jannaschii dCTP deaminase is a bifunctional deaminase and diphosphatase.	2003 Mar 28	12538648
Independent generation and study of 5,6-Dihydro-2'-deoxyuridin-6-yl, a member of the major family of reactive intermediates formed in DNA from the effects of gamma-radiolysis.	2003 May 30	12762726
Oligonucleotide based artificial nuclease (OBAN) systems. Bulge size dependence and positioning of catalytic group in cleavage of RNA-bulges.	2003 May 7	12926273
2-[11C]thymidine positron emission tomography as an indicator of thymidylate synthase inhibition in patients treated with AG337.	2003 May 7	12734319
[Antiviral activity of some 5-arylethynyl 2'-deoxyuridine derivatives].	2003 May-Jun	12845804
[Effects of childhood nutrition on adult health].	2003 May-Jun	12783768

Patents

Name

Type

Language

DEOXYURIDINE

Systematic Name

English

1-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)URACIL

Common Name

English

NSC-23615

Code

English

2-DEOXYURIDINE

Common Name

English

2'-DEOXYURIDINE

Systematic Name

English

DEOXYURIDINE [MI]

Common Name

English

Classification Tree Code System Code

LOINC

59193-3