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(3beta,13alpha,17alpha)-3-fluorolanost-8,24-diene + S-adenosyl-L-methionine
(3beta,13alpha,17alpha)-3-fluoro-24-methylidenelanost-8-ene + S-adenosyl-L-homocysteine
-
-
conversion into a single 24(28)-methylene product
-
?
14alpha-methylzymosterol + S-adenosyl-L-methionine
14alpha-methyl-24-methylenezymosterol + S-adenosyl-L-homocysteine
-
14alpha-methylzymosterol is 14alpha-methylcholesta-8,24-dien-3beta-ol
-
-
?
24(28)-methylene lophenol + S-adenosyl-L-methionine
24(28)Z-ethylidene lophenol + S-adenosyl-L-homocysteine
-
-
-
?
24(28)-methylene lophenol + S-adenosyl-L-methionine
?
24(28)-methylenecholest-7-enol + S-adenosyl-L-methionine
?
-
-
-
-
?
24(28)-methylenecholesterol + S-adenosyl-L-methionine
?
-
-
-
-
?
24(28)-methylenecycloartanol + S-adenosyl-L-methionine
?
-
-
-
-
?
24(28)-methylenelanosterol + S-adenosyl-L-methionine
?
-
-
-
-
?
24,25-dehydro-27-methenyl-cycloartenol + S-adenosyl-L-methionine
?
-
CA-8, i.e. cycloartenol nucleus substrate analogue with double bond at C8, an enzyme inhibitor, is a poor substrate
-
-
?
24,25-dehydro-27-methylene-cycloartenol + S-adenosyl-L-methionine
?
-
CA-14, i.e. cycloartenol nucleus substrate analogue with double bond at C14, an enzyme inhibitor, is a poor substrate
-
-
?
24,25-dehydropollinastanol + S-adenosyl-L-methionine
?
-
24,25-dehydropollinastanol is 14alpha-methyl-9beta,19-cyclo-5alpha-cholest-24-en-3beta-ol
-
-
?
24-fluorocycloartenol + S-adenosyl-L-methionine
(24R)-24-methyl-24-fluoro-cycloart-25-en-3beta-ol + S-adenosyl-L-homocysteine
-
allylic substrate analog
-
-
?
26,27-dehydrozymosterol + S-adenosyl-L-methionine
26-homocholesta-8(9),23(24)E,26(26')-trienol + 26-homocholesta-8(9),26(26')-3beta,24beta-dienol
-
-
-
-
?
26-difluorocycloartenol + S-adenosyl-L-methionine
26-difluoro-25-hydroxy-24-methylcycloartanol + S-adenosyl-L-homocysteine
-
-
products are 26-difluorocyclolaudenol (monol), 26-difluoro-24(28)-methylenecycloartanol (monol) and 26-difluoro-25-hydroxy-24-methylcycloartanol (diol) distributed in a ratio of 6:4:90 at approximately 1% yield
-
?
26-fluorocycloartenol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
reaction affords a bound intermediate that converts in favour of the DELTA25(27)-olefin product via the cyclolaudenol cation formed initially during the C-24-methylation reaction
hydrolysis of the product gives 26-fluoro-25-hydroxy-24-methylcycloartanol
-
?
26-homocycloartenol + S-adenosyl-L-methionine
24-methylene-26-homocycloartenol + S-adenosyl-L-homocysteine
-
-
single product
-
?
31-norcycloartenol + S-adenosyl-L-methionine
24-methylene-31-norcycloartenol + S-adenosyl-L-homocysteine
-
31-norcycloartenol is 4,14alpha-dimethyl-9beta,19-cyclo-5alpha-cholest-24-en-3beta-ol
-
-
?
31-norcycloartenol + S-adenosyl-L-methionine
?
-
-
-
-
?
4alpha-methylfecosterol + S-adenosyl-L-methionine
?
-
-
-
-
?
4alpha-methylzymosterol + S-adenosyl-L-methionine
?
-
-
-
-
?
agnosterol + S-adenosyl-L-methionine
24-methyleneagnosterol + S-adenosyl-L-homocysteine
-
agnosterol is 4,4,14alpha-trimethyl-5alpha-cholesta-7(8),9(11),24-trien-3beta-ol
-
-
?
cholest-7,24-dienol + S-adenosyl-L-methionine
?
-
-
-
-
?
cholesta-5,7,24-trienol + S-adenosyl-L-methionine
?
-
-
-
-
?
cycloartenol + S-adenosyl-L-methionine
(24S)-24-methylcycloart-25-en-3beta-ol + S-adenosyl-L-homocysteine
-
-
-
-
?
cycloartenol + S-adenosyl-L-methionine
24(28)-methylene cycloartanol + S-adenosyl-L-homocysteine
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
cycloartenol 3-ketone + S-adenosyl-L-methionine
?
-
cycloartenol 3-ketone is 4,4,14alpha-trimethyl-9beta,19-cyclo-5alpha-cholest-24-en-3-one
-
-
?
cyclobranol + S-adenosyl-L-methionine
9beta-25-methylidene-9,19-cyclolanost-1-ene-1,3-diol + S-adenosyl-L-homocysteine
-
-
-
-
?
dehydropollinastanol + S-adenosyl-L-methionine
?
-
-
-
-
?
desmosterol + S-adenosyl-L-methionine
24-methylenedesmosterol + S-adenosyl-L-homocysteine
-
desmosterol is 5alpha-cholesta-5,24-dien-3beta-ol
-
-
?
desmosterol + S-adenosyl-L-methionine
?
ergosta-7,24(28)-dienol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
fecosterol and ergosta-7,24(28)-dienol which lack C4-and C14-methyl groups in the nucleus are catalyzed equally effectively by SMT2-2 as the natural substrate 24(28)-methylene lophenol
-
-
?
fecosterol + S-adenosyl-L-methionine
?
-
-
-
-
?
fecosterol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
fecosterol and ergosta-7,24(28)-dienol which lack C4-and C14-methyl groups in the nucleus are catalyzed equally effectively by SMT2-2 as the natural substrate 24(28)-methylene lophenol
-
-
?
lanost-24-enol + S-adenosyl-L-methionine
24-methylene-lanost-24-erol + S-adenosyl-L-homocysteine
-
lanost-24-enol is 4,4,14alpha-trimethyl-5alpha-cholesta-9(11),24-dien-3beta-ol
-
-
?
lanosta-7,24-dienol + S-adenosyl-L-methionine
24-methylene-lanost-7,24-dienol + S-adenosyl-L-homocysteine
-
lanosta-7,24-dienol is 4,4,14alpha-trimethyl-5alpha-cholesta-7(8),24-dien-3beta-ol
-
-
?
lanosterol + S-adenosyl-L-methionine
24-methylene-24,25-dihydrolanosterol + S-adenosyl-L-homocysteine
lanosterol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
-
-
-
?
obtusifoliol + S-adenosyl-L-methionine
?
-
-
-
-
?
S-adenosyl-L-methionine + 14-methylzymosterol
?
-
-
-
-
?
S-adenosyl-L-methionine + 14alpha-methylzymosterol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + 24(28)-methylene cycloartenol
S-adenosyl-L-homocysteine + 24(28)-ethylidene cycloartenol
-
-
-
?
S-adenosyl-L-methionine + 24(28)-methylene lophenol
S-adenosyl-L-homocysteine + 24(28)-ethylidene lophenol
-
-
-
?
S-adenosyl-L-methionine + 24(28)-methylenecycloartanol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + 24(28)-methylenelanosterol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + 24(28)-methylenelophenol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + 24-dehydropollinstanol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + 24-fluorocycloartenol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + 24-methyl-9,19-cyclolanost-24-en-3-ol
S-adenosyl-L-homocysteine + 25-methyl-24-methylidene-9,19-cyclolanostan-3-ol
-
i.e. cyclobranol
-
-
?
S-adenosyl-L-methionine + 26,27-dehydrocycloartenol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + 26,27-dehydrolanosterol
?
-
Formation of a reversibly bound enzymesubstrate complex, followed by catalysis to an intermediate that can be converted to a methyl product or the intermediate can be intercepted through covalent modification and hence irreversible inhibition, lanosterol or 26,27-dehydrolanosterol can lead to distinct intermediates that convert to methylated sterol products
-
-
?
S-adenosyl-L-methionine + 26-difluorocycloartenol
?
-
-
-
-
?
S-adenosyl-L-methionine + 26-fluorocycloartenol
?
-
-
-
-
?
S-adenosyl-L-methionine + 30,31-dinorcycloartenol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + 31-norcycloartenol
S-adenosyl-L-homocysteine + ?
S-adenosyl-L-methionine + 31-norlanosterol
?
-
-
-
-
?
S-adenosyl-L-methionine + 5alpha-cholesta-8,24-dien-3beta-ol
S-adenosyl-L-homocysteine + 24-methylene-5alpha-cholest-8-en-3beta-ol
-
3-hydroxy-3-methylglutaryl CoA reductase and C24-sterol methyltransferase type 1 work in concert to control carbon flux into end-product sterols. Sterol composition can be controlled by the temporal activity of the promoters driving transgene expression
-
-
?
S-adenosyl-L-methionine + cholesta-5,20(22)E,24-trienol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + cholesta-5,7,22E,24-tetraenol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + cholesta-5,7,24-trienol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + cholesta-7,24-dienol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + (24R)-24-methylcycloart-25-en-3beta-ol
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24(28)-methylenecycloartanol
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24(28)methylene cycloartanol
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24-methylenecycloartanol
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + ?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + cyclolaudenol
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + cyclolaudenol + 24(28)-methylene cycloartanol
-
-
-
?
S-adenosyl-L-methionine + desmosterol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + lanosterol
?
-
-
-
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + 24(28)-methylene-24,25-dihydro-lanosterol
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + 24beta-methyl lanosta-8,25(27)-enol + 24(28)-methylene lanosterol
-
-
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + ?
S-adenosyl-L-methionine + obtusifoliol
S-adenosyl-L-homocysteine + ?
-
-
-
?
S-adenosyl-L-methionine + parkeol
S-adenosyl-L-homocysteine + ?
S-adenosyl-L-methionine + zymosterol
S-adenosyl-L-homocysteine + ?
S-adenosyl-L-methionine + zymosterol
S-adenosyl-L-homocysteine + fecosterol
zymosterol + S-adenosyl-L-methionine
fecosterol + S-adenosyl-L-homocysteine
24(28)-methylenelophenol + S-adenosyl-L-methionine
additional information
-
24(28)-methylene lophenol + S-adenosyl-L-methionine
?
-
-
-
-
?
24(28)-methylene lophenol + S-adenosyl-L-methionine
?
-
-
-
?
cycloartenol + S-adenosyl-L-methionine
24(28)-methylene cycloartanol + S-adenosyl-L-homocysteine
-
-
-
-
?
cycloartenol + S-adenosyl-L-methionine
24(28)-methylene cycloartanol + S-adenosyl-L-homocysteine
optimal substrate for SMT1
-
-
?
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
-
-
-
-
?
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
-
SMT2 has a position-specific substrate specificity for DELTA24(25)-sterols and contains a single active center to catalyze the consecutive C1-transfer activities by substrate reaction channels similar to the fungal SMT1
-
-
?
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
-
-
?
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
-
-
-
-
?
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
-
-
-
?
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
-
-
single product
-
?
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
rate-limiting initial step in the conversion of phytosterol
-
-
?
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
64% of the effectiveness with 24(28)-methylene lophenol
-
-
?
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
-
cycloartenol is 4,4,14alpha-trimethyl-9beta,19-cyclo-5alpha-cholest-24-en-3beta-ol
-
?
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
-
-
-
-
?
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
-
cycloartenol is 4,4,14alpha-trimethyl-9beta,19-cyclo-5alpha-cholest-24-en-3beta-ol
-
-
?
desmosterol + S-adenosyl-L-methionine
?
-
-
-
-
?
desmosterol + S-adenosyl-L-methionine
?
-
-
-
-
?
lanosterol + S-adenosyl-L-methionine
24-methylene-24,25-dihydrolanosterol + S-adenosyl-L-homocysteine
-
lanosterol is 4,4,14alpha-trimethyl-5alpha-cholesta-8,24-dien-3-ol
-
?
lanosterol + S-adenosyl-L-methionine
24-methylene-24,25-dihydrolanosterol + S-adenosyl-L-homocysteine
-
regiospecific
-
-
?
S-adenosyl-L-methionine + 31-norcycloartenol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + 31-norcycloartenol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + (24R)-24-methylcycloart-25-en-3beta-ol
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + (24R)-24-methylcycloart-25-en-3beta-ol
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + (24R)-24-methylcycloart-25-en-3beta-ol
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + (24R)-24-methylcycloart-25-en-3beta-ol
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24(28)-methylenecycloartanol
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24(28)-methylenecycloartanol
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24-methylenecycloartanol
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24-methylenecycloartanol
-
active-site topography and reaction mechanisms analyzed with substrate analogs
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24-methylenecycloartanol
-
fluorine-modified sterol side chains designed to examine the electrophilic nature of the common C-methylation reaction affecting C1 and C2-activities, might retard C-methylation reaction to afford protein alkylation
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24-methylenecycloartanol
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + ?
-
successive C-methylations of the DELTA24 bond occurs at the same active center. The two methylation steps can proceed by a change in chemical mechanism resulting from differences in sterol structure, concerted versus carbocation. The kinetic mechanism remains the same during the consecutive methylation of the DELTA24 bond
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + ?
-
the first C1-transfer is 24(28) methylenecycloartenol, SN2-type and non-stop, ternary complex mechanism. The second C1-transfer is a mixture of 24-ethyl olefins, SN2-type and step-wise. Ordered pathway with S-adenosyl-L-methionine binding first
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + cyclolaudenol
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + cyclolaudenol
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + cyclolaudenol
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + cyclolaudenol
-
-
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + 24(28)-methylene-24,25-dihydro-lanosterol
-
PbSMT synthesizes a single product, eburicol 24(28)-methylene-24,25-dihydro-lanosterol, from lanosterol
i.e. eburicol
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + 24(28)-methylene-24,25-dihydro-lanosterol
-
PbSMT catalysis of the sterol acceptor lead to a C24-methyl product in which the 1,2-hydride migration of C24 to C25 occurs specifically from the Re-face of the original substrate double bond undergoing transalkylation
i.e. eburicol
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + 24(28)-methylene-24,25-dihydro-lanosterol
-
PbSMT synthesizes a single product, eburicol 24(28)-methylene-24,25-dihydro-lanosterol, from lanosterol
i.e. eburicol
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + 24(28)-methylene-24,25-dihydro-lanosterol
-
PbSMT catalysis of the sterol acceptor lead to a C24-methyl product in which the 1,2-hydride migration of C24 to C25 occurs specifically from the Re-face of the original substrate double bond undergoing transalkylation
i.e. eburicol
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + 24(28)-methylene-24,25-dihydro-lanosterol
-
-
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + 24(28)-methylene-24,25-dihydro-lanosterol
-
-
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + parkeol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + parkeol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + zymosterol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + zymosterol
S-adenosyl-L-homocysteine + ?
-
-
-
-
?
S-adenosyl-L-methionine + zymosterol
S-adenosyl-L-homocysteine + fecosterol
-
-
-
?
S-adenosyl-L-methionine + zymosterol
S-adenosyl-L-homocysteine + fecosterol
-
-
-
-
?
zymosterol + S-adenosyl-L-methionine
fecosterol + S-adenosyl-L-homocysteine
-
-
-
-
?
zymosterol + S-adenosyl-L-methionine
fecosterol + S-adenosyl-L-homocysteine
-
-
-
?
zymosterol + S-adenosyl-L-methionine
fecosterol + S-adenosyl-L-homocysteine
-
-
-
?
zymosterol + S-adenosyl-L-methionine
fecosterol + S-adenosyl-L-homocysteine
-
-
-
-
?
zymosterol + S-adenosyl-L-methionine
fecosterol + S-adenosyl-L-homocysteine
-
zymosterol is 5alpha-cholesta-8,24-dien-3beta-ol
-
-
?
zymosterol + S-adenosyl-L-methionine
fecosterol + S-adenosyl-L-homocysteine
-
-
-
-
?
24(28)-methylenelophenol + S-adenosyl-L-methionine
additional information
-
-
-
a mixture of three stereochemical related products with DELTA24(28)Z-ethylidene, DELTA24(28)-ethylidene and DELTA25(27)-24beta-ethyl side chains
-
?
additional information
?
-
-
no activity with cycloartanol, 3-deoxycycloartenol, or cyclolaudenol
-
-
?
additional information
?
-
enzyme catalyzes both the reactions of EC 2.1.1.142, cycloartenol 24-C-methyltransferase and EC 2.1.1.143, 24-methylenesterol C-methyltransferase. SMT1 catalyzes a sterol methylation pathway by the algal Delta25(27)-olefin route, where methylation proceeds by a conserved SN2 reaction and deprotonation proceeds from the pro-Z methyl group on lanosterol corresponding to C27
-
-
-
additional information
?
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enzyme catalyzes both the reactions of EC 2.1.1.142, cycloartenol 24-C-methyltransferase and EC 2.1.1.143, 24-methylenesterol C-methyltransferase. SMT1 catalyzes a sterol methylation pathway by the algal Delta25(27)-olefin route, where methylation proceeds by a conserved SN2 reaction and deprotonation proceeds from the pro-Z methyl group on lanosterol corresponding to C27
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the SMT from soybean plants is bifunctional, performing methyl transferations to C24 and to C28 of the substrate, the enzyme also converts the inhibitor 24,25-dehydro-27-methenyl-cycloartenol, i.e. cycloartenol nucleus substrate analogue with double bond at C8, to a 24,27-dimethenyl-cycloartenol, CA-11, compound, overview
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achieving the cyclolaudenyl cation intermediate by electrophilic alkylation of cycloartenol is significant to the overall reaction rate. The evolution of variant sterol C-24-methylation patterns is driven by competing reaction channels that have switched in algae from formation of primarily DELTA25(27) products that convert into ergosterol to, in land plants, formation of DELTA24(28) products that convert into sitosterol
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GC-MS analysis shows that the fungus synthesizes 12 compounds of which lanosterol, ergosterol and brassicasterol make up approximately 80% of the sterol mixture
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SMT recognition of lanosterol and cycloartenol versus zymosterol is the C3-OH group, whose orientation in the A-ring and hydrogen bonding ability can affect productive binding of the acceptor molecule. The recombinant enzyme expressed in Escherichia coli possesess a substrate specificity for lanosterol and generates a single exocyclic methylene product. Regiospecific conversion of the pro-Z methyl group of the DELTA24(25)-substrate to the pro-R isopropyl methyl group of the product and the migration of H24 to C25 on the Re-face of the original substrate double bond undergoing C24-methylation, NMR and mass spectrometric analysis, overview. No activity with 24(28)-methylenelophenol, fecosterol, or eburicol
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additional information
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GC-MS analysis shows that the fungus synthesizes 12 compounds of which lanosterol, ergosterol and brassicasterol make up approximately 80% of the sterol mixture
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additional information
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SMT recognition of lanosterol and cycloartenol versus zymosterol is the C3-OH group, whose orientation in the A-ring and hydrogen bonding ability can affect productive binding of the acceptor molecule. The recombinant enzyme expressed in Escherichia coli possesess a substrate specificity for lanosterol and generates a single exocyclic methylene product. Regiospecific conversion of the pro-Z methyl group of the DELTA24(25)-substrate to the pro-R isopropyl methyl group of the product and the migration of H24 to C25 on the Re-face of the original substrate double bond undergoing C24-methylation, NMR and mass spectrometric analysis, overview. No activity with 24(28)-methylenelophenol, fecosterol, or eburicol
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