FAPyAD – 4,6-diamino-5-N-formamidopyrimidine

Name
WID	FAPyAD
Name	4,6-diamino-5-N-formamidopyrimidine
Traditional name	N-(4,6-diaminopyrimidin-5-yl)formamide
IUPAC name	N-(4,6-diaminopyrimidin-5-yl)formamide
Cross references	PubChem: 10236558

Classification
Type	modified_nucleobase

Structure
Empirical formula (pH 7.5)	H₇C₅N₅O₁
SMILES (pH 7.5)	NC1=C(NC=O)C(=NC=N1)N
Charge (pH 7.5)	0
Is hydrophobic	False
Molecular weight (Da)	153.14
van der Waals volume (pH 7.5; Å³ molecule^‑1)	126.41
pI	9.43
logP	-1.23
logD (pH 7.5)	-1.41

Function
Reaction participant	base excision (4,6-diamino-5-N-formamidopyrimidine) [c]: FAPydAMP + H2O ⇒ DR5P + FAPyAD DNA radiation (gamma-ray) induced base oxidation (adenine ==> 4,6-diamino-5-N-formamidopyrimidine; hydroxyl radical) AD[c] + gamma_radiation[e] + H[c] + hydroxyl_radical[c] ⇒ FAPyAD[c]

Comments
Comments	28.5 lesions per 10^6 bases [PUB_0479];
References	Guetens G, De Boeck G, Highley M, van Oosterom AT, de Bruijn EA. Oxidative DNA damage: biological significance and methods of analysis. Crit Rev Clin Lab Sci 39, 331-457 (2002). WholeCell: PUB_0479, PubMed: 12385502

Metadata
Created	2012-10-01 15:06:57
Last updated	2012-10-01 15:12:08