Abstract

BackgroundErgosterol has been considered the “fungal sterol” for almost 125 years; however, additional sterol data superimposed on a recent molecular phylogeny of kingdom Fungi reveals a different and more complex situation.Methodology/Principal FindingsThe interpretation of sterol distribution data in a modern phylogenetic context indicates that there is a clear trend from cholesterol and other Δ5 sterols in the earliest diverging fungal species to ergosterol in later diverging fungi. There are, however, deviations from this pattern in certain clades. Sterols of the diverse zoosporic and zygosporic forms exhibit structural diversity with cholesterol and 24-ethyl -Δ5 sterols in zoosporic taxa, and 24-methyl sterols in zygosporic fungi. For example, each of the three monophyletic lineages of zygosporic fungi has distinctive major sterols, ergosterol in Mucorales, 22-dihydroergosterol in Dimargaritales, Harpellales, and Kickxellales (DHK clade), and 24-methyl cholesterol in Entomophthorales. Other departures from ergosterol as the dominant sterol include: 24-ethyl cholesterol in Glomeromycota, 24-ethyl cholest-7-enol and 24-ethyl-cholesta-7,24(28)-dienol in rust fungi, brassicasterol in Taphrinales and hypogeous pezizalean species, and cholesterol in Pneumocystis.Conclusions/SignificanceFive dominant end products of sterol biosynthesis (cholesterol, ergosterol, 24-methyl cholesterol, 24-ethyl cholesterol, brassicasterol), and intermediates in the formation of 24-ethyl cholesterol, are major sterols in 175 species of Fungi. Although most fungi in the most speciose clades have ergosterol as a major sterol, sterols are more varied than currently understood, and their distribution supports certain clades of Fungi in current fungal phylogenies. In addition to the intellectual importance of understanding evolution of sterol synthesis in fungi, there is practical importance because certain antifungal drugs (e.g., azoles) target reactions in the synthesis of ergosterol. These findings also invalidate use of ergosterol as an indicator of biomass of certain fungal taxa (e.g., Glomeromycota). Data from this study are available from the Assembling the Fungal Tree of Life (AFTOL) Structural and Biochemical Database: http://aftol.umn.edu.

Highlights

  • Sterols are required for fungal growth, a fact that has been exploited in the development of antifungal pesticides widely used in agriculture and antimycotics used to control fungal diseases of humans and animals

  • Since 24R-methyl-cholesta-5,7,22(E)-trienol (Figure 1) was discovered over 100 years ago in the plant pathogenic ergot fungus Claviceps purpurea [1], it has been considered to be the ‘‘fungal sterol.’’ Ergosterol is not present in all fungi, and the misconception came about because most of the first fungi analyzed for sterols were among later diverging species (Ascomycota and Basidiomycota) in which ergosterol is dominant [2]

  • Ergosterol became so established as the sole fungal sterol that it has been used as a marker to estimate fungal biomass in plants and soils [3,4,5]

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Summary

Introduction

Sterols are required for fungal growth, a fact that has been exploited in the development of antifungal pesticides widely used in agriculture and antimycotics used to control fungal diseases of humans and animals. Ergosterol became so established as the sole fungal sterol that it has been used as a marker to estimate fungal biomass in plants and soils [3,4,5]. Greatly improved information on the distribution of sterols (Figures 1 and 2; Table S1) across the kingdom Fungi since the mid-1970s [2,6,7,8] revealed that the situation is not so simple. Ergosterol has been considered the ‘‘fungal sterol’’ for almost 125 years; additional sterol data superimposed on a recent molecular phylogeny of kingdom Fungi reveals a different and more complex situation

Methods
Results
Conclusion

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