dT_GLYC – 2'-deoxythymidine glycol

Name
WID	dT_GLYC
Name	2'-deoxythymidine glycol
Traditional name	5,6-dihydroxy-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,3-diazinane-2,4-dione
IUPAC name	5,6-dihydroxy-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,3-diazinane-2,4-dione
Cross references	PubChem: 49978348

Classification
Type	modified_deoxyribonucleoside

Structure
Empirical formula (pH 7.5)	H₁₆C₁₀N₂O₇
SMILES (pH 7.5)	CC1(C(N(C(=O)NC1=O)C2CC(C(O2)CO)O)O)O
Charge (pH 7.5)	0
Is hydrophobic	False
Molecular weight (Da)	276.24
van der Waals volume (pH 7.5; Å³ molecule^‑1)	230.40
pI	4.07
logP	-2.52
logD (pH 7.5)	-2.52

Function
Reaction participant	5'-nucleotidase (2'-deoxythymidine monophosphate glycol) [c]: dTMP_GLYC + H2O ⇒ dT_GLYC + PI 2'-deoxythymidine glycol transport dT_GLYC[e] ⇔ dT_GLYC[c]

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 15:12:04