BRENDA - Enzyme Database show
show all sequences of 5.4.99.17

Enzymatic addition of alcohols to terpenes by squalene hopene cyclase variants

Kuehnel, L.C.; Nestl, B.M.; Hauer, B.; ChemBioChem 18, 2222-2225 (2017)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
expressed in Escherichia coli BL21(DE3) cells
Alicyclobacillus acidocaldarius subsp. acidocaldarius
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
squalene
Alicyclobacillus acidocaldarius subsp. acidocaldarius
-
hop-22(29)-ene
-
-
?
squalene
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
-
hop-22(29)-ene
-
-
?
squalene + H2O
Alicyclobacillus acidocaldarius subsp. acidocaldarius
-
hopan-22-ol
-
-
?
squalene + H2O
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
-
hopan-22-ol
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Alicyclobacillus acidocaldarius subsp. acidocaldarius
P33247
-
-
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
P33247
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(2E,6E)-farnesol + geraniol
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius
drimane-8,11-diol + [(1R,2S)-2-[[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy]-2,6,6-trimethylcyclohexyl]methanol + 8-O-geranyl-drimane-8,11-diol + drimenol + albicanol
-
-
-
?
(2E,6E)-farnesol + geraniol
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
drimane-8,11-diol + [(1R,2S)-2-[[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy]-2,6,6-trimethylcyclohexyl]methanol + 8-O-geranyl-drimane-8,11-diol + drimenol + albicanol
-
-
-
?
(2E,6E)-farnesol + H2O
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius
8-O-((2E,6E)-farnesyl)-drimane-8,11-diol + drimane-8,11-diol + drimenol + albicanol
-
-
-
?
(2E,6E)-farnesol + H2O
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
8-O-((2E,6E)-farnesyl)-drimane-8,11-diol + drimane-8,11-diol + drimenol + albicanol
-
-
-
?
(2E,6E)-farnesol + n-butanol
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius
drimane-8,11-diol + drimenol + albicanol + 8-O-((2E,6E)-farnesyl)-drimane-8,11-diol + drimane-8,11-diol + farnesyl pentyl ether
-
-
-
?
(2E,6E)-farnesol + n-butanol
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
drimane-8,11-diol + drimenol + albicanol + 8-O-((2E,6E)-farnesyl)-drimane-8,11-diol + drimane-8,11-diol + farnesyl pentyl ether
-
-
-
?
squalene
-
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius
hop-22(29)-ene
-
-
-
?
squalene
-
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
hop-22(29)-ene
-
-
-
?
squalene + H2O
-
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius
hopan-22-ol
-
-
-
?
squalene + H2O
-
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
hopan-22-ol
-
-
-
?
Cloned(Commentary) (protein specific)
Commentary
Organism
expressed in Escherichia coli BL21(DE3) cells
Alicyclobacillus acidocaldarius subsp. acidocaldarius
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
squalene
Alicyclobacillus acidocaldarius subsp. acidocaldarius
-
hop-22(29)-ene
-
-
?
squalene
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
-
hop-22(29)-ene
-
-
?
squalene + H2O
Alicyclobacillus acidocaldarius subsp. acidocaldarius
-
hopan-22-ol
-
-
?
squalene + H2O
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
-
hopan-22-ol
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(2E,6E)-farnesol + geraniol
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius
drimane-8,11-diol + [(1R,2S)-2-[[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy]-2,6,6-trimethylcyclohexyl]methanol + 8-O-geranyl-drimane-8,11-diol + drimenol + albicanol
-
-
-
?
(2E,6E)-farnesol + geraniol
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
drimane-8,11-diol + [(1R,2S)-2-[[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy]-2,6,6-trimethylcyclohexyl]methanol + 8-O-geranyl-drimane-8,11-diol + drimenol + albicanol
-
-
-
?
(2E,6E)-farnesol + H2O
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius
8-O-((2E,6E)-farnesyl)-drimane-8,11-diol + drimane-8,11-diol + drimenol + albicanol
-
-
-
?
(2E,6E)-farnesol + H2O
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
8-O-((2E,6E)-farnesyl)-drimane-8,11-diol + drimane-8,11-diol + drimenol + albicanol
-
-
-
?
(2E,6E)-farnesol + n-butanol
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius
drimane-8,11-diol + drimenol + albicanol + 8-O-((2E,6E)-farnesyl)-drimane-8,11-diol + drimane-8,11-diol + farnesyl pentyl ether
-
-
-
?
(2E,6E)-farnesol + n-butanol
drimane-8,11-diol is the major product of the wild-type enzyme
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
drimane-8,11-diol + drimenol + albicanol + 8-O-((2E,6E)-farnesyl)-drimane-8,11-diol + drimane-8,11-diol + farnesyl pentyl ether
-
-
-
?
squalene
-
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius
hop-22(29)-ene
-
-
-
?
squalene
-
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
hop-22(29)-ene
-
-
-
?
squalene + H2O
-
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius
hopan-22-ol
-
-
-
?
squalene + H2O
-
747547
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
hopan-22-ol
-
-
-
?
Other publictions for EC 5.4.99.17
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [C]
Temperature Range [C]
Temperature Stability [C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [C] (protein specific)
Temperature Range [C] (protein specific)
Temperature Stability [C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
746694
Eichhorn
-
Biocatalytic process for (-)- ...
Alicyclobacillus acidocaldarius subsp., Alicyclobacillus acidocaldarius subsp. DSM 446
Adv. Synth. Catal.
360
2339-2351
2018
-
-
1
-
10
-
-
-
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4
-
4
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8
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1
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1
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1
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10
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4
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8
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1
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1
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-
747552
Ideno
Alicyclobacillus acidocaldari ...
Alicyclobacillus acidocaldarius subsp., Alicyclobacillus acidocaldarius subsp. DSM 446
ChemBioChem
19
1873-1886
2018
-
-
1
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3
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4
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5
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8
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1
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3
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4
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8
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-
747576
Kaneko
Squalene-hopene cyclase mecha ...
Alicyclobacillus acidocaldarius
Chemistry
24
11139-11157
2018
-
-
1
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2
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1
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7
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1
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7
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-
747705
Takahashi
-
Squalene-hopene cyclase on th ...
Alicyclobacillus acidocaldarius
Eur. J. Org. Chem.
2018
1477-1490
2018
-
-
1
-
-
-
-
-
-
-
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2
-
1
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1
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6
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1
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2
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1
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6
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-
-
747547
Kuehnel
Enzymatic addition of alcohol ...
Alicyclobacillus acidocaldarius subsp. acidocaldarius, Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
ChemBioChem
18
2222-2225
2017
-
-
1
-
-
-
-
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-
-
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4
-
3
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-
-
-
-
-
10
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1
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4
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10
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-
747564
Bastian
-
Selectivity in the cyclizatio ...
Alicyclobacillus acidocaldarius
ChemCatChem
9
4364-4368
2017
-
-
1
-
5
-
-
-
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-
-
2
-
1
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1
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4
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1
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5
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2
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1
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4
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747626
Syren
Squalene-hopene cyclases-evol ...
Alicyclobacillus acidocaldarius subsp., Alicyclobacillus acidocaldarius subsp. DSM 446
Curr. Opin. Struct. Biol.
41
73-82
2016
-
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6
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4
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4
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12
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6
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4
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12
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748755
Cheng
Further insight into polycycl ...
Alicyclobacillus acidocaldarius
Nat. Prod. Commun.
11
163-167
2016
-
-
-
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2
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2
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4
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746587
Pan
Biosynthesis of squalene from ...
Streptomyces coelicolor, Streptomyces coelicolor A3(2)
ACS Cent. Sci.
1
77-82
2015
-
-
-
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-
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2
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42
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4
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4
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747604
Steudle
Activity of squalene-hopene c ...
Alicyclobacillus acidocaldarius
Colloids Surf. B Biointerfaces
135
735-741
2015
-
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1
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2
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2
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2
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748730
Hammer
Squalene hopene cyclases are ...
Alicyclobacillus acidocaldarius
Nat. Chem. Biol.
11
121-126
2015
-
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24
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2
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1
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24
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5
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728638
Englund
Production of squalene in Syne ...
Synechocystis sp.
PLoS ONE
9
e90270
2014
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1
1
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1
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2
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726768
Siedenburg
Prokaryotic squalene-hopene cy ...
Acetobacter pasteurianus, Alicyclobacillus acidocaldarius, Alicyclobacillus acidocaldarius DSM 446, Bacillus anthracis, Bradyrhizobium japonicum, Burkholderia ambifaria, Burkholderia ambifaria ATCC BAA-244 / AMMD, Rhodopseudomonas palustris, Streptomyces coelicolor, Syntrophobacter fumaroxidans, Teredinibacter turnerae, Zymomonas mobilis, Zymomonas mobilis ATCC 31821, Zymomonas mobilis CP4
Appl. Microbiol. Biotechnol.
97
1571-1580
2013
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31
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34
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19
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43
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31
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34
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43
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727316
Seitz
Synthesis of heterocyclic terp ...
Alicyclobacillus acidocaldarius, Zymomonas mobilis
ChemBioChem
14
436-439
2013
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4
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2
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2
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18
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4
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2
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18
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2
2
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-
727345
Hammer
Squalene hopene cyclases: high ...
Alicyclobacillus acidocaldarius
Curr. Opin. Chem. Biol.
17
293-300
2013
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728166
Seitz
-
Substrate specificity of a nov ...
Zymomonas mobilis, Zymomonas mobilis CP4
J. Mol. Catal. B
84
72-77
2012
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1
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726715
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Squalene-hopene cyclases ...
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661465
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Squalene-hopene cyclase: insig ...
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Lenhart
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Rocco
Conjugated methyl sulfide and ...
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Thiol-modifying inhibitors for ...
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440042
Ceruti
Vinyl sulfide derivatives of t ...
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440046
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Bicyclic triterpenes as new ma ...
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Conserved Tyr residues determi ...
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Hoshino
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Functional analysis of Phe605, ...
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440059
Wendt
The structure of the membrane ...
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1999
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Squalene-hopene cyclase from M ...
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440060
Zheng
Inhibition kinetics and affini ...
Alicyclobacillus acidocaldarius
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1998
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440045
Feil
Site-directed mutagenesis of p ...
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440050
Kleemann
Purification and properties of ...
Rhodopseudomonas palustris
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1994
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440052
Ochs
Properties of purified squalen ...
Alicyclobacillus acidocaldarius
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1990
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Schmidt
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440057
Seckler
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Characterization and partial p ...
Alicyclobacillus acidocaldarius, Alicyclobacillus acidocaldarius 104-IA
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