3-Methylornithine Explained

3-Methylornithine is an amino acid with the formula H2N(CH2)2CH(CH3)CH(NH2)CO2H. This amino acid contains two stereogenic centers, but only one stereoisomer (namely (3R)-3-methyl-D-ornithine) occurs in nature. It is produced from lysine by the action of the enzyme methylornithine synthase. The combination of lysine and 3-methylornithine, also mediated enzymatically, produces pyrrolysine, which, for a few organisms, is a "22nd" genetically coded amino acid.[1] [2]

References

  1. Gaston, Marsha A.; Jiang, Ruisheng; Krzycki, Joseph A. "Functional Context, Biosynthesis, and Genetic Encoding of Pyrrolysine" Current Opinion in Microbiology 2011, vol. 14, pp. 342-349.
  2. Quitterer, F.; Beck, P.; Bacher, A.; Groll, M., "Structure and Reaction Mechanism of Pyrrolysine Synthase (PylD)", Angew. Chem. Int. Ed. 2013, volume 52, pp. 7033-7037.

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