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Literature summary for 2.4.2.28 extracted from
- Ribosyl geometry in the transition state of Streptococcus pneumoniae methylthioadenosine nucleosidase from the 3'-2H kinetic isotope effect (2008), J. Am. Chem. Soc., 130, 11617-11619.
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Streptococcus pneumoniae | - |
- |
- |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 5'-methylthioadenosine + phosphate | the [3'-2H] kinetic isotope effect is consistent with a unique H3'-endo-exo configuration and 3'-hydroxyl polarization without full ionization at the MTAN transition state. The MTAN transition state is a fully dissociative (SN1), ribooxacarbenium-like structure with its C1'-N9 distance larger than 3.2 A. The ribosyl moiety adopts a H3'-endo-exo transition conformation, and the 3'-OH residue is partially polarized by the adjacent carboxylate with a hydrogen bond distance of 2.83 A. The MTAN transition state has a geometry between the unrestrained H3'-endo 5'-methylthioadenosine substrate and a fully developed 3'-exo ribooxacarbenium ion | Streptococcus pneumoniae | adenine + 5-methylthio-D-ribose 1-phosphate | - |
ir |  |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| methylthioadenosine nucleosidase | - |
Streptococcus pneumoniae |
| MTAN | - |
Streptococcus pneumoniae |
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