oxidosqualene cyclases
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2022 ◽  
Vol 5 (1) ◽  
Author(s):  
Xin Hua ◽  
Wei Song ◽  
Kangzong Wang ◽  
Xue Yin ◽  
Changqi Hao ◽  
...  

AbstractThe genes in polyphyllins pathway mixed with other steroid biosynthetic genes form an extremely complex biosynthetic network in Paris polyphylla with a giant genome. The lack of genomic data and tissue specificity causes the study of the biosynthetic pathway notably difficult. Here, we report an effective method for the prediction of key genes of polyphyllin biosynthesis. Full-length transcriptome from eight different organs via hybrid sequencing of next generation sequencingand third generation sequencing platforms annotated two 2,3-oxidosqualene cyclases (OSCs), 216 cytochrome P450s (CYPs), and 199 UDP glycosyltransferases (UGTs). Combining metabolic differences, gene-weighted co-expression network analysis, and phylogenetic trees, the candidate ranges of OSC, CYP, and UGT genes were further narrowed down to 2, 15, and 24, respectively. Beside the three previously characterized CYPs, we identified the OSC involved in the synthesis of cycloartenol and the UGT (PpUGT73CR1) at the C-3 position of diosgenin and pennogenin in P. polyphylla. This study provides an idea for the investigation of gene cluster deficiency biosynthesis pathways in medicinal plants.


Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6806
Author(s):  
Bruna F. Mazzeu ◽  
Tatiana M. Souza-Moreira ◽  
Andrew A. Oliveira ◽  
Melissa Remlinger ◽  
Lidiane G. Felippe ◽  
...  

Friedelin, a pentacyclic triterpene found in the leaves of the Celastraceae species, demonstrates numerous biological activities and is a precursor of quinonemethide triterpenes, which are promising antitumoral agents. Friedelin is biosynthesized from the cyclization of 2,3-oxidosqualene, involving a series of rearrangements to form a ketone by deprotonation of the hydroxylated intermediate, without the aid of an oxidoreductase enzyme. Mutagenesis studies among oxidosqualene cyclases (OSCs) have demonstrated the influence of amino acid residues on rearrangements during substrate cyclization: loss of catalytic activity, stabilization, rearrangement control or specificity changing. In the present study, friedelin synthase from Maytenus ilicifolia (Celastraceae) was expressed heterologously in Saccharomyces cerevisiae. Site-directed mutagenesis studies were performed by replacing phenylalanine with tryptophan at position 473 (Phe473Trp), methionine with serine at position 549 (Met549Ser) and leucine with phenylalanine at position 552 (Leu552Phe). Mutation Phe473Trp led to a total loss of function; mutants Met549Ser and Leu552Phe interfered with the enzyme specificity leading to enhanced friedelin production, in addition to α-amyrin and β-amyrin. Hence, these data showed that methionine 549 and leucine 552 are important residues for the function of this synthase.


2021 ◽  
Author(s):  
Kuan Chen ◽  
Meng Zhang ◽  
Min Ye ◽  
Xue Qiao

Site-directed mutagenesis and substrate promiscuity of plant OSCs were summarized to understand the cyclization mechanism.


2020 ◽  
Vol 10 (1) ◽  
Author(s):  
Lucas Busta ◽  
Olga Serra ◽  
Ok Tae Kim ◽  
Marisa Molinas ◽  
Irene Peré-Fossoul ◽  
...  

Plant Science ◽  
2020 ◽  
Vol 292 ◽  
pp. 110382 ◽  
Author(s):  
Gaurav Srivastava ◽  
Sandeep ◽  
Anchal Garg ◽  
Rajesh Chandra Misra ◽  
Chandan Singh Chanotiya ◽  
...  

2019 ◽  
Vol 39 (3) ◽  
pp. 409-418 ◽  
Author(s):  
Yuan Liu ◽  
Jiawei Zhou ◽  
Tianyuan Hu ◽  
Yun Lu ◽  
Linhui Gao ◽  
...  

2019 ◽  
Vol 4 ◽  
pp. 100014
Author(s):  
Jennifer Hage-Hülsmann ◽  
Sabine Metzger ◽  
Vera Wewer ◽  
Felix Buechel ◽  
Katrin Troost ◽  
...  

2019 ◽  
Vol 224 (1) ◽  
pp. 352-366 ◽  
Author(s):  
Pisanee Srisawat ◽  
Ery Odette Fukushima ◽  
Shuhei Yasumoto ◽  
Jekson Robertlee ◽  
Hideyuki Suzuki ◽  
...  

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