The structure of SpnF, a standalone enzyme that catalyzes [4 + 2] cycloaddition.
In the biosynthetic pathway of the spinosyn insecticides, the tailoring enzyme SpnF performs a [4 + 2] cycloaddition on a 22-membered macrolactone to forge an embedded cyclohexene ring. To learn more about this reaction, which could potentially proceed through a Diels-Alder mechanism, we determined the 1.50-Å-resolution crystal structure of SpnF bound to S-adenosylhomocysteine. This sets the stage for advanced experimental and computational studies to determine the precise mechanism of SpnF-mediated cyclization.
Department of Molecular Biosciences, The University of Texas at Austin, Austin, Texas, USA.
Christopher D
CD
Fage
Department of Molecular Biosciences, The University of Texas at Austin, Austin, Texas, USA.
Eta A
EA
Isiorho
Division of Medicinal Chemistry, College of Pharmacy, The University of Texas at Austin, Austin, Texas, USA.
Yungnan
Y
Liu
Department of Molecular Biosciences, The University of Texas at Austin, Austin, Texas, USA.
Drew T
DT
Wagner
1] Division of Medicinal Chemistry, College of Pharmacy, The University of Texas at Austin, Austin, Texas, USA. [2] Department of Chemistry, The University of Texas at Austin, Austin, Texas, USA.
Hung-wen
HW
Liu
1] Department of Molecular Biosciences, The University of Texas at Austin, Austin, Texas, USA. [2] Department of Chemistry, The University of Texas at Austin, Austin, Texas, USA.
Adrian T
AT
Keatinge-Clay
D039903:Actinobacteria / Q000378:metabolism; D002384:Catalysis; D018835:Chaperonin 10 / Q000737:chemistry; D018834:Chaperonin 60 / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods; D003001:Cloning, Molecular; D018360:Crystallography, X-Ray; D003500:Cyclization; D061565:Cycloaddition Reaction; D004583:Electrons; D004798:Enzymes / Q000737:chemistry*; D004926:Escherichia coli / Q000201:enzymology; D007306:Insecticides / Q000737:chemistry; D019753:Intramolecular Lyases / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D008956:Models, Chemical; D008968:Molecular Conformation; D015394:Molecular Structure; D009154:Mutation
D018835:Chaperonin 10; D018834:Chaperonin 60; D004798:Enzymes; D007306:Insecticides; D007783:Lactones; D019753:Intramolecular Lyases