glchm5dU – beta-D-glucosylhydroxymethyl-2'-deoxyuridine

Name
WID	glchm5dU
Name	beta-D-glucosylhydroxymethyl-2'-deoxyuridine
Traditional name	1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3H-pyrimidine-2,4-dione
IUPAC name	1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
Cross references	CAS: 53910-96-6, PubChem: 78580619

Classification
Type	modified_deoxyribonucleoside

Structure
Empirical formula (pH 7.5)	H₂₄C₁₆N₂O₁₁
SMILES (pH 7.5)	C1C(C(OC1N2C=C(C(=O)NC2=O)COC3C(C(C(C(O3)CO)O)O)O)CO)O
Charge (pH 7.5)	0
Is hydrophobic	False
Molecular weight (Da)	420.37
van der Waals volume (pH 7.5; Å³ molecule^‑1)	349.82
pI	3.55
logP	-4.17
logD (pH 7.5)	-4.17

Function
Reaction participant	5'-nucleotidase (beta-D-glucosylhydroxymethyl-2'-deoxyuridine monophosphate) [c]: glchm5dUMP + H2O ⇒ glchm5dU + PI beta-D-glucosylhydroxymethyl-2'-deoxyuridine transport glchm5dU[e] ⇔ glchm5dU[c]

Comments
Comments	discovered in African trypanosomes [PUB_0478]
References	Gommers-Ampt JH, Borst P. Hypermodified bases in DNA. FASEB J 9, 1034-42 (1995). WholeCell: PUB_0478, PubMed: 7649402

Metadata
Created	2012-10-01 15:06:59
Last updated	2012-10-01 15:12:13