Reaction participants Show >> << Hide
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Namehelp_outline
7-N-[(5S)-5-amino-5-carboxypentyl]formamidino-7-deazaguanosine15 in tRNA
Identifier
RHEA-COMP:16288
Reactive part
help_outline
- Name help_outline 7-N-[(5S)-5-amino-5-carboxypentyl]formamidino-7-deazaguanosine 5'-monophosphate residue Identifier CHEBI:145542 Charge 0 Formula C18H26N7O9P Positionhelp_outline 15 SMILEShelp_outline C1(=O)NC(=NC2=C1C(=CN2[C@@H]3O[C@H](COP(*)([O-])=O)[C@@H](O*)[C@H]3O)C(NCCCC[C@H]([NH3+])C(=O)[O-])=[NH2+])N 2D coordinates Mol file for the small molecule Search links Involved in 2 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline S-adenosyl-L-methionine Identifier CHEBI:59789 Charge 1 Formula C15H23N6O5S InChIKeyhelp_outline MEFKEPWMEQBLKI-AIRLBKTGSA-O SMILEShelp_outline C[S+](CC[C@H]([NH3+])C([O-])=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 2D coordinates Mol file for the small molecule Search links Involved in 868 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline 5'-deoxyadenosine Identifier CHEBI:17319 (CAS: 4754-39-6) help_outline Charge 0 Formula C10H13N5O3 InChIKeyhelp_outline XGYIMTFOTBMPFP-KQYNXXCUSA-N SMILEShelp_outline C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 2D coordinates Mol file for the small molecule Search links Involved in 69 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
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Namehelp_outline
archaeosine15 in tRNA
Identifier
RHEA-COMP:14170
Reactive part
help_outline
- Name help_outline archaeosine residue Identifier CHEBI:138803 Charge 0 Formula C12H15N6O7P Positionhelp_outline 15 SMILEShelp_outline C1(=O)NC(=NC2=C1C(=CN2[C@@H]3O[C@H](COP(*)([O-])=O)[C@@H](O*)[C@H]3O)C(N)=[NH2+])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 H+ Identifier CHEBI:15378 Charge 1 Formula H InChIKeyhelp_outline GPRLSGONYQIRFK-UHFFFAOYSA-N SMILEShelp_outline [H+] 2D coordinates Mol file for the small molecule Search links Involved in 9,431 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline L-1-piperideine-6-carboxylate Identifier CHEBI:58769 Charge -1 Formula C6H8NO2 InChIKeyhelp_outline CSDPVAKVEWETFG-YFKPBYRVSA-M SMILEShelp_outline [H][C@]1(CCCC=N1)C([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 8 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline L-methionine Identifier CHEBI:57844 Charge 0 Formula C5H11NO2S InChIKeyhelp_outline FFEARJCKVFRZRR-BYPYZUCNSA-N SMILEShelp_outline CSCC[C@H]([NH3+])C([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 121 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:63220 | RHEA:63221 | RHEA:63222 | RHEA:63223 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
| UniProtKB help_outline |
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Publications
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Identification of a radical SAM enzyme involved in the synthesis of archaeosine.
Yokogawa T., Nomura Y., Yasuda A., Ogino H., Hiura K., Nakada S., Oka N., Ando K., Kawamura T., Hirata A., Hori H., Ohno S.
Archaeosine (G<sup>+</sup>), 7-formamidino-7-deazaguanosine, is an archaea-specific modified nucleoside found at the 15th position of tRNAs. In Euryarchaeota, 7-cyano-7-deazaguanine (preQ<sub>0</sub>)-containing tRNA (q<sub>0</sub>N-tRNA), synthesized by archaeal tRNA-guanine transglycosylase (Arc ... >> More
Archaeosine (G<sup>+</sup>), 7-formamidino-7-deazaguanosine, is an archaea-specific modified nucleoside found at the 15th position of tRNAs. In Euryarchaeota, 7-cyano-7-deazaguanine (preQ<sub>0</sub>)-containing tRNA (q<sub>0</sub>N-tRNA), synthesized by archaeal tRNA-guanine transglycosylase (ArcTGT), has been believed to be converted to G<sup>+</sup>-containing tRNA (G<sup>+</sup>-tRNA) by the paralog of ArcTGT, ArcS. However, we found that several euryarchaeal ArcSs have lysine transfer activity to q<sub>0</sub>N-tRNA to form q<sub>0</sub>kN-tRNA, which has a preQ<sub>0</sub> lysine adduct as a base. Through comparative genomics and biochemical experiments, we found that ArcS forms a robust complex with a radical S-adenosylmethionine (SAM) enzyme named RaSEA. The ArcS-RaSEA complex anaerobically converted q<sub>0</sub>N-tRNA to G<sup>+</sup>-tRNA in the presence of SAM and lysine via q<sub>0</sub>kN-tRNA. We propose that ArcS and RaSEA should be considered an archaeosine synthase α-subunit (lysine transferase) and β-subunit (q<sub>0</sub>kN-tRNA lyase), respectively. << Less
Nat. Chem. Biol. 15:1148-1155(2019) [PubMed] [EuropePMC]
This publication is cited by 1 other entry.