Reaction participants Show >> << Hide
- Name help_outline 3-[(2E,4E,8S,10E,12Z)-4,8-dimethyltetradeca-2,4,10,12-tetraenoyl]-4-hydroxy-5-(4-hydroxyphenyl)-1,2-dihydropyridin-2-one Identifier CHEBI:155889 Charge 0 Formula C27H31NO4 InChIKeyhelp_outline WEDGCCUNYOUPHX-BQACNKTJSA-N SMILEShelp_outline C(=C/C(=C/CC[C@H](C)C/C=C/C=C\C)/C)\C(C1=C(C(C=2C=CC(=CC2)O)=CNC1=O)O)=O 2D coordinates Mol file for the small molecule Search links Involved in 3 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline ilicicolin H Identifier CHEBI:77772 Charge 0 Formula C27H31NO4 InChIKeyhelp_outline BYVVOONSAAQMKI-RFKCMYLBSA-N SMILEShelp_outline C\C=C\[C@@H]1[C@H]2C[C@@H](C)CC[C@@H]2C(C)=C[C@H]1C(=O)c1c(O)c(c[nH]c1=O)-c1ccc(O)cc1 2D coordinates Mol file for the small molecule Search links Involved in 2 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:64568 | RHEA:64569 | RHEA:64570 | RHEA:64571 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
| UniProtKB help_outline |
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Publications
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Heterologous expression of ilicicolin H biosynthetic gene cluster and production of a new potent antifungal reagent, ilicicolin J.
Lin X., Yuan S., Chen S., Chen B., Xu H., Liu L., Li H., Gao Z.
Ilicicolin H is a broad-spectrum antifungal agent targeting mitochondrial cytochrome bc1 reductase. Unfortunately, ilicicolin H shows reduced activities in vivo. Here, we report our effort on the identification of ilicicolin H biosynthetic gene cluster (BGC) by genomic sequencing a producing strai ... >> More
Ilicicolin H is a broad-spectrum antifungal agent targeting mitochondrial cytochrome bc1 reductase. Unfortunately, ilicicolin H shows reduced activities in vivo. Here, we report our effort on the identification of ilicicolin H biosynthetic gene cluster (BGC) by genomic sequencing a producing strain, <i>Neonectria</i> sp. DH2, and its heterologous production in <i>Aspergillus nidulans</i>. In addition, a shunt product with similar antifungal activities, ilicicolin J, was uncovered. This effort would provide a base for future combinatorial biosynthesis of ilicicolin H analogues. Bioinformatics analysis suggests that the backbone of ilicicolin H is assembled by a polyketide-nonribosomal peptide synthethase (IliA), and then offloaded with a tetramic acid moiety. Similar to tenellin biosynthesis, the tetramic acid is then converted to pyridone by a putative P450, IliC. The decalin portion is most possibly constructed by a <i>S</i>-adenosyl-l-methionine (SAM)-dependent Diels-Alderase (IliD). << Less
Molecules 24:0-0(2019) [PubMed] [EuropePMC]
This publication is cited by 2 other entries.