PPGPP – Guanosine 3',5'-bis(diphosphate)

Name
WID PPGPP View in model
Name Guanosine 3',5'-bis(diphosphate) View in model
Traditional name [5-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-2-({[(phosphonatooxy)phosphinato]oxy}methyl)oxolan-3-yl] (phosphonatooxy)phosphonate
IUPAC name [5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-4-hydroxy-2-({[(phosphonatooxy)phosphinato]oxy}methyl)oxolan-3-yl] (phosphonatooxy)phosphonate
Cross references PubChem: 4450, ThreeDMET: B01416, KEGG: C01228, PDBCCD: G4P, BioCyc: GUANOSINE-5DP-3DP, BiGG: ppgpp
 
Classification
Type carbohydrate_modified_ribonucleotide_diphosphate View in model
 
Structure
Empirical formula (pH 7.5) H11C10N5O17P4
SMILES (pH 7.5) C(OP(=O)([O-])OP(=O)([O-])[O-])C1(OC(C(O)C(OP(=O)([O-])OP(=O)([O-])[O-])1)N3(C=NC2(C(=O)NC(N)=NC=23)))
Charge (pH 7.5) -4
Is hydrophobic False View in model
Molecular weight (Da) 597.11 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)		 388.98
ΔfG'o (pH 7.5, 25C, I = 0; kJ mol‑1) -3341.70
pI 0.750
logP -4.42
logD (pH 7.5) -11.71
 
Concentrations
Biomass composition (SP4 media, 
5% CO2, 37C; mmol gDCW‑1)

  • 0.0015006 [c]

 View in model
 
Function
Reaction participant GDP diphosphokinase
[c]: ATP + GDP ⇒ AMP + H + PPGPP		 View in model
 
Comments
Comments Typical ppgpp concentration 1500 pmol / mgDCW [PUB_0774].
References

  1. Gatewood ML, Jones GH. (p)ppGpp inhibits polynucleotide phosphorylase from streptomyces but not from Escherichia coli and increases the stability of bulk mRNA in Streptomyces coelicolor. J Bacteriol 192, 4275-80 (2010). WholeCell: PUB_0774, PubMed: 20581211
 
Metadata
Created 2012-10-01 15:07:06
Last updated 2012-10-01 15:12:29