m4CSN – 4-methylcytosine

Name
WID m4CSN View in model
Name 4-methylcytosine View in model
Traditional name 4-amino-4-methyl-1,3-dihydropyrimidin-2-one
IUPAC name 4-amino-4-methyl-1,2,3,4-tetrahydropyrimidin-2-one
Cross references PubChem: 55832386
 
Classification
Type modified_nucleobase_methylation View in model
 
Structure
Empirical formula (pH 7.5) H9C5N3O1
SMILES (pH 7.5) N1C=CC(NC1=O)(N)C
Charge (pH 7.5) 1
Is hydrophobic False View in model
Molecular weight (Da) 127.14 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)		 114.72
pI 10.46
logP -1.01
logD (pH 7.5) -1.84
 
Function
Reaction participant DNA base methylation (cytosine ==> 4-methylcytosine; Methyl radical)
[c]: CH3 + CSN + H ⇒ m4CSN		 View in model
 
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

  1. 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