Fungal Cytochrome P450 Monooxygenases: Their Distribution, Structure, Functions, Family Expansion, and Evolutionary Origin

Cytochrome P450 (CYP) monooxygenase superfamily contributes a broad array of biological functions in living organisms. In fungi, CYPs play diverse and pivotal roles in versatile metabolism and fungal adaptation to specific ecological niches. In this report, CYPomes in the 47 genomes of fungi belong to the phyla Ascomycota, Basidiomycota, Chytridiomycota, and Zygomycota have been studied. The comparison of fungal CYPomes suggests that generally fungi possess abundant CYPs belonging to a variety of families with the two global families CYP51 and CYP61, indicating individuation of CYPomes during the evolution of fungi. Fungal CYPs show highly conserved characteristic motifs, but very low overall sequence similarities. The characteristic motifs of fungal CYPs are distinguishable from those of CYPs in animals, plants, and especially archaea and bacteria. The four representative motifs contribute to the general function of CYPs. Fungal CYP51s and CYP61s can be used as the models for the substrate recognition sites analysis. The CYP proteins are clustered into 15 clades and the phylogenetic analyses suggest that the wide variety of fungal CYPs has mainly arisen from gene duplication. Two large duplication events might have been associated with the booming of Ascomycota and Basidiomycota. In addition, horizontal gene transfer also contributes to the diversification of fungal CYPs. Finally, a possible evolutionary scenario for fungal CYPs along with fungal divergences is proposed. Our results provide the fundamental information for a better understanding of CYP distribution, structure and function, and new insights into the evolutionary events of fungal CYPs along with the evolution of fungi.

• Publication year

  2014

• Venue

  Genome Biology and Evolution

• Publication date

  2014-06-25

• Fields of study

  Biology, Medicine

• Identifiers
  DOI 10.1093/gbe/evu132PMID 24966179PMCID 4122930
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Human cytochromes P450 in health and disease

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• Microbial cytochromes P450: biodiversity and biotechnology. Where do cytochromes P450 come from, what do they do and what can they do for us?

  2013influential reference
• Origins of P450 diversity

  2013influential reference
• Systematic and searchable classification of cytochrome P450 proteins encoded by fungal and oomycete genomes

  2012cited by this paper
• Fungal cytochrome P450 sterol 14α-demethylase (CYP51) and azole resistance in plant and human pathogens

  2012cited by this paper
• Human cytochromes P 450 in health and disease

  2012cited by this paper
• Structural complex of sterol 14α-demethylase (CYP51) with 14α-methylenecyclopropyl-Δ7-24, 25-dihydrolanosterol[S]

  2012cited by this paper
• P450 monooxygenases (P450ome) of the model white rot fungus Phanerochaete chrysosporium

  2012influential reference
• Origins of P 450 diversity

  2012cited by this paper
• Arthropod CYPomes illustrate the tempo and mode in P450 evolution.

  2011cited by this paper
• The Plant Cell Wall–Decomposing Machinery Underlies the Functional Diversity of Forest Fungi

  2011cited by this paper
• Estimating the timing of early eukaryotic diversification with multigene molecular clocks

  2011cited by this paper
• Double oxidation of the cyclic nonaketide dihydromonacolin L to monacolin J by a single cytochrome P450 monooxygenase, LovA.

  2011cited by this paper
• Structural complex of sterol 14alpha-demethylase (CYP51) with 14alpha-methylenecyclopropyl-delta7-24, 25-dihydrolanosterol

  2011cited by this paper
• The Amphimedon queenslandica genome and the evolution of animal complexity

  2010cited by this paper
• Searching for Moniliophthora perniciosa pathogenicity genes.

  2010cited by this paper
• Structural Characterization of CYP51 from Trypanosoma cruzi and Trypanosoma brucei Bound to the Antifungal Drugs Posaconazole and Fluconazole

  2010cited by this paper
• The Cytochrome P450 Homepage

  2009influential reference
• rtracklayer: an R package for interfacing with genome browsers

  2009influential reference
• FastTree: Computing Large Minimum Evolution Trees with Profiles instead of a Distance Matrix

  2009influential reference
• The CYPome (Cytochrome P450 complement) of Aspergillus nidulans.

  2009influential reference
• Jalview Version 2—a multiple sequence alignment editor and analysis workbench

  2009cited by this paper
• Fungi evolved right on track

  2009influential reference
• CYP710A genes encoding sterol C22-desaturase in Physcomitrella patens as molecular evidence for the evolutionary conservation of a sterol biosynthetic pathway in plants

  2009cited by this paper
• Sterols in a unicellular relative of the metazoans

  2008cited by this paper
• Fungal cytochrome P450 database

  2008cited by this paper
• Comparative Genome Analysis of Filamentous Fungi Reveals Gene Family Expansions Associated with Fungal Pathogenesis

  2008cited by this paper
• A fungal cytochrome P450 is expressed during the interaction between the fungal pathogen Heterobasidion annosum sensu lato and conifer trees

  2008cited by this paper
• Structures of Prostacyclin Synthase and Its Complexes with Substrate Analog and Inhibitor Reveal a Ligand-specific Heme Conformation Change*

  2008cited by this paper
• Sterol 14α-Demethylase Cytochrome P450 (CYP51), a P450 in all Biological Kingdoms

  2007cited by this paper
• Sterol 14alpha-demethylase cytochrome P450 (CYP51), a P450 in all biological kingdoms.

  2007cited by this paper
• Natural products of filamentous fungi: enzymes, genes, and their regulation.

  2007cited by this paper
• Mechanisms of cytochrome P450 substrate oxidation: MiniReview

  2007cited by this paper
• Interactive Tree Of Life (iTOL): an online tool for phylogenetic tree display and annotation

  2007cited by this paper
• Plant cytochrome P450s from moss to poplar

  2006influential reference
• Dating divergences in the Fungal Tree of Life: review and new analyses.

  2006influential reference
• Reconstructing the early evolution of Fungi using a six-gene phylogeny

  2006cited by this paper
• Eukaryotic organisms in Proterozoic oceans

  2006cited by this paper
• Cytochromes P450 as versatile biocatalysts.

  2006cited by this paper
• Cytochrome P450 CYP710A Encodes the Sterol C-22 Desaturase in Arabidopsis and Tomato[W][OA]

  2006cited by this paper
• Cytochrome P450 nomenclature, 2004.

  2006influential reference
• Functional analysis of the cytochrome P450 monooxygenase gene bcbot1 of Botrytis cinerea indicates that botrydial is a strain-specific virulence factor.

  2005cited by this paper
• Genome-wide structural and evolutionary analysis of the P450 monooxygenase genes (P450ome) in the white rot fungus Phanerochaete chrysosporium : Evidence for gene duplications and extensive gene clustering

  2005influential reference
• WebLogo: a sequence logo generator.

  2004cited by this paper
• CYP51--the omnipotent P450.

  2004cited by this paper
• New Aspects on Lanosterol 14α-Demethylase and Cytochrome P450 Evolution: Lanosterol/Cycloartenol Diversification and Lateral Transfer

  2004cited by this paper
• Conservation in the CYP51 family. Role of the B' helix/BC loop and helices F and G in enzymatic function.

  2003cited by this paper
• The origin of the Metazoa in the light of the Proterozoic fossil record

  2003cited by this paper
• The Cytochrome P450 Complement (CYPome) of Streptomyces coelicolor A3(2)*

  2002cited by this paper
• New views on fungal evolution based on DNA markers and the fossil record.

  2002cited by this paper
• Substrate recognition sites in 14alpha-sterol demethylase from comparative analysis of amino acid sequences and X-ray structure of Mycobacterium tuberculosis CYP51.

  2001cited by this paper
• A single amino acid substitution ( F 363 I ) converts the regiochemistry of the spearmint ( 2 )-limonene hydroxylase from a C 6-to a C 3-hydroxylase

  2000cited by this paper
• A single amino acid substitution (F363I) converts the regiochemistry of the spearmint (-)-limonene hydroxylase from a C6- to a C3-hydroxylase.

  2000cited by this paper
• Cytochromes P450: a success story

  2000cited by this paper
• How similar are P450s and what can their differences teach us?

  1999cited by this paper
• Cytochrome P450 and the individuality of species.

  1999influential reference
• Cytochrome P450 nomenclature.

  1998cited by this paper
• SYMBIOSIS BETWEEN NITROGEN-FIXING CYANOBACTERIA AND PLANTS

  1998cited by this paper
• Characterization of Saccharomyces cerevisiae CYP61, Sterol Δ22-Desaturase, and Inhibition by Azole Antifungal Agents*

  1997cited by this paper
• Aspergillus nidulans stcL Encodes a Putative Cytochrome P-450 Monooxygenase Required for Bisfuran Desaturation during Aflatoxin/Sterigmatocystin Biosynthesis*

  1997cited by this paper
• Alanine-scanning Mutagenesis of a Putative Substrate Recognition Site in Human Cytochrome P450 3A4

  1997cited by this paper
• Sterol 14-demethylase P450 (P45014DM*) is one of the most ancient and conserved P450 species.

  1996cited by this paper
• Structure and function of cytochromes P450: a comparative analysis of three crystal structures.

  1995cited by this paper
• Site-directed mutagenesis of putative substrate recognition sites in cytochrome P450 2B11: importance of amino acid residues 114, 290, and 363 for substrate specificity.

  1994cited by this paper
• Molecular cloning of an allene oxide synthase: a cytochrome P450 specialized for the metabolism of fatty acid hydroperoxides.

  1993cited by this paper
• Substrate recognition sites in cytochrome P450 family 2 (CYP2) proteins inferred from comparative analyses of amino acid and coding nucleotide sequences.

  1992influential reference
• Sequence logos: a new way to display consensus sequences.

  1990cited by this paper
• Characterization of the alkane-inducible cytochrome P450 (P450alk) gene from the yeast Candida tropicalis: identification of a new P450 gene family.

  1989cited by this paper
• Yeast cytochrome P-450 catalyzing lanosterol 14 alpha-demethylation. I. Purification and spectral properties.

  1984cited by this paper
• Bmc Evolutionary Biology the Evolutionary History of Cytochrome P450 Genes in Four Filamentous Ascomycetes

  year unknowninfluential reference

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