Fig. 2 in Catalysis by allene oxide synthases (CYP74A and CYP74C): Alterations by the Phe/Leu mutation at the SRS-1 region

Fig. 2. Structural formulae of reaction products (Me/ TMS) of target WT enzymes and their mutant forms. 1, 9,10-dihydroxy-12-octadecenoic acid (the product of NaBH4 reduction of ω6−α−ketol); 2, 9,10-dihydroxy-12,15-octadecadienoic acid (the product of NaBH4 reduction of ω3−α−ketol); 3, 10-hydroxyphytonoic acid (the product of NaBH4 reduction of 10-oxo-PEA); 4, 9,10-epoxy-11-hydroxy-12-octadecenoic acid; 5, 9,10-epoxy-11-hydroxy-12,15-octadecadienoic acid; 6, 12,13-dihydroxy-9-octadecenoic acid (the product of NaBH4 reduction of ω6−α−ketol); 7, 12,13-dihydroxy-9,15-octadecadienoic acid (the product of NaBH4 reduction of ω3−α−ketol); 8, 11-hydroxy-12,13-epoxy-9-octadecenoic acid; 9, 11-hydroxy-12,13-epoxy-9,15-octadecadienoic acid; 10, 9-hydroxy-12,13-epoxy-10- octadecenoic acid; 11, 9,10-epoxy-13-hydroxy- 11,15-octadecadienoic acid; 12, 9,10-epoxy-13-hydroxy-11-octadecenoic acid; 13, 9-hydroxynonanoic acid; 14, (9Z)-12-hydroxy-9-dodecenoic acid; 15, (10E)-12-hydroxy-10-dodecenoic acid; R, -(CH2)7COOH.