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Elucidation of Pyranonigrin Biosynthetic Pathway Reveals a Mode of Tetramic Acid, Fused γ-Pyrone, and exo-Methylene Formation.
- Source :
-
Organic letters [Org Lett] 2015 Oct 16; Vol. 17 (20), pp. 4992-5. Date of Electronic Publication: 2015 Sep 28. - Publication Year :
- 2015
-
Abstract
- Successful activation of the pyranonigrin biosynthetic gene cluster and gene knockout in Aspergillus niger plus in vivo and in vitro assays led to isolation of six new products, including a spiro cyclobutane-containing dimeric compound, which served as the basis for the proposed comprehensive pyranonigrin biosynthetic pathway. Two redox enzymes are key to forming the characteristic fused γ-pyrone core, and a protease homologue performs the exo-methylene formation.
- Subjects :
- Aspergillus niger chemistry
Biosynthetic Pathways genetics
Methane analogs & derivatives
Molecular Structure
Multigene Family
Pyrones isolation & purification
Pyrones metabolism
Pyrones pharmacology
Pyrroles chemistry
Pyrroles pharmacology
Alkenes chemistry
Aspergillus niger genetics
Pyrones chemistry
Pyrroles metabolism
Pyrrolidinones chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 17
- Issue :
- 20
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 26414728
- Full Text :
- https://doi.org/10.1021/acs.orglett.5b02435