Comparative Chemistry of Aspergillus oryzae (RIB40) and A. flavus (NRRL 3357)

Rank, Christian; Klejnstrup, Marie Louise; Petersen, Lene Maj; Kildgaard, Sara; Frisvad, Jens Christian; Gotfredsen, Charlotte Held; Larsen, Thomas Ostenfeld

doi:10.3390/metabo2010039

Cited by 69 publications

(101 citation statements)

References 85 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Databases of characterized natural products searchable by monoisotopic mass, such as Antibase, can assist in dereplication 130) . HPLC-DAD-MS dereplication of SM production produced by genome-sequenced strains of A. oryzae (RIB40) and A. flavus (NRRL 3357) revealed that, although bioinformatics analysis shows 99.5% gene homology between the strains, the overall chemical profiles differed significantly 131) . Orbitrap HRMS and multiple stage mass spectrometry (MS n ) was used in conjunction with SIEVE software to identify differentially expressed metabolites in control and mutant A. flavus strains (see section 5-1) 132) .…”

Section: -2 Methods Of Analysismentioning

confidence: 99%

<i>Aspergillus flavus</i> Secondary Metabolites: More than Just Aflatoxins

et al. 2018

View full text Add to dashboard Cite

Aspergillus flavus is best known for producing the family of potent carcinogenic secondary metabolites known as aflatoxins. However, this opportunistic plant and animal pathogen also produces numerous other secondary metabolites, many of which have also been shown to be toxic. While about forty of these secondary metabolites have been identified from A. flavus cultures, analysis of the genome has predicted the existence of at least 56 secondary metabolite gene clusters. Many of these gene clusters are not expressed during growth of the fungus on standard laboratory media. This presents researchers with a major challenge of devising novel strategies to manipulate the fungus and its genome so as to activate secondary metabolite gene expression and allow identification of associated cluster metabolites. In this review, we discuss the genetic, biochemical and bioinformatic methods that are being used to identify previously uncharacterized secondary metabolite gene clusters and their associated metabolites. It is important to identify as many of these compounds as possible to determine their bioactivity with respect to fungal development, survival, virulence and especially with respect to any potential synergistic toxic effects with aflatoxin.

show abstract

Section: -2 Methods Of Analysismentioning

confidence: 99%

<i>Aspergillus flavus</i> Secondary Metabolites: More than Just Aflatoxins

et al. 2018

View full text Add to dashboard Cite

show abstract

“…A comparative analysis of the chemical profiles of A. oryzae and A. flavus under 15 growth conditions has revealed that they produce very different secondary metabolites (Rank et al, 2012). No A. oryzae isolate has been found to produce aflatoxin although some isolates are able to produce CPA (Chang et al, 2009;Kim et al, 2014).…”

Section: Introductionmentioning

confidence: 98%

High sequence variations in the region containing genes encoding a cellular morphogenesis protein and the repressor of sexual development help to reveal origins of Aspergillus oryzae

Chang

Scharfenstein

Solorzano

et al. 2015

International Journal of Food Microbiology

View full text Add to dashboard Cite

“…Currently, more than 600 dimeric natural products have been reported to date, among which nearly 100 are dimeric diketopiperazines. [47][48][49][50][51][52][53][54][55][56][57][58][59][60] Dimeric natural products exhibit various biological activities, [49][50][51] and dimerization is thought to contribute toward conferring bioactivity to these products. 61) In this section, we will outline our study on the enzymes involved in the biosynthesis of 10 that is aimed at understanding the biosynthetic mechanism of the formation of dimeric natural products.…”

Section: Functional Analysis Of a Cytochrome P450 As Dimerization Catmentioning

confidence: 99%

Effective Use of Heterologous Hosts for Characterization of Biosynthetic Enzymes Allows Production of Natural Products and Promotes New Natural Product Discovery

Watanabe

2014

CHEMICAL & PHARMACEUTICAL BULLETIN

View full text Add to dashboard Cite

In the past few years, there has been impressive progress in elucidating the mechanism of biosynthesis of various natural products accomplished through the use of genetic, molecular biological and biochemical techniques. Here, we present a comprehensive overview of the current results from our studies on fungal natural product biosynthetic enzymes, including nonribosomal peptide synthetase and polyketide synthasenonribosomal peptide synthetase hybrid synthetase, as well as auxiliary enzymes, such as methyltransferases and oxygenases. Specifically, biosynthesis of the following compounds is described in detail: (i) Sch210972, potentially involving a Diels-Alder reaction that may be catalyzed by CghA, a functionally unknown protein identified by targeted gene disruption in the wild type fungus; (ii) chaetoglobosin A, formed via multi-step oxidations catalyzed by three redox enzymes, one flavin-containing monooxygenase and two cytochrome P450 oxygenases as characterized by in vivo biotransformation of relevant intermediates in our engineered Saccharomyces cerevisiae; (iii) ( )-ditryptophenaline, formed by a cytochrome P450, revealing the dimerization mechanism for the biosynthesis of diketopiperazine alkaloids; (iv) pseurotins, whose variations in the Cand O-methylations and the degree of oxidation are introduced combinatorially by multiple redox enzymes; and (v) spirotryprostatins, whose spiro-carbon moiety is formed by a flavin-containing monooxygenase or a cytochrome P450 as determined by heterologous de novo production of the biosynthetic intermediates and final products in Aspergillus niger. We close our discussion by summarizing some of the key techniques that have facilitated the discovery of new natural products, production of their analogs and identification of biosynthetic mechanisms in our study.

show abstract

Comparative Chemistry of Aspergillus oryzae (RIB40) and A. flavus (NRRL 3357)

Cited by 69 publications

References 85 publications

<i>Aspergillus flavus</i> Secondary Metabolites: More than Just Aflatoxins

<i>Aspergillus flavus</i> Secondary Metabolites: More than Just Aflatoxins

High sequence variations in the region containing genes encoding a cellular morphogenesis protein and the repressor of sexual development help to reveal origins of Aspergillus oryzae

Effective Use of Heterologous Hosts for Characterization of Biosynthetic Enzymes Allows Production of Natural Products and Promotes New Natural Product Discovery

Contact Info

Product

Resources

About