Protein Information

Name lanosterol 14 alpha demethylase
Synonyms CP51; CYPL 1; CYPL1; CYP51; CYP51A1; CYPLI; Cytochrome P450 51A1; LDM…

Compound Information

Name tebuconazole
CAS

Reference List

PubMed Abstract RScore(About this table)
9868783 Lamb DC, Kelly DE, Manning NJ, Hollomon DW, Kelly SL: Expression, purification, reconstitution and inhibition of Ustilago maydis sterol 14 alpha-demethylase (CYP51; P450 (14DM)). FEMS Microbiol Lett. 1998 Dec 15;169(2):369-73.

Triadimenol and tebuconazole are potent inhibitors of the sterol 14 alpha-demethylation reaction in fungi which is catalysed by CYP51, a haem-thiolate containing enzyme belonging to the cytochrome P450 monooxygenase superfamily.
90(1,1,2,5) Details
11396979 Lamb DC, Cannieux M, Warrilow AG, Bak S, Kahn RA, Manning NJ, Kelly DE, Kelly SL: Plant sterol 14 alpha-demethylase affinity for azole fungicides. Biochem Biophys Res Commun. 2001 Jun 15;284(3):845-9.

Using purified CYP51 from the plant Sorghum bicolor L Moenech, a direct comparison of the sensitivity to the fungicides triadimenol and tebuconazole has been carried out.
10(0,0,1,5) Details
16989930 Trosken ER, Adamska M, Arand M, Zarn JA, Patten C, Volkel W, Lutz WK: Comparison of lanosterol-14 alpha-demethylase (CYP51) of human and Candida albicans for inhibition by different antifungal azoles. Toxicology. 2006 Nov 10;228(1):24-32. Epub 2006 Aug 12.

The most favourable IC (50) ratio human to Candida was observed for imazalil (440-fold), while the specificity of epoxiconazole and tebuconazole for cCYP51 was only by a factor of 10.
4(0,0,0,4) Details
17511023 Leroux P, Albertini C, Gautier A, Gredt M, Walker AS: Mutations in the CYP51 gene correlated with changes in sensitivity to sterol 14 alpha-demethylation inhibitors in field isolates of Mycosphaerella graminicola. Pest Manag Sci. 2007 Jul;63(7):688-98.

In four of them, cross-resistance was not observed between all tested DMIs; this characteristic concerned prochloraz, triflumizole, fluquinconazole and tebuconazole.
2(0,0,0,2) Details
8812289 Keon JPR, Hargreaves JA: An Ustilago maydis Mutant Partially Blocked in P45014DM Activity Is Hypersensitive to Azole Fungicides. Fungal Genet Biol. 1996 Mar;20(1):84-8.

The mutant was also found to be hypersensitive to the azole fungicides penconazole and tebuconazole.
2(0,0,0,2) Details
18943144 Proffer TJ, Berardi R, Ma Z, Nugent JE, Ehret GR, McManus PS, Jones AL, Sundin GW: Occurrence, Distribution, and Polymerase Chain Reaction-Based Detection of Resistance to Sterol Demethylation Inhibitor Fungicides in Populations of Blumeriella jaapii in Michigan. Phytopathology. 2006 Jul;96(7):709-17.

The species-specific primer pair (Bj-F and Bj-R) based on introns in the CYP51 gene of B. jaapii, and the DMI (R)-specific primer pair (DMI-R-Bj-F and DMI-R-Bj-R) based on an insert found upstream of CYP51 in all DMI (R) isolates, provided an accurate and rapid method for detecting DMI (R) B. jaapii.
Field trial data covering 1989 to 2005 for the DMIs fenbuconazole and tebuconazole supported observations of reduced efficacy of DMIs for controlling CLS.
1(0,0,0,1) Details
14667055 Stergiopoulos I, van Nistelrooy JG, Kema GH, De Waard MA: Multiple mechanisms account for variation in base-line sensitivity to azole fungicides in field isolates of Mycosphaerella graminicola. Pest Manag Sci. 2003 Dec;59(12):1333-43.

The isolates tested represent the wide baseline sensitivity to the azole fungicide tebuconazole described previously.
One isolate with intermediate sensitivity to azoles over-expressed CYP51, encoding cytochrome P450 sterol 14alpha-demethylase from M graminicola.
1(0,0,0,1) Details