ORFZ-Substrate
Cytochalasins are fungal metabolites that have the ability to bind to actin filaments and block polymerization and the elongation of actin. As a result of the inhibition of actin polymerization, cytochalasins can change cellular morphology, inhibit cellular processes such as cell division, and even cause cells to undergo apoptosis. In Aspergillus oryzae the un known cytochalasan is synthetized by the polyketide synthase non ribosomal peptide synthase (PKS-NRP) ACE1BGC. ORFZ-Substrate is cycled by a Knoevenagel reaction by ORFZ. The product of this reaction would undergo a Diels Alder reaction by PyiF and give the cytochalasan skeleton
General
Type : Mycotoxin-metabolite, Natural, Toxin
Chemical_Nomenclature :
Canonical SMILES : C1(=CC=C(C=C1)C[C@H](NC(=O)CC(=O)CCCCC(=CC(CC=CC=CC(=CC)C)C)C)C=O)O
InChI : InChI=1S\/C30H41NO4\/c1-5-23(2)11-7-6-8-12-24(3)19-25(4)13-9-10-14-29(34)21-30(35)31-27(22-32)20-26-15-17-28(33)18-16-26\/h5-8,11,15-19,22,24,27,33H,9-10,12-14,20-21H2,1-4H3,(H,31,35)\/t24?,27-\/m0\/s1
InChIKey : JHIAJUWFCPLUGU-WKDCXCOVSA-N
Other name(s) :
Target
Structures : No structure
Families : Duf_1100-S
References (1)
| Title : Chemical and Genetic Studies on the Formation of Pyrrolones During the Biosynthesis of Cytochalasans - Zhang_2021_Chemistry_10_3106 |
| Author(s) : Zhang H , Hantke V , Bruhnke P , Skellam E , Cox RJ |
| Ref : Chemistry , 10 :3106 , 2021 |
| Abstract : |
| PubMedSearch : Zhang_2021_Chemistry_10_3106 |
| PubMedID: 33146923 |
| Gene_locus related to this paper: phano-phmG , aspcl-CCSE , aspfu-psoB , mago7-ORFZB , maggr-pyie |