1203607-73-1Relevant articles and documents
Differential stereocontrolled formation of tricyclic triterpenes by mutation of tyrosine 99 of the oxidosqualene-lanosterol cyclase from saccharomyces cerevisiae
Wu, Tung-Kung,Li, Wen-Hsuan,Chang, Cheng-Hsiang,Wen, Hao-Yu,Liu, Yuan-Ting,Chang, Yi-Chun
, p. 5731 - 5737 (2009)
The function of the Tyr99 residue from Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase (ERG7) was analyzed by constructing deletion, and site-saturated mutants. Two truncated intermediates, (13αH)- isomalabarica-14Z,17E,21-trien-3βol and. (13αH)
The cysteine 703 to isoleucine or histidine mutation of the oxidosqualene-lanosterol cyclase from Saccharomyces cerevisiae generates an iridal-type triterpenoid
Chang, Cheng-Hsiang,Chen, Yi-Chi,Tseng, Sheng-Wei,Liu, Yuan-Ting,Wen, Hao-Yu,Li, Wen-Hsuan,Huang, Chiao-Ying,Ko, Cheng-Yu,Wang, Tsai-Ting,Wu, Tung-Kung
, p. 2376 - 2381,6 (2020/08/20)
The Cys703 to Ile or His mutation within Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase ERG7 (ERG7C703I/H) generates an unusual truncated bicyclic rearranged intermediate, (8R,9R,10R)-polypoda-5,13E, 17E,21-tetraen-3β-ol, related to iridal-skeleton triterpenoid. Numerous oxidosqualene-cyclized truncated intermediates, including tricyclic, unrearranged tetracyclic with 17α/β exocyclic hydrocarbon side chain, rearranged tetracyclic, and chair-chair-chair tricyclic intermediates (compounds 3-9), were also isolated from the ERG7C703X site-saturated mutations or the ERG7F699T/C703I double mutation, indicating the functional role of the Cys703 residue in stabilizing the bicyclic C-8 cation and the rearranged intermediate or interacting with Phe699, and opened a new avenue of engineering ERG7 for producing biological active agents.
Alteration of the substrate's prefolded conformation and cyclization stereochemistry of oxidosqualene-lanosterol cyclase of saccharomyces cerevisiae by substitution at Phenylalanine 699
Wu, Tung-Kung,Chang, Cheng-Hsiang,Wen, Hao-Yu,Liu, Yuan-Ting,Li, Wen-Hsuan,Wang, Tsai-Ting,Shie, Wen-Shiang
scheme or table, p. 500 - 503 (2010/05/18)
[Chemical equaction presented] The Saccharomyces cerevisiae ERG7 Phe699 mutants produced one chair-chair-chair (C-C-C) and two chair-boat-chair (C-B-C) truncated tricyclic compounds, one tetracyclic 17α-exocyclic unrearranged intermediate, and