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Abstract
Aj_EasH is a non-heme iron- and α-keto-glutarate-dependent oxidase that is responsible for an unusual cyclopropyl ring formation in the biosynthesis of the fungal ergot alkaloid cycloclavine. The three dimensional structure of Aj_EasH (2.2 Å resolution) reported here provides insight into the mechanism of this unusual and complex reaction.
Highlights
Aj_EasH is a non-heme iron- and a-keto-glutarate-dependent oxidase that is responsible for an unusual cyclopropyl ring formation in the biosynthesis of the fungal ergot alkaloid cycloclavine
EasH from Aspergillus japonicus (Aj_EasH) is a recently discovered enzyme involved in the biosynthesis of the natural product cycloclavine 4.1,2 This compound is a member of the ergot alkaloids, a fungal-derived class of natural products with a wide range of biological activities and pharmaceutical applications.[3,4,5,6,7,8,9]
Purification using a nickel affinity chromatography resulted in inactive enzyme
Summary
Aj_EasH is a non-heme iron- and a-keto-glutarate-dependent oxidase that is responsible for an unusual cyclopropyl ring formation in the biosynthesis of the fungal ergot alkaloid cycloclavine. The structure of AsqJ, a close homolog of EasH, has been recently determined with nickel at the active site suggesting that the catalytic iron is readily displaced.[13] Aj_EasH was inhibited by a variety of divalent metal cations such as Ni2+, Zn2+, Co2+ and Cu2+ (Fig. SI-2.5, ESI†).
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