N,N'-bis(2,3-Dihydroxybenzoyl)-O-L-seryl-L-serine

N,N'-bis(2,3-Dihydroxybenzoyl)-O-L-seryl-L-serine is a microbial metabolite and degradation product of the bacterial siderophore enterobactin that has been found in Streptomyces and has anticancer activity.^1,2,3 It inhibits invasion of 26-L5 murine colon cancer cells in a Matrigel? assay with an IC₅₀ value of 2.7 μM.¹

1. Igarashi, Y., Iida, T., Fukuda, T., et al. Catechoserine, a new catecholate-type inhibitor of tumor cell invasion from Streptomyces sp J. Antibiot. (Tokyo) 65(4),207-209(2012).
2. O'Brien, I.G., Cox, G.B., and Gibson, F. Enterochelin hydrolysis and iron metabolism in Escherichia coli Biochim. Biophys. Acta 237(3),537-549(1971).
3. Raines, D.J., Moroz, O.V., Blagova, E.V., et al. Bacteria in an intense competition for iron: Key component of the Campylobacter jejuni iron uptake system scavenges enterobactin hydrolysis product Proc. Natl. Acad. Sci. USA 113(21),5850-5855(2016).