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 spJ. 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 coliBiochim. Biophys. Acta237(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 productProc. Nat. Acad. Sci. USA113(21)5850-5855(2016)