Pyrenulic-acid-precursor-Cpd4
The pyrenulic acid (pya) biosynthetic gene PyaF constructs a 6- and 7-membered fused bicyclic diether skeleton by catalyzing successive epoxide ring-opening 6-endo and 7-endo cyclization reactions
General
Type : Epoxide, Naphthalen
Chemical_Nomenclature : (2E,4E)-5-[(3S)-3-[(1S,2S,4aR,8aR)-2-{3-[(1R)-3-hydroxy-1-methylpropyl]-2-methyloxiran-2-yl}-3,6-dimethyl-4a,5,8,8a-tetrahydronaphthalen-1(2H)-yl]oxiran-2-yl]penta-2,4-dienoic acid
Canonical SMILES : C1=C(C[C@@H]2[C@@H](C1)[C@@H]([C@@H](C(=C2)C)[C@@]3([C@@H]([C@@H]
InChI : InChI=1S\/C26H36O5\/c1-15-9-10-19-18(13-15)14-17(3)23(26(4)25(31-26)16(2)11-12-27)22(19)24-20(30-24)7-5-6-8-21(28)29\/h5-9,14,16,18-20,22-25,27H,10-13H2,1-4H3,(H,28,29)\/t16-,18+,19-,20+,22+,23-,24-,25-,26-\/m1\/s1
InChIKey : LROMZDYXRRPGTQ-HRJQCVCQSA-N
Other name(s) :
Target
Structures : No structure
Families : 6_AlphaBeta_hydrolase
References (3)
| Title : Enzymatic Anti-Baldwin Ring-Closure Cascade for Fused Bicyclic Ether Formation - Sato_2025_J.Am.Chem.Soc__ |
| Author(s) : Sato M , Ito Y , Kagoura T , Sakano S , Tsunematsu Y , Cheng J , Bianchi P , Houk KN , Watanabe K |
| Ref : Journal of the American Chemical Society , : , 2025 |
| Abstract : |
| PubMedSearch : Sato_2025_J.Am.Chem.Soc__ |
| PubMedID: 41218998 |
| Gene_locus related to this paper: 9euro-PyaF |
| Title : Enzymatic Anti-Baldwin Ring-Closure Cascade for Fused Bicyclic Ether Formation - Sato_2025_J.Am.Chem.Soc__ |
| Author(s) : Sato M , Ito Y , Kagoura T , Sakano S , Tsunematsu Y , Cheng J , Bianchi P , Houk KN , Watanabe K |
| Ref : Journal of the American Chemical Society , : , 2025 |
| Abstract : |
| PubMedSearch : Sato_2025_J.Am.Chem.Soc__ |
| PubMedID: 41218998 |
| Gene_locus related to this paper: 9euro-PyaF |
| Title : Enzymatic Anti-Baldwin Ring-Closure Cascade for Fused Bicyclic Ether Formation - Sato_2025_J.Am.Chem.Soc__ |
| Author(s) : Sato M , Ito Y , Kagoura T , Sakano S , Tsunematsu Y , Cheng J , Bianchi P , Houk KN , Watanabe K |
| Ref : Journal of the American Chemical Society , : , 2025 |
| Abstract : |
| PubMedSearch : Sato_2025_J.Am.Chem.Soc__ |
| PubMedID: 41218998 |
| Gene_locus related to this paper: 9euro-PyaF |