Reference on EC 1.14.14.154 - sterol 14alpha-demethylase
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REF. 
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Bak, S.; Kahn, R.A.; Olsen, C.E.; Halkier, B.A.
Cloning and expression in Escherichia coli of the obtusifoliol 14alpha-demethylase of Sorghum bicolor (L.) Moench, a cytochrome P450 orthologous to the sterol 14alpha-demethylases (CYP51) from fungi and mammals
Plant J.
11
191-201
1997
Arabidopsis thaliana, Saccharomyces cerevisiae, Candida albicans, [Candida] glabrata, Candida tropicalis, Homo sapiens, Manihot esculenta, no activity in Escherichia coli, Penicillium italicum, Rattus norvegicus, Schizosaccharomyces pombe, Sinapis alba, Sorghum bicolor, Ustilago maydis, Zea mays, Sinapis alba L.
Aoyama, Y.; Yoshida, Y.
Different substrate specificities of lanosterol 14alpha-demethylase (P-45014DM) of Saccharomyces cerevisiae and rat liver for 24-methylene-24,25-dihydrolanosterol and 24,25-dihydrolanosterol
Biochem. Biophys. Res. Commun.
178
1064-1071
1991
Rattus norvegicus, Saccharomyces cerevisiae
Aoyama, Y.; Yoshida, Y.
The 4beta-methyl group of substrate does not affect the activity of lanosterol 14alpha-demethylase (P-45014DM) of yeast: Difference between the substrate recognition by yeast and plant sterol 14alpha-demethylases
Biochem. Biophys. Res. Commun.
183
1266-1272
1992
Saccharomyces cerevisiae, Embryophyta
Aoyama, Y.; Yoshida, Y.; Sonoda, Y.; Sato, Y.
Role of the 8-double bond of lanosterol in the enzyme-substrate interaction of cytochrome P-45014DM (lanosterol 14alpha-demethylase)
Biochim. Biophys. Acta
1001
196-200
1989
Saccharomyces cerevisiae
Aoyama, Y.; Funae, Y.; Noshiro, M.; Horiuchi, T.; Yoshida, Y.
Occurrence of a P450 showing high homology to yeast lanosterol 14-demethylase (P45014DM) in the rat liver
Biochem. Biophys. Res. Commun.
201
1320-1326
1994
Saccharomyces cerevisiae, Candida albicans, Candida tropicalis, Embryophyta, Rattus norvegicus
Aoyama, Y.; Horiuchi, T.; Yoshida, Y.
Lanosterol 14-demethylase activity expressed in rat brain microsomes
J. Biochem.
120
982-986
1996
Rattus norvegicus
Kahn, R.A.; Bak, S.; Olsen, C.E.; Svendsen, I.; Moller, B.L.
Isolation and reconstitution of the heme-thiolate protein obtusifoliol 14alpha-demethylase from Sorghum bicolor (L.) Moench
J. Biol. Chem.
271
32944-32950
1996
Embryophyta, Sorghum bicolor
Aoyama, Y.; Yoshida, Y.; Sato, R.
Yeast cytochrome P-450 catalyzing lanosterol 14alpha-demethylation. II. Lanosterol metabolism by purified P-45014DM and by intact microsomes
J. Biol. Chem.
259
1661-1666
1984
Saccharomyces cerevisiae
Van Nistelrooy, J.G.M.; Van den Brink, J.M.; Van Kan, J.A.L.; Van Gorcom, R.F.M.; de Waard, M.A.
Isolation and molecular characterisation of the gene encoding eburicol 14alpha-demethylase (CYP51) from Penicillium italicum
Mol. Gen. Genet.
250
725-733
1996
Saccharomyces cerevisiae, Candida albicans, Candida tropicalis, Penicillium italicum
Sloane, D.L.; So, O.Y.; Leung, R; Scarafia, L.E.; Saldou, N.; Jarnagin, K.; Swinney, D.C.
Cloning and functional expression of the cDNA encoding rat lanosterol 14alpha-demethylase
Gene
161
243-248
1995
Rattus norvegicus (Q64654)
Aoyama, Y.; Noshiro, M.; Gotoh, O.; Imaoka, S.; Funae, Y.; Kurosawa, N.; Horiuchi, T.; Yoshida, Y.
Sterol 14-demethylase P450 (P45014DM*) is one of the most ancient and conserved P450 species
J. Biochem.
119
926-933
1996
Saccharomyces cerevisiae, Candida albicans, Candida tropicalis, Embryophyta, Homo sapiens, Penicillium italicum, Rattus norvegicus, Schizosaccharomyces pombe, Ustilago maydis
Taton, M.; Rahier, A.
Properties and structural requirements for substrate specificity of cytochrome P-450-dependent obtusifoliol 14alpha-demethylase from maize (Zea mays) seedlings
Biochem. J.
277
483-492
1991
Zea mays, Zea mays LG11
Morales, I.J.; Vohra, P.K.; Puri, V.; Kottom, T.J.; Limper, A.H.; Thomas, C.F., Jr.
Characterization of a lanosterol 14 alpha-demethylase from Pneumocystis carinii
Am. J. Respir. Cell Mol. Biol.
29
232-238
2003
Pneumocystis carinii
Lamb, D.C.; Fowler, K.; Kieser, T.; Manning, N.; Podust, L.M.; Waterman, M.R.; Kelly, D.E.; Kelly, S.L.
Sterol 14alpha-demethylase activity in Streptomyces coelicolor A3(2) is associated with an unusual member of the CYP51 gene family
Biochem. J.
364
555-562
2002
Streptomyces coelicolor
Cotman, M.; Jezek, D.; Fon Tacer, K.; Frangez, R.; Rozman, D.
A functional cytochrome P450 lanosterol 14 alpha-demethylase CYP51 enzyme in the acrosome: transport through the Golgi and synthesis of meiosis-activating sterols
Endocrinology
145
1419-1426
2004
Bos taurus, Ovis aries, Mus musculus
Wyand, R.A.; Brown, J.K.
Sequence variation in the CYP51 gene of Blumeria graminis associated with resistance to sterol demethylase inhibiting fungicides
Fungal Genet. Biol.
42
726-735
2005
Blumeria graminis
Kudo, M.; Ohi, M.; Aoyama, Y.; Nitahara, Y.; Chung, S.K.; Yoshida, Y.
Effects of Y132H and F145L substitutions on the activity, azole resistance and spectral properties of Candida albicans sterol 14-demethylase P450 (CYP51): a live example showing the selection of altered P450 through interaction with environmental compounds
J. Biochem.
137
625-632
2005
Candida albicans (P10613), Candida albicans
Matsuura, K.; Yoshioka, S.; Tosha, T.; Hori, H.; Ishimori, K.; Kitagawa, T.; Morishima, I.; Kagawa, N.; Waterman, M.R.
Structural diversities of active site in clinical azole-bound forms between sterol 14alpha-demethylases (CYP51s) from human and Mycobacterium tuberculosis
J. Biol. Chem.
280
9088-9096
2005
Homo sapiens, Mycobacterium tuberculosis (P9WPP9), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WPP9)
Sheng, C.; Zhang, W.; Zhang, M.; Song, Y.; Ji, H.; Zhu, J.; Yao, J.; Yu, J.; Yang, S.; Zhou, Y.; Lu, J.
Homology modeling of lanosterol 14alpha-demethylase of Candida albicans and Aspergillus fumigatus and insights into the enzyme-substrate Interactions
J. Biomol. Struct. Dyn.
22
91-99
2004
Aspergillus fumigatus, Candida albicans
Burger, C.; Rondet, S.; Benveniste, P.; Schaller, H.
Virus-induced silencing of sterol biosynthetic genes: identification of a Nicotiana tabacum L. obtusifoliol-14alpha-demethylase (CYP51) by genetic manipulation of the sterol biosynthetic pathway in Nicotiana benthamiana L
J. Exp. Bot.
54
1675-1683
2003
Nicotiana benthamiana
Buckner, F.S.; Joubert, B.M.; Boyle, S.M.; Eastman, R.T.; Verlinde, C.L.; Matsuda, S.P.
Cloning and analysis of Trypanosoma cruzi lanosterol 14alpha-demethylase
Mol. Biochem. Parasitol.
132
75-81
2003
Trypanosoma cruzi
Rozman, D.; Cotman, M.; Frangez, R.
Lanosterol 14alpha-demethylase and MAS sterols in mammalian gametogenesis
Mol. Cell. Endocrinol.
187
179-187
2002
Mus musculus
Pietila, M.P.; Vohra, P.K.; Sanyal, B.; Wengenack, N.L.; Raghavakaimal, S.; Thomas, C.F.
Cloning and characterization of CYP51 from Mycobacterium avium
Am. J. Respir. Cell Mol. Biol.
35
236-242
2006
Mycobacterium avium subsp. avium (Q3HTM1)
Mellado, E.; Garcia-Effron, G.; Buitrago, M.J.; Alcazar-Fuoli, L.; Cuenca-Estrella, M.; Rodriguez-Tudela, J.L.
Targeted gene disruption of the 14-alpha sterol demethylase (cyp51A) in Aspergillus fumigatus and its role in azole drug susceptibility
Antimicrob. Agents Chemother.
49
2536-2538
2005
Aspergillus fumigatus
Waterman, M.R.; Lepesheva, G.I.
Sterol 14alpha-demethylase, an abundant and essential mixed-function oxidase
Biochem. Biophys. Res. Commun.
338
418-422
2005
Homo sapiens, Methylococcus capsulatus, Mycobacterium tuberculosis, Trypanosoma brucei, Acanthamoeba polyphaga
Cools, H.J.; Fraaije, B.A.; Kim, S.H.; Lucas, J.A.
Impact of changes in the target P450 CYP51 enzyme associated with altered triazole-sensitivity in fungal pathogens of cereal crops
Biochem. Soc. Trans.
34
1219-1222
2006
Candida albicans, Oculimacula yallundae, Zymoseptoria tritici, Blumeria graminis, Oculimacula acuformis
McLean, K.J.; Warman, A.J.; Seward, H.E.; Marshall, K.R.; Girvan, H.M.; Cheesman, M.R.; Waterman, M.R.; Munro, A.W.
Biophysical characterization of the sterol demethylase P450 from Mycobacterium tuberculosis, its cognate ferredoxin, and their interactions
Biochemistry
45
8427-8443
2006
Mycobacterium tuberculosis
Ott, R.G.; Athenstaedt, K.; Hrastnik, C.; Leitner, E.; Bergler, H.; Daum, G.
Flux of sterol intermediates in a yeast strain deleted of the lanosterol C-14 demethylase Erg11p
Biochim. Biophys. Acta
1735
111-118
2005
Saccharomyces cerevisiae, Saccharomyces cerevisiae FY1679
Lepesheva, G.I.; Waterman, M.R.
Sterol 14alpha-demethylase cytochrome P 450 (CYP51), a P450 in all biological kingdoms
Biochim. Biophys. Acta
1770
467-477
2007
Saccharomyces cerevisiae, Candida albicans, Homo sapiens, Methylococcus capsulatus, Mycobacterium tuberculosis, Mycolicibacterium smegmatis, Rattus norvegicus, Sorghum bicolor, Trypanosoma brucei, Trypanosoma cruzi, Ustilago maydis
Zhu, J.; Lu, J.; Zhou, Y.; Li, Y.; Cheng, J.; Zheng, C.
Design, synthesis, and antifungal activities in vitro of novel tetrahydroisoquinoline compounds based on the structure of lanosterol 14alpha-demethylase (CYP51) of fungi
Bioorg. Med. Chem. Lett.
16
5285-5289
2006
Aspergillus fumigatus, Candida albicans, Candida parapsilosis, Cryptococcus neoformans, Trichophyton rubrum, Microsporum canis
Kojima, M.; Tagami, T.; Degawa, M.
Cloning of chicken lanosterol 14alpha-demethylase (CYP51) cDNA: discovery of a testis-specific CYP51 transcript
Comp. Biochem. Physiol. A
145A
383-389
2006
Gallus gallus (Q0KKP4), Gallus gallus (Q0KKP5)
-
Fink, M.; Acimovic, J.; Rezen, T.; Tansek, N.; Rozman, D.
Cholesterogenic lanosterol 14alpha-demethylase (CYP51) is an immediate early response gene
Endocrinology
146
5321-5331
2005
Homo sapiens
Sun, Q.Y.; Xu, J.M.; Cao, Y.B.; Zhang, W.N.; Wu, Q.Y.; Zhang, D.Z.; Zhang, J.; Zhao, H.Q.; Jiang, Y.Y.
Synthesis of novel triazole derivatives as inhibitors of cytochrome P450 14alpha-demethylase (CYP51)
Eur. J. Med. Chem.
20
1-8
2007
Aspergillus fumigatus, Candida albicans, Candida parapsilosis, Candida tropicalis, Cryptococcus neoformans, Nannizzia gypsea, Trichophyton rubrum, Fonsecaea compacta
Lepesheva, G.I.; Zaitseva, N.G.; Nes, W.D.; Zhou, W.; Arase, M.; Liu, J.; Hill, G.C.; Waterman, M.R.
CYP51 from Trypanosoma cruzi: a phyla-specific residue in the B helix defines substrate preferences of sterol 14alpha-demethylase
J. Biol. Chem.
281
3577-3585
2006
Trypanosoma cruzi (Q7Z1V1), Trypanosoma cruzi
Giner, J.L.; Zhao, H.; Amit, Z.; Kaneshiro, E.S.
Sterol composition of Pneumocystis jirovecii with blocked 14alpha-demethylase activity
J. Eukaryot. Microbiol.
51
634-643
2004
Pneumocystis jirovecii
Hankins, E.G.; Gillespie, J.R.; Aikenhead, K.; Buckner, F.S.
Upregulation of sterol C14-demethylase expression in Trypanosoma cruzi treated with sterol biosynthesis inhibitors
Mol. Biochem. Parasitol.
144
68-75
2005
Trypanosoma cruzi
O'Brien, M.; Chantha, S.C.; Rahier, A.; Matton, D.P.
Lipid signaling in plants. Cloning and expression analysis of the obtusifoliol 14alpha-demethylase from Solanum chacoense Bitt., a pollination- and fertilization-induced gene with both obtusifoliol and lanosterol demethylase activity
Plant Physiol.
139
734-749
2005
Solanum chacoense (Q673E9), Solanum chacoense
Troesken, E.R.; Adamska, M.; Arand, M.; Zarn, J.A.; Patten, C.; Voelkel, W.; Lutz, W.K.
Comparison of lanosterol-14 alpha-demethylase (CYP51) of human and Candida albicans for inhibition by different antifungal azoles
Toxicology
228
24-32
2006
Candida albicans, Homo sapiens
Podust, L.M.; von Kries, J.P.; Eddine, A.N.; Kim, Y.; Yermalitskaya, L.V.; Kuehne, R.; Ouellet, H.; Warrier, T.; Altekoester, M.; Lee, J.S.; Rademann, J.; Oschkinat, H.; Kaufmann, S.H.; Waterman, M.R.
Small-molecule scaffolds for CYP51 inhibitors identified by high-throughput screening and defined by X-ray crystallography
Antimicrob. Agents Chemother.
51
3915-3923
2007
Mycobacterium tuberculosis (P9WPP9), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WPP9)
Luo, C.X.; Schnabel, G.
The cytochrome P450 lanosterol 14alpha-demethylase gene is a demethylation inhibitor fungicide resistance determinant in Monilinia fructicola field isolates from Georgia
Appl. Environ. Microbiol.
74
359-366
2008
Monilinia fructicola (A7LM25), Monilinia fructicola
Seliskar, M.; Kosir, R.; Rozman, D.
Expression of microsomal lanosterol 14alpha-demethylase (CYP51) in an engineered soluble monomeric form
Biochem. Biophys. Res. Commun.
371
855-859
2008
Bos taurus (Q4PJW3), Bos taurus
Shumyantseva, V.V.; Bulko, T.V.; Kuznetsova, G.P.; Lisitsa, A.V.; Ponomarenko, E.A.; Karuzina, I.I.; Archakov, A.I.
Electrochemical reduction of sterol-14alpha-demethylase from Mycobacterium tuberculosis (CYP51b1)
Biochemistry (Moscow)
72
658-663
2007
Mycobacterium tuberculosis
Chen, S.H.; Sheng, C.Q.; Xu, X.H.; Jiang, Y.Y.; Zhang, W.N.; He, C.
Identification of Y118 amino acid residue in Candida albicans sterol 14alpha-demethylase associated with the enzyme activity and selective antifungal activity of azole analogues
Biol. Pharm. Bull.
30
1246-1253
2007
Candida albicans
Korosec, T.; Acimovic, J.; Seliskar, M.; Kocjan, D.; Tacer, K.F.; Rozman, D.; Urleb, U.
Novel cholesterol biosynthesis inhibitors targeting human lanosterol 14alpha-demethylase (CYP51)
Bioorg. Med. Chem.
16
209-221
2008
Homo sapiens
Zhao, L.; Liu, D.; Zhang, Q.; Zhang, S.; Wan, J.; Xiao, W.
Expression and homology modeling of sterol 14alpha-demethylase from Penicillium digitatum
FEMS Microbiol. Lett.
277
37-43
2007
Penicillium digitatum (A1XG20), Penicillium digitatum
Eddine, A.N.; von Kries, J.P.; Podust, M.V.; Warrier, T.; Kaufmann, S.H.; Podust, L.M.
X-ray structure of 4,4-dihydroxybenzophenone mimicking sterol substrate in the active site of sterol 14alpha-demethylase (CYP51)
J. Biol. Chem.
283
15152-15159
2008
Mycobacterium tuberculosis (P9WPP9), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WPP9)
Ning, G.; Ouyang, H.; Wang, S.; Chen, X.; Xu, B.; Yang, J.; Zhang, H.; Zhang, M.; Xia, G.
3,5-cyclic adenosine monophosphate response element binding protein up-regulated cytochrome P450 lanosterol 14alpha-demethylase expression involved in follicle-stimulating hormone-induced mouse oocyte maturation
Mol. Endocrinol.
22
1682-1694
2008
Mus musculus
Fraaije, B.A.; Cools, H.J.; Kim, S.; Motteram, J.; Clark, W.S.; Lucas, J.A.
A novel substitution 1381V in the sterol 14alpha-demethylase (CYP51) of Mycosphaerella graminicola is differentially selected by azole fungicides
Mol. Plant Pathol.
8
245-254
2007
Zymoseptoria tritici
Buckner, F.S.
Sterol 14-demethylase inhibitors for Trypanosoma cruzi infections
Adv. Exp. Med. Biol.
625
61-80
2008
Candida albicans, Homo sapiens, Mycobacterium tuberculosis, Trypanosoma brucei, Trypanosoma cruzi (Q7Z1V1), Trypanosoma cruzi
Maurice, H.; Tuarira, E.; Mwambete, K.
Virtual high screening throughput and design of 14alpha-lanosterol demethylase inhibitors against Mycobacterium tuberculosis
Afr. J. Biotechnol.
8
3072-3078
2009
Mycobacterium tuberculosis (P9WPP9), Mycobacterium tuberculosis H37Rv (P9WPP9)
-
Parker, J.E.; Merkamm, M.; Manning, N.J.; Pompon, D.; Kelly, S.L.; Kelly, D.E.
Differential azole antifungal efficacies contrasted using a Saccharomyces cerevisiae strain humanized for sterol 14 alpha-demethylase at the homologous locus
Antimicrob. Agents Chemother.
52
3597-3603
2008
Saccharomyces cerevisiae, Homo sapiens (Q16850), Homo sapiens, Saccharomyces cerevisiae BY4741
Sheng, C.; Miao, Z.; Ji, H.; Yao, J.; Wang, W.; Che, X.; Dong, G.; Lue, J.; Guo, W.; Zhang, W.
Three-dimensional model of lanosterol 14 alpha-demethylase from Cryptococcus neoformans: active-site characterization and insights into azole binding
Antimicrob. Agents Chemother.
53
3487-3495
2009
Cryptococcus neoformans (Q870D1), Cryptococcus neoformans
Xu, B.; Wang, C.; Yang, J.; Mao, G.; Zhang, C.; Liu, D.; Tai, P.; Zhou, B.; Xia, G.; Zhang, M.
Silencing of mouse hepatic lanosterol 14-alpha demethylase down-regulated plasma low-density lipoprotein cholesterol levels by short-term treatment of siRNA
Biol. Pharm. Bull.
31
1182-1191
2008
Mus musculus
Kitahama, Y.; Nakamura, M.; Yoshida, Y.; Aoyama, Y.
The construction and characterization of self-sufficient lanosterol 14-demethylase fusion proteins consisting of yeast CYP51 and its reductase
Biol. Pharm. Bull.
32
558-563
2009
Saccharomyces cerevisiae (P10614), Saccharomyces cerevisiae
Ming, Z.H.; Xu, S.Z.; Zhou, L.; Ding, M.W.; Yang, J.Y.; Yang, S.; Xiao, W.J.
Organocatalytic synthesis and sterol 14alpha-demethylase binding interactions of enantioriched 3-(1H-1,2,4-triazol-1-yl)butyl benzoates
Bioorg. Med. Chem. Lett.
19
3938-3940
2009
Penicillium digitatum
Chai, X.; Zhang, J.; Hu, H.; Yu, S.; Sun, Q.; Dan, Z.; Jiang, Y.; Wu, Q.
Design, synthesis, and biological evaluation of novel triazole derivatives as inhibitors of cytochrome P450 14alpha-demethylase
Eur. J. Med. Chem.
44
1913-1920
2009
Aspergillus fumigatus, Candida albicans, Pichia kudriavzevii, Candida parapsilosis, Candida tropicalis, Cryptococcus neoformans, Nannizzia gypsea, Trichophyton rubrum, Candida albicans ATCC 7661
Krishnan-Natesan, S.; Chandrasekar, P.H.; Alangaden, G.J.; Manavathu, E.K.
Molecular characterisation of cyp51A and cyp51B genes coding for P450 14alpha-lanosterol demethylases A (CYP51Ap) and B (CYP51Bp) from voriconazole-resistant laboratory isolates of Aspergillus flavus
Int. J. Antimicrob. Agents
32
519-524
2008
Aspergillus flavus
Konkle, M.E.; Hargrove, T.Y.; Kleshchenko, Y.Y.; von Kries, J.P.; Ridenour, W.; Uddin, M.J.; Caprioli, R.M.; Marnett, L.J.; Nes, W.D.; Villalta, F.; Waterman, M.R.; Lepesheva, G.I.
Indomethacin amides as a novel molecular scaffold for targeting Trypanosoma cruzi sterol 14alpha-demethylase
J. Med. Chem.
52
2846-2853
2009
Trypanosoma cruzi
Sen, K.; Hackett, J.C.
Molecular oxygen activation and proton transfer mechanisms in lanosterol 14alpha-demethylase catalysis
J. Phys. Chem. B
113
8170-8182
2009
Mycobacterium tuberculosis (P9WPP9), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WPP9)
Warrilow, A.; Ugochukwu, C.; Lamb, D.; Kelly, D.; Kelly, S.
Expression and characterization of CYP51, the ancient sterol 14-demethylase activity for cytochromes P450 (CYP), in the white-rot fungus Phanerochaete chrysosporium
Lipids
43
1143-1153
2008
Phanerodontia chrysosporium (Q68HC3), Phanerodontia chrysosporium
Yang, J.; Zhang, Q.; Liao, M.; Xiao, M.; Xiao, W.; Yang, S.; Wan, J.
Expression and homology modelling of sterol 14alpha-demethylase of Magnaporthe grisea and its interaction with azoles
Pest Manag. Sci.
65
260-265
2009
Pyricularia grisea
Song, X.; Tai, P.; Yan, J.; Xu, B.; Chen, X.; Ouyang, H.; Zhang, M.; Xia, G.
Expression and regulation of lanosterol 14alpha-demethylase in mouse embryo and uterus during the peri-implantation period
Reprod. Fertil. Dev.
20
964-972
2008
Mus musculus
Warrilow, A.G.; Melo, N.; Martel, C.M.; Parker, J.E.; Nes, W.D.; Kelly, S.L.; Kelly, D.E.
Expression, purification, and characterization of Aspergillus fumigatus sterol 14-alpha demethylase (CYP51) isoenzymes A and B
Antimicrob. Agents Chemother.
54
4225-4234
2010
Aspergillus fumigatus, Aspergillus fumigatus Af293
Martel, C.M.; Parker, J.E.; Warrilow, A.G.; Rolley, N.J.; Kelly, S.L.; Kelly, D.E.
Complementation of a Saccharomyces cerevisiae ERG11/CYP51 (sterol 14alpha-demethylase) doxycycline-regulated mutant and screening of the azole sensitivity of Aspergillus fumigatus isoenzymes CYP51A and CYP51B
Antimicrob. Agents Chemother.
54
4920-4923
2010
Aspergillus fumigatus
Cools, H.J.; Parker, J.E.; Kelly, D.E.; Lucas, J.A.; Fraaije, B.A.; Kelly, S.L.
Heterologous expression of mutated eburicol 14alpha-demethylase (CYP51) proteins of Mycosphaerella graminicola to assess effects on azole fungicide sensitivity and intrinsic protein function
Appl. Environ. Microbiol.
76
2866-2872
2010
Zymoseptoria tritici, Zymoseptoria tritici IPO323
Petushkova, N.; Lisitsa, A.; Pozdnev, V.; Karuzina, I.
A fluorometric method for determination of catalytic activity of CYP51b1 (sterol 14alpha-demethylase) with coumarin derivatives
Biochemistry (Moscow) Suppl. B
4
104-106
2010
Mycobacterium tuberculosis
-
Lee, C.H.; Hsu, K.H.; Wang, S.Y.; Chang, T.T.; Chu, F.H.; Shaw, J.F.
Cloning and characterization of the lanosterol 14alpha-demethylase gene from Antrodia cinnamomea
J. Agric. Food Chem.
58
4800-4807
2010
Taiwanofungus camphoratus (A8DBU6), Taiwanofungus camphoratus, Taiwanofungus camphoratus TFRIB 470 (A8DBU6)
Lepesheva, G.I.; Hargrove, T.Y.; Anderson, S.; Kleshchenko, Y.; Furtak, V.; Wawrzak, Z.; Villalta, F.; Waterman, M.R.
Structural insights into inhibition of sterol 14alpha-demethylase in the human pathogen Trypanosoma cruzi
J. Biol. Chem.
285
25582-25590
2010
Trypanosoma cruzi (Q7Z1V1), Trypanosoma cruzi
Cools, H.J.; Mullins, J.G.; Fraaije, B.A.; Parker, J.E.; Kelly, D.E.; Lucas, J.A.; Kelly, S.L.
Impact of recently emerged sterol 14alpha-demethylase (CYP51) variants of Mycosphaerella graminicola on azole fungicide sensitivity
Appl. Environ. Microbiol.
77
3830-3837
2011
Zymoseptoria tritici
Park, H.G.; Lee, I.S.; Chun, Y.J.; Yun, C.H.; Johnston, J.B.; Montellano, P.R.; Kim, D.
Heterologous expression and characterization of the sterol 14alpha-demethylase CYP51F1 from Candida albicans
Arch. Biochem. Biophys.
509
9-15
2011
Candida albicans (P10613), Candida albicans, Candida albicans ATCC MYA-2876 (P10613)
Mukha, D.V.; Feranchuk, S.I.; Gilep, A.A.; Usanov, S.A.
Molecular modeling of human lanosterol 14alpha-demethylase complexes with substrates and their derivatives
Biochemistry
76
175-185
2011
Homo sapiens (Q16850), Homo sapiens
Yan, X.; Ma, W.; Li, Y.; Wang, H.; Que, Y.; Ma, Z.; Talbot, N.; Wang, Z.
A sterol 14alph-demethylase is required for conidiation, virulence and for mediating sensitivity to sterol demethylation inhibitors by the rice blast fungus Magnaporthe oryzae
Fungal Genet. Biol.
48
144-153
2011
Pyricularia oryzae, Pyricularia oryzae Guy11
Hargrove, T.Y.; Wawrzak, Z.; Liu, J.; Nes, W.D.; Waterman, M.R.; Lepesheva, G.I.
Substrate preferences and catalytic parameters determined by structural characteristics of sterol 14alpha-demethylase (CYP51) from Leishmania infantum
J. Biol. Chem.
286
26838-26848
2011
Leishmania infantum (A2TEF2), Leishmania infantum
Emami, S.; Banipoulad, T.; Irannejad, H.; Foroumadi, A.; Falahati, M.; Ashrafi-Khozani, M.; Sharifynia, S.
Imidazolylchromanones containing alkyl side chain as lanosterol 14alpha-demethylase inhibitors: synthesis, antifungal activity and docking study
J. Enzyme Inhib. Med. Chem.
29
263-271
2014
Mycobacterium tuberculosis (P9WPP9), Mycobacterium tuberculosis H37Rv (P9WPP9)
Alvarez-Rueda, N.; Fleury, A.; Morio, F.; Pagniez, F.; Gastinel, L.; Le Pape, P.
Amino acid substitutions at the major insertion loop of Candida albicans sterol 14alpha-demethylase are involved in fluconazole resistance
PLoS ONE
6
e21239
2011
Candida albicans
Park, J.W.; Byrd, A.; Lee, C.M.; Morgan, E.T.
Nitric oxide stimulates cellular degradation of human CYP51A1, the highly conserved lanosterol 14alpha-demethylase
Biochem. J.
474
3241-3252
2017
Homo sapiens (Q16850), Homo sapiens
Morrison, A.; Goldstone, J.; Lamb, D.; Kubota, A.; Lemaire, B.; Stegeman, J.
Identification, modeling and ligand affinity of early deuterostome CYP51s, and functional characterization of recombinant zebrafish sterol 14alpha-demethylase
Biochim. Biophys. Acta
1840
1825-1836
2014
Danio rerio
Emami, S.; Tavangar, P.; Keighobadi, M.
An overview of azoles targeting sterol 14?-demethylase for antileishmanial therapy
Eur. J. Med. Chem.
135
241-259
2017
Leishmania major, Leishmania mexicana, Leishmania infantum (A2TEF2)
Borcea, A.; Marc, G.; Pirnau, A.; Vlase, L.; Ionut, I.; Tiperciuc, B.; Oniga, O.
Synthesis and molecular docking study of some new 1,4-phenylene-bisthiazoles as fungal lanosterol 14alpha-demethylase inhibitors
Farmacia
65
683-689
2017
Candida albicans SC5314 (P10613)
-
Stana, A.; Vodnar, D.C.; Tamaian, R.; Pirn?u, A.; Vlase, L.; Ionu?, I.; Oniga, O.; Tiperciuc, B.
Design, synthesis and antifungal activity evaluation of new thiazolin-4-ones as potential lanosterol 14alpha-demethylase inhibitors
Int. J. Mol. Sci.
18
E177
2017
Candida albicans SC5314 (P10613)
Hargrove, T.Y.; Friggeri, L.; Wawrzak, Z.; Qi, A.; Hoekstra, W.J.; Schotzinger, R.J.; York, J.D.; Guengerich, F.P.; Lepesheva, G.I.
Structural analyses of Candida albicans sterol 14alpha-demethylase complexed with azole drugs address the molecular basis of azole-mediated inhibition of fungal sterol biosynthesis
J. Biol. Chem.
292
6728-6743
2017
Candida albicans (Q9P4W0), Candida albicans
Friggeri, L.; Hargrove, T.Y.; Rachakonda, G.; Williams, A.D.; Wawrzak, Z.; Di Santo, R.; De Vita, D.; Waterman, M.R.; Tortorella, S.; Villalta, F.; Lepesheva, G.I.
Structural basis for rational design of inhibitors targeting Trypanosoma cruzi sterol 14alpha-demethylase two regions of the enzyme molecule potentiate its inhibition
J. Med. Chem.
57
6704-6717
2014
Trypanosoma cruzi (Q7Z1V1), Trypanosoma cruzi, Trypanosoma cruzi CL Brener (Q7Z1V1)
Alvarez-Rueda, N.; Fleury, A.; Loge, C.; Pagniez, F.; Robert, E.; Morio, F.; Le Pape, P.
The amino acid substitution N136Y in Candida albicans sterol 14alpha-demethylase is involved in fluconazole resistance
Med. Mycol.
54
764-775
2016
Candida albicans (C8XRD8), Candida albicans
Tyndall, J.D.; Sabherwal, M.; Sagatova, A.A.; Keniya, M.V.; Negroni, J.; Wilson, R.K.; Woods, M.A.; Tietjen, K.; Monk, B.C.
Structural and functional elucidation of yeast lanosterol 14alpha-demethylase in complex with agrochemical antifungals
PLoS ONE
11
e0167485
2016
Saccharomyces cerevisiae (A6ZSR0), Saccharomyces cerevisiae, Saccharomyces cerevisiae YJM789 (A6ZSR0)
Warrilow, A.G.; Price, C.L.; Parker, J.E.; Rolley, N.J.; Smyrniotis, C.J.; Hughes, D.D.; Thoss, V.; Nes, W.D.; Kelly, D.E.; Holman, T.R.; Kelly, S.L.
Azole antifungal sensitivity of sterol 14alpha-demethylase (CYP51) and CYP5218 from Malassezia globosa
Sci. Rep.
6
27690
2016
Malassezia globosa (A8Q3I7), Malassezia globosa, Malassezia globosa CBS 7966 (A8Q3I7)
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