Biotransformation of natural compounds: Unexpected thio conjugation of Sch-642305 with 3-mercaptolactate catalyzed by Aspergillus niger ATCC 16404 cells

Adelin, Emilie; Martin, Marie‐Thérèse; Bricot, Marie-Françoise; Cortial, Sylvie; Retailleau, Pascal; Ouazzani, Jamal

doi:10.1016/j.phytochem.2012.08.002

Cited by 21 publications

(15 citation statements)

References 21 publications

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“…The fourth peak was identified to be 15 , which is an adduct of 4 with 3-mercaptolactic acid (a described fungal metabolite) formed via an outlined pathway (Fig. 4, pathway IV) 30. The above observations could only be explained by the functional dimorphism (active and silent states) of ChrA KR domain that serves as a gate-keeper to diversify the chromane-based polyketides (Fig.…”

Section: Resultsmentioning

confidence: 97%

Dalmanol biosyntheses require coupling of two separate polyketide gene clusters

et al. 2019

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Section: Resultsmentioning

confidence: 97%

Dalmanol biosyntheses require coupling of two separate polyketide gene clusters

et al. 2019

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“…Resting cultures of A. niger ATCC 16404 conjugate (+)-Sch-642305 with 3-mercaptolactate to form two different derivatives. One of the derivatives, compound 1 (CLXXXII), retains antibacterial activity against Bacillus subtilis, but the other, compound 2 (CLXXXIII), lacks it (Adelin et al 2012).…”

Section: Transformation Of Other Organic Compoundsmentioning

confidence: 99%

Biotransformations of organic compounds mediated by cultures of Aspergillus niger

Parshikov

Woodling

Sutherland

2015

Appl Microbiol Biotechnol

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Many different organic compounds may be converted by microbial biotransformation to high-value products for the chemical and pharmaceutical industries. This review summarizes the use of strains of Aspergillus niger, a well-known filamentous fungus used in numerous biotechnological processes, for biochemical transformations of organic compounds. The substrates transformed include monocyclic, bicyclic, and polycyclic aromatic hydrocarbons; azaarenes, epoxides, chlorinated hydrocarbons, and other aliphatic and aromatic compounds. The types of reactions performed by A. niger, although not unique to this species, are extremely diverse. They include hydroxylation, oxidation of various functional groups, reduction of double bonds, demethylation, sulfation, epoxide hydrolysis, dechlorination, ring cleavage, and conjugation. Some of the products may be useful as new investigational drugs or chemical intermediates.

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“…They can be used to modify chemical structures of biologically active products (Zhang et al, 2011), to prepare products which are difficult to obtain by conventional chemical methods (Adelin et al, 2012), to study the metabolism of xenobiotics (Abourashed et al, 1999) as well as to develop structure-activity relationship (SAR) models (Zhang et al, 2007). Till now, there are several reports on microbial transformations of sesquiterpene lactones (SLs) by fungi (Galal et al, 1999;Kumari et al, 2003;Lamare and Furstoss, 1990;Parshikov et al, 2006;Rocha et al, 2012).…”

Section: Introductionmentioning

confidence: 99%