Together with valine, leucine, and isoleucine, alloisoleucine is classified as a branched chain amino acid (BCAA). (wikipedia.org)
L-Alloisoleucine is a diastereomer of the proteogenic amino acid L-isoleucine. (wikipedia.org)
L-allo-isoleucine is a precursor to coronamic acid, which is a constituent of the phytotoxin coronatine, produced by Pseudomonas syringae. (wikipedia.org)
glycinea PG4180 produces the chlorosis-inducing phytotoxin coronatine (COR), which consists of a polyketide component, coronafacic acid (CFA), ligated by an amide bond to coronamic acid (CMA), an ethylcyclopropyl amino-acid derived from isoleucine. (uea.ac.uk)
Cyclopropyl1
Indeed, one rationale in Nature for installing a halogen is for it to be lost during downstream chemistry, as is the case for the formation of the cyclopropyl group in coronamic acid (CmaB) 4 , the aromatic ring alkylation in cylindrocyclophane (CylC) 5 , and in alkyne formation (BesD). (nature.com)
Enzyme1
Finally, we demonstrated that non-canonical amino acids produced by BesD halogenases can be funneled into enzyme cascades to generate chlorinated heterocycles, diamines, keto-acids, and peptides in vitro . (nature.com)
Group1
Our group recently discovered the Fe II /alpha-ketoglutarate (Fe II /aKG)-dependent radical halogenase BesD as part of a pathway to produce a terminal alkyne-containing amino acid. (nature.com)