Reaction participants Show >> << Hide
- Name help_outline 2-oxoglutarate Identifier CHEBI:16810 (Beilstein: 3664503; CAS: 64-15-3) help_outline Charge -2 Formula C5H4O5 InChIKeyhelp_outline KPGXRSRHYNQIFN-UHFFFAOYSA-L SMILEShelp_outline [O-]C(=O)CCC(=O)C([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 418 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
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Namehelp_outline
a 5'-end (N7-methyl 5'-triphosphoguanosine)-(N6,2'-O-dimethyladenosine) in mRNA
Identifier
RHEA-COMP:11519
Reactive part
help_outline
- Name help_outline 5'-(N7-methyl 5'-triphosphoguanosine)-N6,2'-O-dimethyladenosine residue Identifier CHEBI:85959 Charge -2 Formula C23H30N10O17P3 SMILEShelp_outline C1(=O)NC(=NC2=C1[N+](=CN2[C@@H]3O[C@H](COP(OP(OP(OC[C@H]4O[C@@H](N5C=6N=CN=C(NC)C6N=C5)[C@@H]([C@@H]4O*)OC)(=O)[O-])(=O)[O-])(=O)[O-])[C@@H](O)[C@H]3O)C)N 2D coordinates Mol file for the small molecule Search links Involved in 3 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline O2 Identifier CHEBI:15379 (CAS: 7782-44-7) help_outline Charge 0 Formula O2 InChIKeyhelp_outline MYMOFIZGZYHOMD-UHFFFAOYSA-N SMILEShelp_outline O=O 2D coordinates Mol file for the small molecule Search links Involved in 2,648 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
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Namehelp_outline
a 5'-end (N7-methyl 5'-triphosphoguanosine)-(2'-O-methyladenosine) in mRNA
Identifier
RHEA-COMP:11518
Reactive part
help_outline
- Name help_outline 5'-(N7-methyl 5'-triphosphoguanosine)-2'-O-methyladenosine residue Identifier CHEBI:85958 Charge -2 Formula C22H28N10O17P3 SMILEShelp_outline C1(=O)NC(=NC2=C1[N+](=CN2[C@@H]3O[C@H](COP(OP(OP(OC[C@H]4O[C@@H](N5C=6N=CN=C(N)C6N=C5)[C@@H]([C@@H]4O*)OC)(=O)[O-])(=O)[O-])(=O)[O-])[C@@H](O)[C@H]3O)C)N 2D coordinates Mol file for the small molecule Search links Involved in 3 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline CO2 Identifier CHEBI:16526 (Beilstein: 1900390; CAS: 124-38-9) help_outline Charge 0 Formula CO2 InChIKeyhelp_outline CURLTUGMZLYLDI-UHFFFAOYSA-N SMILEShelp_outline O=C=O 2D coordinates Mol file for the small molecule Search links Involved in 980 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline formaldehyde Identifier CHEBI:16842 (Beilstein: 1209228; CAS: 50-00-0) help_outline Charge 0 Formula CH2O InChIKeyhelp_outline WSFSSNUMVMOOMR-UHFFFAOYSA-N SMILEShelp_outline [H]C([H])=O 2D coordinates Mol file for the small molecule Search links Involved in 137 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline succinate Identifier CHEBI:30031 (Beilstein: 1863859; CAS: 56-14-4) help_outline Charge -2 Formula C4H4O4 InChIKeyhelp_outline KDYFGRWQOYBRFD-UHFFFAOYSA-L SMILEShelp_outline [O-]C(=O)CCC([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 325 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:57896 | RHEA:57897 | RHEA:57898 | RHEA:57899 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
| UniProtKB help_outline |
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Publications
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Reversible methylation of m6Am in the 5' cap controls mRNA stability.
Mauer J., Luo X., Blanjoie A., Jiao X., Grozhik A.V., Patil D.P., Linder B., Pickering B.F., Vasseur J.J., Chen Q., Gross S.S., Elemento O., Debart F., Kiledjian M., Jaffrey S.R.
Internal bases in mRNA can be subjected to modifications that influence the fate of mRNA in cells. One of the most prevalent modified bases is found at the 5' end of mRNA, at the first encoded nucleotide adjacent to the 7-methylguanosine cap. Here we show that this nucleotide, N<sup>6</sup>,2'-O-d ... >> More
Internal bases in mRNA can be subjected to modifications that influence the fate of mRNA in cells. One of the most prevalent modified bases is found at the 5' end of mRNA, at the first encoded nucleotide adjacent to the 7-methylguanosine cap. Here we show that this nucleotide, N<sup>6</sup>,2'-O-dimethyladenosine (m<sup>6</sup>A<sub>m</sub>), is a reversible modification that influences cellular mRNA fate. Using a transcriptome-wide map of m<sup>6</sup>A<sub>m</sub> we find that m<sup>6</sup>A<sub>m</sub>-initiated transcripts are markedly more stable than mRNAs that begin with other nucleotides. We show that the enhanced stability of m<sup>6</sup>A<sub>m</sub>-initiated transcripts is due to resistance to the mRNA-decapping enzyme DCP2. Moreover, we find that m<sup>6</sup>A<sub>m</sub> is selectively demethylated by fat mass and obesity-associated protein (FTO). FTO preferentially demethylates m<sup>6</sup>A<sub>m</sub> rather than N<sup>6</sup>-methyladenosine (m<sup>6</sup>A), and reduces the stability of m<sup>6</sup>A<sub>m</sub> mRNAs. Together, these findings show that the methylation status of m<sup>6</sup>A<sub>m</sub> in the 5' cap is a dynamic and reversible epitranscriptomic modification that determines mRNA stability. << Less