5'-Guanylyl imidodiphosphate

From Wikipedia, the free encyclopedia
Jump to navigation Jump to search
5'-Guanylyl imidodiphosphate
5'-Guanylyl imidodiphosphate.svg
Names
IUPAC name
[[[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]amino]phosphonic acid
Other names
GppNHp; GppNP; GMP-Pnp; GDP-NP
Guanylyl imidodiphosphate
5-Guanylylimidodiphosphate
5'-Guanylyliminodiphosphonate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
Properties
C10H17N6O13P3
Molar mass 522.20 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is ☑Y☒N ?)
Infobox references

5'-Guanylyl imidodiphosphate is a purine nucleotide. It is an analog of guanosine triphosphate in which one of the oxygen atoms is replaced with an amine, producing a non-hydrolyzable functional group. Guanylyl imidodiphosphate binds tightly to G-proteins in the presence of Mg2+.[2] Guanylyl imidodiphosphate is a potent stimulator of adenylate cyclase.[2] It is often used in studies of protein synthesis.[3][4]

References[edit]

  1. ^ Guanosine 5′-β,γ-imidotriphosphate trisodium salt hydrate at Sigma-Aldrich
  2. ^ a b Guanylyl imidodiphosphate at PubChem
  3. ^ Miller, J.D. & Walter, P. (1993). "A GTPase cycle in initiation of protein translocation across the endoplasmic reticulum membrane". Ciba Found. Symp. 176: 147–163. PMID 8299417. 
  4. ^ Connolly, T.; et al. (1991). "Requirement of GTP hydrolysis for dissociation of the signal recognition particle from its receptor". Science. 252 (5009): 1171–1173. doi:10.1126/science.252.5009.1171. PMID 1851576.