G23CMP – 2',3'-Cyclic GMP

Name
WID G23CMP View in model
Name 2',3'-Cyclic GMP View in model
Traditional name 4-(2-amino-6-oxo-3H-purin-9-yl)-6-(hydroxymethyl)-2-oxo-tetrahydro-1,3,5,2$l^{5}-furo[3,4-d][1,3,2$l^{5}]dioxaphosphol-2-olate
IUPAC name 4-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-1,3,5,2$l^{5}-furo[3,4-d][1,3,2$l^{5}]dioxaphosphol-2-olate
Cross references BiGG: 23cgmp, PubChem: 8444, ThreeDMET: B01992, KEGG: C06194, BioCyc: CPD-3709
 
Classification
Type cyclic_ribonucleotide_monophosphate View in model
 
Structure
Empirical formula (pH 7.5) H11C10N5O7P1
SMILES (pH 7.5) NC1=NC(=O)C2=C(N1)N(C=N2)C1OC(CO)C2OP([O-])(=O)OC12
Charge (pH 7.5) -1
Is hydrophobic False View in model
Molecular weight (Da) 344.20 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)		 246.67
ΔfG'o (pH 7.5, 25C, I = 0; kJ mol‑1) -499.30
pI 4.88
logP -1.42
logD (pH 7.5) -3.85
 
Function
Reaction participant 2',3'-cyclic-nucleotide phosphodiesterase (GMP)
[c]: G23CMP + H2O ⇒ G3MP + H		 View in model
 
Comments
Comments Site specific cleavage of RNA can leave 2',3' cyclic phosphate and 5'-OH ends [PUB_0270]. Cyclic phosphate must be hydrolyzed to 3'-OH and 5'-OH must be phosphorylated to 5'-PO4 to repair RNA [PUB_0270].
References

  1. Keppetipola N, Nandakumar J, Shuman S. Reprogramming the tRNA-splicing activity of a bacterial RNA repair enzyme. Nucleic Acids Res 35, 3624-30 (2007). WholeCell: PUB_0270, PubMed: 17488852
 
Metadata
Created 2012-10-01 15:06:57
Last updated 2012-10-01 15:12:10