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Namehelp_outline
4-demethyl-7-[(3S)-3-amino-3-carboxypropyl]wyosine37 in tRNAPhe
Identifier
RHEA-COMP:10378
Reactive part
help_outline
- Name help_outline 4-demethyl-7-[(3S)-3-amino-3-carboxypropyl]wyosine 5'-phosphate residue Identifier CHEBI:73550 Charge -1 Formula C17H20N6O9P Positionhelp_outline 37 SMILEShelp_outline C1(=C(N2C(=O)C3=C(NC2=N1)N(C=N3)[C@@H]4O[C@H](COP(=O)(*)[O-])[C@@H](O*)[C@H]4O)CC[C@H]([NH3+])C(=O)[O-])C 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 904 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
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Namehelp_outline
7-[(3S)-3-amino-3-carboxypropyl]wyosine37 in tRNAPhe
Identifier
RHEA-COMP:10379
Reactive part
help_outline
- Name help_outline 7-[(3S)-3-amino-3-carboxypropyl]wyosine 5'-phosphate residue Identifier CHEBI:73543 Charge -1 Formula C18H22N6O9P Positionhelp_outline 37 SMILEShelp_outline C1(=C(N2C(=O)C3=C(N(C2=N1)C)N(C=N3)[C@@H]4O[C@H](COP(=O)(*)[O-])[C@@H](O*)[C@H]4O)CC[C@H]([NH3+])C(=O)[O-])C 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 S-adenosyl-L-homocysteine Identifier CHEBI:57856 Charge 0 Formula C14H20N6O5S InChIKeyhelp_outline ZJUKTBDSGOFHSH-WFMPWKQPSA-N SMILEShelp_outline Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CSCC[C@H]([NH3+])C([O-])=O)[C@@H](O)[C@H]1O 2D coordinates Mol file for the small molecule Search links Involved in 827 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 9,521 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:36635 | RHEA:36636 | RHEA:36637 | RHEA:36638 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
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Publications
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Biosynthesis of wybutosine, a hyper-modified nucleoside in eukaryotic phenylalanine tRNA.
Noma A., Kirino Y., Ikeuchi Y., Suzuki T.
Wybutosine (yW) is a tricyclic nucleoside with a large side chain found at the 3'-position adjacent to the anticodon of eukaryotic phenylalanine tRNA. yW supports codon recognition by stabilizing codon-anticodon interactions during decoding on the ribosome. To identify genes responsible for yW syn ... >> More
Wybutosine (yW) is a tricyclic nucleoside with a large side chain found at the 3'-position adjacent to the anticodon of eukaryotic phenylalanine tRNA. yW supports codon recognition by stabilizing codon-anticodon interactions during decoding on the ribosome. To identify genes responsible for yW synthesis from uncharacterized genes of Saccharomyces cerevisiae, we employed a systematic reverse genetic approach combined with mass spectrometry ('ribonucleome analysis'). Four genes YPL207w, YML005w, YGL050w and YOL141w (named TYW1, TYW2, TYW3 and TYW4, respectively) were essential for yW synthesis. Mass spectrometric analysis of each modification intermediate of yW revealed its sequential biosynthetic pathway. TYW1 is an iron-sulfur (Fe-S) cluster protein responsible for the tricyclic formation. Multistep enzymatic formation of yW from yW-187 could be reconstituted in vitro using recombinant TYW2, TYW3 and TYW4 with S-adenosylmethionine, suggesting that yW synthesis might proceed through sequential reactions in a complex formed by multiple components assembled with the precursor tRNA. This hypothesis is also supported by the fact that plant ortholog is a large fusion protein consisting of TYW2 and TYW3 with the C-terminal domain of TYW4. << Less
EMBO J. 25:2142-2154(2006) [PubMed] [EuropePMC]
This publication is cited by 2 other entries.