Lecanoric-acid
It is not the substate but the product of association of two orsellinate molecules. The biosynthesis probably occurs via the formation of 2 orsellinate intermediates fused together by the C-terminal thioesterase (TE) domain that finally releases lecanoric acid. The same reaction is performed by thioesterase domain of PKS either belonging to BD-FAE or to the thoesterase family. Inhibitor of histidine decarboxylase
General
Type : Natural
Chemical_Nomenclature : 4-(2,4-dihydroxy-6-methylbenzoyl)oxy-2-hydroxy-6-methylbenzoic acid
Canonical SMILES : CC1=CC(=CC(=C1C(=O)OC2=CC(=C(C(=C2)C)C(=O)O)O)O)O
InChI : InChI=1S\/C16H14O7\/c1-7-3-9(17)5-11(18)14(7)16(22)23-10-4-8(2)13(15(20)21)12(19)6-10\/h3-6,17-19H,1-2H3,(H,20,21)
InChIKey : HEMSJKZDHNSSEW-UHFFFAOYSA-N
Other name(s) : Lecanoricacid || o-orsellinate depside || Orsellinate depside
MW : 318.28
Formula : C16H14O7
CAS_number : 480-56-8
PubChem : 99613
UniChem : HEMSJKZDHNSSEW-UHFFFAOYSA-N
Target
Structures : No structure
Families : Thioesterase, BD-FAE
References (4)
| Title : Didepside Formation by the Nonreducing Polyketide Synthase Preu6 of Preussia isomera Requires Interaction of Starter Acyl Transferase and Thioesterase Domains - Liu_2023_Angew.Chem.Int.Ed.Engl_62_e202214379 |
| Author(s) : Liu Q , Zhang D , Gao S , Cai X , Yao M , Xu Y , Gong Y , Zheng K , Mao Y , Yang L , Yang D , Molnar I , Yang X |
| Ref : Angew Chem Int Ed Engl , 62 :e202214379 , 2023 |
| Abstract : |
| PubMedSearch : Liu_2023_Angew.Chem.Int.Ed.Engl_62_e202214379 |
| PubMedID: 36484777 |
| Gene_locus related to this paper: preis-preu6 |
| Title : Cloning and Functional Characterization of the Polyketide Synthases Based on Genome Mining of Preussia isomera XL-1326 - Liu_2022_Front.Microbiol_13_819086 |
| Author(s) : Liu Q , Zhang D , Xu Y , Gao S , Gong Y , Cai X , Yao M , Yang X |
| Ref : Front Microbiol , 13 :819086 , 2022 |
| Abstract : |
| PubMedSearch : Liu_2022_Front.Microbiol_13_819086 |
| PubMedID: 35602042 |
| Gene_locus related to this paper: preis-preu6 |
| Title : Molecular genetic analysis of the orsellinic acid\/F9775 gene cluster of Aspergillus nidulans - Sanchez_2010_Mol.Biosyst_6_587 |
| Author(s) : Sanchez JF , Chiang YM , Szewczyk E , Davidson AD , Ahuja M , Elizabeth Oakley C , Woo Bok J , Keller N , Oakley BR , Wang CC |
| Ref : Mol Biosyst , 6 :587 , 2010 |
| Abstract : |
| PubMedSearch : Sanchez_2010_Mol.Biosyst_6_587 |
| PubMedID: 20174687 |
| Gene_locus related to this paper: emeni-q5aux1 |
| Title : Intimate bacterial-fungal interaction triggers biosynthesis of archetypal polyketides in Aspergillus nidulans - Schroeckh_2009_Proc.Natl.Acad.Sci.U.S.A_106_14558 |
| Author(s) : Schroeckh V , Scherlach K , Nutzmann HW , Shelest E , Schmidt-Heck W , Schuemann J , Martin K , Hertweck C , Brakhage AA |
| Ref : Proc Natl Acad Sci U S A , 106 :14558 , 2009 |
| Abstract : |
| PubMedSearch : Schroeckh_2009_Proc.Natl.Acad.Sci.U.S.A_106_14558 |
| PubMedID: 19666480 |
| Gene_locus related to this paper: emeni-q5aux1 |