Rhea - reaction knowledgebase

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Name^help_outline N⁶-L-threonylcarbamoyladenosine³⁷ in tRNA Identifier RHEA-COMP:10163 Reactive part ^help_outline
- Name ^help_outline N⁶-L-threonylcarbamoyladenosine 5'-phosphate residue Identifier CHEBI:74418 Charge -2 Formula C15H17N6O10P Position^help_outline 37 SMILES^help_outline N(C1=NC=NC2=C1N=CN2[C@@H]3O[C@H](COP(=O)(*)[O-])[C@@H](O*)[C@H]3O)C(N[C@H](C([O-])=O)[C@H](O)C)=O 2D coordinates Mol file for the small molecule Search links Involved in 4 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Search links Involved in 4 reaction(s) Find proteins in UniProtKB for this molecule
Name ^help_outline S-adenosyl-L-methionine Identifier CHEBI:59789 Charge 1 Formula C15H23N6O5S InChIKey^help_outline MEFKEPWMEQBLKI-AIRLBKTGSA-O SMILES^help_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 924 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Name^help_outline N⁶-methyl,N⁶-L-threonylcarbamoyladenosine³⁷ in tRNA Identifier RHEA-COMP:17808 Reactive part ^help_outline
- Name ^help_outline N⁶-methyl,N⁶-L-threonylcarbamoyladenosine 5'-phosphate residue Identifier CHEBI:188470 Charge -2 Formula C16H19N6O10P Position^help_outline 37 SMILES^help_outline N(C1=NC=NC2=C1N=CN2[C@@H]3O[C@H](COP(=O)(*)[O-])[C@@H](O*)[C@H]3O)(C(N[C@H](C([O-])=O)[C@H](O)C)=O)C 2D coordinates Mol file for the small molecule Search links Involved in 1 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Search links Involved in 1 reaction(s) Find proteins in UniProtKB for this molecule
Name ^help_outline S-adenosyl-L-homocysteine Identifier CHEBI:57856 Charge 0 Formula C14H20N6O5S InChIKey^help_outline ZJUKTBDSGOFHSH-WFMPWKQPSA-N SMILES^help_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 840 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 InChIKey^help_outline GPRLSGONYQIRFK-UHFFFAOYSA-N SMILES^help_outline [H+] 2D coordinates Mol file for the small molecule Search links Involved in 9,717 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule

Cross-references

	RHEA:70027	RHEA:70028	RHEA:70029	RHEA:70030
Reaction direction	undefined	left-to-right	right-to-left	bidirectional
UniProtKB ^help_outline	6 proteins	6 proteins
Gene Ontology ^help_outline	GO:0089715
MetaCyc ^help_outline		RXN0-7114
EcoCyc ^help_outline		RXN0-7114

Publications

Discovery of the beta-barrel-type RNA methyltransferase responsible for N6-methylation of N6-threonylcarbamoyladenosine in tRNAs.

Kimura S., Miyauchi K., Ikeuchi Y., Thiaville P.C., Crecy-Lagard V.D., Suzuki T.

Methylation is a versatile reaction involved in the synthesis and modification of biologically active molecules, including RNAs. N(6)-methyl-threonylcarbamoyl adenosine (m(6)t(6)A) is a post-transcriptional modification found at position 37 of tRNAs from bacteria, insect, plants, and mammals. Here ... >> More

Methylation is a versatile reaction involved in the synthesis and modification of biologically active molecules, including RNAs. N(6)-methyl-threonylcarbamoyl adenosine (m(6)t(6)A) is a post-transcriptional modification found at position 37 of tRNAs from bacteria, insect, plants, and mammals. Here, we report that in Escherichia coli, yaeB (renamed as trmO) encodes a tRNA methyltransferase responsible for the N(6)-methyl group of m(6)t(6)A in tRNA(Thr) specific for ACY codons. TrmO has a unique single-sheeted β-barrel structure and does not belong to any known classes of methyltransferases. Recombinant TrmO employs S-adenosyl-L-methionine (AdoMet) as a methyl donor to methylate t(6)A to form m(6)t(6)A in tRNA(Thr). Therefore, TrmO/YaeB represents a novel category of AdoMet-dependent methyltransferase (Class VIII). In a ΔtrmO strain, m(6)t(6)A was converted to cyclic t(6)A (ct(6)A), suggesting that t(6)A is a common precursor for both m(6)t(6)A and ct(6)A. Furthermore, N(6)-methylation of t(6)A enhanced the attenuation activity of the thr operon, suggesting that TrmO ensures efficient decoding of ACY. We also identified a human homolog, TRMO, indicating that m(6)t(6)A plays a general role in fine-tuning of decoding in organisms from bacteria to mammals. << Less

Nucleic Acids Res. 42:9350-9365(2014) [PubMed] [EuropePMC]

RHEA:70030 N(6)-L-threonylcarbamoyladenosine(37) in tRNA + S-adenosyl-L-methionine <=> N(6)-methyl,N(6)-L-threonylcarbamoyladenosine(37) in tRNA + S-adenosyl-L-homocysteine + H(+) Reaction with equal flow from both directions. help_outline

Reaction participants Show >> << Hide

Cross-references

Publications

Discovery of the beta-barrel-type RNA methyltransferase responsible for N6-methylation of N6-threonylcarbamoyladenosine in tRNAs.

RHEA:70030 N(6)-L-threonylcarbamoyladenosine(37) in tRNA + S-adenosyl-L-methionine <=> N(6)-methyl,N(6)-L-threonylcarbamoyladenosine(37) in tRNA + S-adenosyl-L-homocysteine + H(+) Reaction with equal flow from both directions. ^help_outline