5'-Guanylyl imidodiphosphate
 | |
| 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 | |
| 34273-04-6 148892-91-5 (trisodium salt)[1] | |
| 3D model (Jmol) | Interactive image |
| ChEBI | CHEBI:78408 |
| PubChem | 36735 |
| |
| 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). | |
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| 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
- ↑ Guanosine 5′-β,γ-imidotriphosphate trisodium salt hydrate at Sigma-Aldrich
- 1 2 Guanylyl imidodiphosphate at PubChem
- ↑ 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.
- ↑ 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.
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