133608-76-1
Chemical Structure
m7GpppGpG
- CAS No.: 133608-76-1
- Formula:C31H41N15O25P4
- Molecular Weight:1147.64
IUPAC Name: 2-amino-9-((2R,3R,4S,5R)-5-((((((((((2R,3R,4R,5R)-5-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-3-(((((2R,3S,4R,5R)-5-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)-4-methoxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)oxidophosphoryl)oxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-7-methyl-6-oxo-6,9-dihydro-3H-purin-7-ium
InChIKey: HKWBHWHNZUMMTL-QHADGNPYSA-N
SMILES: O=P(O)(OC[C@@H]1[C@@H](OP(O)(OC[C@H]2O[C@@H](N3C(NC(N)=NC4=O)=C4N=C3)[C@H](O)[C@@H]2O)=O)[C@@H](O)[C@H](N5C(NC(N)=NC6=O)=C6N=C5)O1)OP(OP(OC[C@H]7O[C@@H](N8C(NC(N)=N9)=C([N+](C)=C8)C9=O)[C@H](O)[C@@H]7O)([O-])=O)(O)=O
Biological Activity: m7GpppGpG is an unmodified trinucleotide cap analog with enhancer activity. When incorporated into mRNA, it effectively enhances translational efficiency, stability, and protein expression levels of the mRNA. m7GpppGpG can serve as a standard cap analog for in vitro mRNA synthesis to support antigen generation and presentation by dendritic cells, although its expression efficiency in dendritic cells is 20-fold lower than that of the m7GpppApG cap[1][2].
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m7GpppGpG | m7GpppGpG is an unmodified trinucleotide cap analog with enhancer activity. When incorporated into mRNA, it effectively enhances translational efficiency, stability, and protein expression levels of the mRNA. m7GpppGpG can serve as a standard cap analog for in vitro mRNA synthesis to support antigen generation and presentation by dendritic cells, although its expression efficiency in dendritic cells is 20-fold lower than that of the m7GpppApG cap. | |||||||||||||||||||||
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- [1]. Grudzien-Nogalska E, et al. Synthetic mRNAs with superior translation and stability properties. Methods in molecular biology (Clifton, N.J.). 2013;969:55-72. [Content Brief]
- [2]. Uchida S, et al. Nanomedicine-Based Approaches for mRNA Delivery. Molecular pharmaceutics. 2020 Oct 05;17(10):3654-3684. [Content Brief]
Keywords
