| Identification | Back Directory | [Name]
[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl] hydrogen phosphate | [CAS]
10527-47-6 | [Synonyms]
GpppA
Guanosine triphosphate adenosine
guanosine 5'-triphosphate-5'-adenosine
[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl] hydrogen phosphate | [Molecular Formula]
C20H27N10O17P3 | [MDL Number]
MFCD34474135 | [MOL File]
10527-47-6.mol | [Molecular Weight]
772.41 |
| Chemical Properties | Back Directory | [density ]
2.61±0.1 g/cm3(Predicted) | [pka]
0.94±0.50(Predicted) | [InChIKey]
MIWWLMNICXUZOS-VIAZPARMNA-N | [SMILES]
P(OC)(OP(OC1C(O)C(O)C(N2C3=C(N=C2)C(=O)N=C(N)N3)O1)(OOOP(O)(OOOC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C3=C(N=C2)C(N)=NC=N3)O1)=O)=O)(O)=O |&1:33,34,36,38,r| |
| Hazard Information | Back Directory | [Uses]
Guanosine 5'-triphosphate-5'-adenosine (GpppA), a 5′ cap analog, can be used for RNA synthesis in vitro. Guanosine 5'-triphosphate-5'-adenosine is a fluorescent substrate analog[1][2]. | [IC 50]
Human Endogenous Metabolite | [References]
[1] Renata Kasprzyk, et al. Direct High-Throughput Screening Assay for mRNA Cap Guanine-N7 Methyltransferase Activity. Chemistry. 2020 Sep 1;26(49):11266-11275. DOI:10.1002/chem.202001036
[2] Dennis Reichert, et al. Light-control of cap methylation and mRNA translation via genetic code expansion of Ecm1. Chem Sci. 2021 Feb 8;12(12):4383-4388. DOI:10.1039/d1sc00159k |
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