carbamoylmethyl6dA – N6-carbamoylmethyl-2'-deoxyadenosine

Name
WID	carbamoylmethyl6dA
Name	N6-carbamoylmethyl-2'-deoxyadenosine
Traditional name	2-({9-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl}amino)acetamide
IUPAC name	2-({9-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)acetamide
Cross references	PubChem: 54051794

Classification
Type	modified_deoxyribonucleoside

Structure
Empirical formula (pH 7.5)	H₁₆C₁₂N₆O₄
SMILES (pH 7.5)	C1C(C(OC1N2C=NC3=C2N=CN=C3NCC(=O)N)CO)O
Charge (pH 7.5)	0
Is hydrophobic	False
Molecular weight (Da)	308.29
van der Waals volume (pH 7.5; Å³ molecule^‑1)	255.10
pI	9.21
logP	-2.22
logD (pH 7.5)	-2.22

Function
Reaction participant	N6-carbamoylmethyl-2'-deoxyadenosine transport carbamoylmethyl6dA[e] ⇔ carbamoylmethyl6dA[c] 5'-nucleotidase (N6-carbamoylmethyl-2'-deoxyadenosine monophosphate) [c]: carbamoylmethyl6dAMP + H2O ⇒ carbamoylmethyl6dA + PI

Comments
Comments	formed by E. coli Mu phage mom gene product [PUB_0478]; converts adenosine in consensus sequence [CG]A[GC]NPy [PUB_0478]; modification protects against host nucleases [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 15:06:51
Last updated	2012-10-01 15:11:56


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