2, 5-Dimethyl-4-Hydroxy-3(2H)-Furanone as a Secondary Metabolite from D-Fructose-1, 6-Diphosphate Metabolism by Zygosaccharomyces rouxii

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2, 5-Dimethyl-4-hydroxy-3(2H)-furanone(DMHF)is an important aroma compound found in many fruits such as strawberries and pineapples and it is also produced by the soy-sauce-fermenting yeast Zygosaccharomyces rouxii after the addition of D-fructose-1, 6-diphosphate to yeast-peptone-dextrose nutrient media. Dilute DMHF solutions exhibit a strawberry-like flavor while DMHF concentrates have a caramel-like aroma. In media containing D-fructose-1, 6-diphosphate as the sole carbon source, growth of Z.rouxii and formation of DMHF were not observed. Although Z.rouxii cells grew in media with D-glucose as the sole carbon source, DMHF was only produced when media were supplemented with D-fructose-1, 6-diphosphate. The DMHF concentration always correlated with the yeast cell count and D-fructose-1, 6-diphosphate concentration. Addition of CaCl_2(up to 50 g.l^<-1>)led to a higher DMHF concentration. Addition of Na_2SO_3 reduced the growth of Z.rouxii and inhibited DMHF formation. The amount of DMHF formed by Z.rouxii was not significantly affected by the addition of KH_2PO_4. DMHF concentrations of 5 and 10 g.l^<-1> partially and completely inhibited the growth of Z.rouxii cells, respectively. Only the singly labeled furanone was formed after the addition of 1-^<13>C-D-fructose-1, 6-diphosphate to the medium. However, unlabeled DMHF was formed in the presence of ^<13>C_6-D-glucose. Therefore, the carbons of the furanone originate exclusively from exogenously supplied D-fructose-1, 6-diphosphate as no exchange with the internal pool of D-fructose-1, 6-diphosphate occurs. This implies that DMHF is a secondary metabolite of Z.rouxii formed from D-fructose-1, 6-diphosphate. We assume that at least the first step of the metabolism of D-fructose-1, 6-diphosphate takes place in the cell wall or membrane of the yeast.
公益社団法人日本生物工学会の論文
2001-04-25

2, 5-Dimethyl-4-Hydroxy-3(2H)-Furanone as a Secondary Metabolite from D-Fructose-1, 6-Diphosphate Metabolism by Zygosaccharomyces rouxii

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