Enzymes
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- Name help_outline (2E,5S,6E,8E,10E)-1-aminododeca-2,6,8,10-tetraen-5-ol Identifier CHEBI:142545 Charge 1 Formula C12H20NO InChIKeyhelp_outline IWHNBGKZOVCSTH-QHHLHPODSA-O SMILEShelp_outline [NH3+]C/C=C/C[C@@H](/C=C/C=C/C=C/C)O 2D coordinates Mol file for the small molecule Search links Involved in 1 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline pyruvate Identifier CHEBI:15361 (Beilstein: 3587721; CAS: 57-60-3) help_outline Charge -1 Formula C3H3O3 InChIKeyhelp_outline LCTONWCANYUPML-UHFFFAOYSA-M SMILEShelp_outline CC(=O)C([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 204 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline (2E,5S,6E,8E,10E)-5-hydroxydodeca-2,6,8,10-tetraenal Identifier CHEBI:141054 Charge 0 Formula C12H16O2 InChIKeyhelp_outline DGTDQLBODFQKFP-QHHLHPODSA-N SMILEShelp_outline C/C=C/C=C/C=C/[C@H](C/C=C/C=O)O 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
- Name help_outline L-alanine Identifier CHEBI:57972 Charge 0 Formula C3H7NO2 InChIKeyhelp_outline QNAYBMKLOCPYGJ-REOHCLBHSA-N SMILEShelp_outline C[C@H]([NH3+])C([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 99 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:24024 | RHEA:24025 | RHEA:24026 | RHEA:24027 | |
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| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
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Publications
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Thioester reduction and aldehyde transamination are universal steps in actinobacterial polyketide alkaloid biosynthesis.
Awodi U.R., Ronan J.L., Masschelein J., de Los Santos E.L.C., Challis G.L.
Actinobacteria produce a variety of polyketide alkaloids with unusual structures. Recently, it was shown that a type I modular polyketide synthase (PKS) is involved in the assembly of coelimycin P1, a polyketide alkaloid produced by <i>Streptomyces coelicolor</i> M145. However, the mechanisms for ... >> More
Actinobacteria produce a variety of polyketide alkaloids with unusual structures. Recently, it was shown that a type I modular polyketide synthase (PKS) is involved in the assembly of coelimycin P1, a polyketide alkaloid produced by <i>Streptomyces coelicolor</i> M145. However, the mechanisms for converting the product of the PKS to coelimycin P1 remain to be elucidated. Here we show that the C-terminal thioester reductase (TR) domain of the PKS and an ω-transaminase are responsible for release of the polyketide chain as an aldehyde and its subsequent reductive amination. Bioinformatics analyses identified numerous gene clusters in actinobacterial genomes that encode modular PKSs with a C-terminal TR domain and a homolog of the ω-transaminase. These are predicted to direct the biosynthesis of both known and novel polyketide alkaloids, suggesting that reductive chain release and transamination constitutes a conserved mechanism for the biosynthesis of such metabolites. << Less
Chem Sci 8:411-415(2017) [PubMed] [EuropePMC]
This publication is cited by 1 other entry.
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A cryptic type I polyketide synthase (cpk) gene cluster in Streptomyces coelicolor A3(2).
Pawlik K., Kotowska M., Chater K.F., Kuczek K., Takano E.
The chromosome of Streptomyces coelicolor A3(2), a model organism for the genus Streptomyces, contains a cryptic type I polyketide synthase (PKS) gene cluster which was revealed when the genome was sequenced. The ca. 54-kb cluster contains three large genes, cpkA, cpkB and cpkC, encoding the PKS s ... >> More
The chromosome of Streptomyces coelicolor A3(2), a model organism for the genus Streptomyces, contains a cryptic type I polyketide synthase (PKS) gene cluster which was revealed when the genome was sequenced. The ca. 54-kb cluster contains three large genes, cpkA, cpkB and cpkC, encoding the PKS subunits. In silico analysis showed that the synthase consists of a loading module, five extension modules and a unique reductase as a terminal domain instead of a typical thioesterase. All acyltransferase domains are specific for a malonyl extender, and have a B-type ketoreductase. Tailoring and regulatory genes were also identified within the gene cluster. Surprisingly, some genes show high similarity to primary metabolite genes not commonly identified in any antibiotic biosynthesis cluster. Using western blot analysis with a PKS subunit (CpkC) antibody, CpkC was shown to be expressed in S. coelicolor at transition phase. Disruption of cpkC gave no obvious phenotype. << Less
Arch Microbiol 187:87-99(2007) [PubMed] [EuropePMC]
This publication is cited by 1 other entry.