m4dC – 4-methyl-2'-deoxycytidine

Name
WID	m4dC
Name	4-methyl-2'-deoxycytidine
Traditional name	4-amino-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-methyl-3H-pyrimidin-2-one
IUPAC name	4-amino-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-methyl-1,2,3,4-tetrahydropyrimidin-2-one

Classification
Type	modified_deoxyribonucleoside_methylation

Structure
Empirical formula (pH 7.5)	H₁₇C₁₀N₃O₄
SMILES (pH 7.5)	C1C(C(OC1N2C=CC(NC2=O)(N)C)CO)O
Charge (pH 7.5)	1
Is hydrophobic	False
Molecular weight (Da)	243.26
van der Waals volume (pH 7.5; Å³ molecule^‑1)	215.38
pI	10.37
logP	-1.67
logD (pH 7.5)	-2.49

Function
Reaction participant	5'-nucleotidase (4-methyl-2'-deoxycytidine monophosphate) [c]: H2O + m4dCMP ⇒ m4dC + PI 4-methyl-2'-deoxycytidine transport m4dC[e] ⇔ m4dC[c]

Comments
Comments	majority of m4dC in bacteria is due to action of restriction-modification systems [PUB_0478]; 0.5-2% cytidine replacement in bacteria [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 15:07:02
Last updated	2012-10-01 15:12:19