DU – deoxyuridine

Name
WID	DU
Name	deoxyuridine
Traditional name	uridine, 2'-deoxy-
IUPAC name	1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
Cross references	ChEBI: 16450, PubChem: 3809, CAS: 951-78-0, ThreeDMET: B01281, KNApSAcK: C00019697, ... 4 more

Classification
Type	modified_deoxyribonucleoside

Structure
Empirical formula (pH 7.5)	H₁₂C₉N₂O₅
SMILES (pH 7.5)	C1C(C(OC1N2C=CC(=O)NC2=O)CO)O
Charge (pH 7.5)	0
Is hydrophobic	False
Molecular weight (Da)	228.20
van der Waals volume (pH 7.5; Å³ molecule^‑1)	189.19
Δ_fG^'o (pH 7.5, 25C, I = 0; kJ mol^‑1)	-32.70
pI	3.43
logP	-1.51
logD (pH 7.5)	-1.52

Function
Reaction participant	deoxyuridine kinase (ATP:Deoxyuridine) [c]: ATP + DU ⇒ ADP + DUMP + H deoxycytidine deaminase [c]: DC + H2O ⇒ DU + NH3 5'-nucleotidase (dUMP) [c]: DUMP + H2O ⇒ DU + PI purine-nucleoside phosphorylase (Deoxyuridine) [c]: DU + PI ⇔ DR1P + URA deoxyuridine phosphorylase [c]: DU + PI ⇔ DR1P + URA

Comments
Comments	recognized by endonuclease III, FPG, UNG [PUB_0473]
References	Hatahet Z, Kow YW, Purmal AA, Cunningham RP, Wallace SS. New substrates for old enzymes. 5-Hydroxy-2'-deoxycytidine and 5-hydroxy-2'-deoxyuridine are substrates for Escherichia coli endonuclease III and formamidopyrimidine DNA N-glycosylase, while 5-hydroxy-2'-deoxyuridine is a substrate for uracil DNA N-glycosylase. J Biol Chem 269, 18814-20 (1994). WholeCell: PUB_0473, PubMed: 8034633

Metadata
Created	2012-10-01 15:06:55
Last updated	2012-10-01 15:12:05