cis-2-Amino-1-hydroxycyclobutane-1-acetic acid, a herbicidal antimetabolite produced by streptomyces rochei A 13018.

Microorganisms represent a well-documented source of herbicidal compoundswith the potential to provide agricultural researchers with new structural classes for herbicide synthesis efforts1*.In the continuation of a screening programto discover novel natural product herbicides from microbial sources2), Streptomyces rochei A13018 was found to produce ds-2-amino-l-hydroxycyclobutane-lacetic acid (CBAA: 1), which causes L-cysteineor L-methionine-reversible chlorosis in Arabidopsis thaliana.CBAA is a constituent of the naturally occuring antibacterial dipeptide (l S,2£> l -hydroxy-2-[(5)-valylamino]cyclobutane-l-acetic acid (2)3),