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2.1.1.142: cycloartenol 24-C-methyltransferase

This is an abbreviated version!
For detailed information about cycloartenol 24-C-methyltransferase, go to the full flat file.

Word Map on EC 2.1.1.142

Reaction

S-adenosyl-L-methionine
+
5alpha-cholesta-8,24-dien-3beta-ol
=
S-adenosyl-L-homocysteine
 +
24-methylene-5alpha-cholest-8-en-3beta-ol

Synonyms

(S)-adenosyl-L-methionine-DELTA24-sterol methyltransferase, (S)-adenosyl-L-methionine:DELTA24(25)-sterol methyltransferase, 24-SMT, C-24-methyltransferase, C24-sterol methyltransferase type 1, DELTA24(25)-sterol methyltransferase, DELTA24-sterol methyltransferase, Erg6, GhSMT2-1, GhSMT2-2, More, SAM-DELTA24 sterol transmethylase, SAM:SMT, SMT, SMT protein, SMT-2, SMT-3, SMT1, SMT2, SMT2-1, sterol 24-C methyltransferase, sterol 24C-methyltransferases, sterol C-24 methyltransferase, sterol C-24-methyltransferase, sterol C-methyltransferase, sterol C24-methyltransferase, sterol methyl transferase, sterol methyltransferase, sterol methyltransferase2, zymosterol-24(25)-methyltransferase, zymosterol-24-methyltransferase

ECTree

     2 Transferases
         2.1 Transferring one-carbon groups
             2.1.1 Methyltransferases
                2.1.1.142 cycloartenol 24-C-methyltransferase

Substrates Products

Substrates Products on EC 2.1.1.142 - cycloartenol 24-C-methyltransferase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(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
show the reaction diagram
-
-
conversion into a single 24(28)-methylene product
-
?
14alpha-methylzymosterol + S-adenosyl-L-methionine
14alpha-methyl-24-methylenezymosterol + S-adenosyl-L-homocysteine
show the reaction diagram
-
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
show the reaction diagram
-
-
-
?
24(28)-methylene lophenol + S-adenosyl-L-methionine
?
show the reaction diagram
24(28)-methylenecholest-7-enol + S-adenosyl-L-methionine
?
show the reaction diagram
-
-
-
-
?
24(28)-methylenecholesterol + S-adenosyl-L-methionine
?
show the reaction diagram
-
-
-
-
?
24(28)-methylenecycloartanol + S-adenosyl-L-methionine
?
show the reaction diagram
-
-
-
-
?
24(28)-methylenelanosterol + S-adenosyl-L-methionine
?
show the reaction diagram
-
-
-
-
?
24,25-dehydro-27-methenyl-cycloartenol + S-adenosyl-L-methionine
?
show the reaction diagram
-
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
?
show the reaction diagram
-
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
?
show the reaction diagram
-
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
show the reaction diagram
-
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
show the reaction diagram
-
-
-
-
?
26-difluorocycloartenol + S-adenosyl-L-methionine
26-difluoro-25-hydroxy-24-methylcycloartanol + S-adenosyl-L-homocysteine
show the reaction diagram
-
-
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
show the reaction diagram
-
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
show the reaction diagram
-
-
single product
-
?
31-norcycloartenol + S-adenosyl-L-methionine
24-methylene-31-norcycloartenol + S-adenosyl-L-homocysteine
show the reaction diagram
-
31-norcycloartenol is 4,14alpha-dimethyl-9beta,19-cyclo-5alpha-cholest-24-en-3beta-ol
-
-
?
31-norcycloartenol + S-adenosyl-L-methionine
?
show the reaction diagram
-
-
-
-
?
4alpha-methylfecosterol + S-adenosyl-L-methionine
?
show the reaction diagram
-
-
-
-
?
4alpha-methylzymosterol + S-adenosyl-L-methionine
?
show the reaction diagram
-
-
-
-
?
agnosterol + S-adenosyl-L-methionine
24-methyleneagnosterol + S-adenosyl-L-homocysteine
show the reaction diagram
-
agnosterol is 4,4,14alpha-trimethyl-5alpha-cholesta-7(8),9(11),24-trien-3beta-ol
-
-
?
cholest-7,24-dienol + S-adenosyl-L-methionine
?
show the reaction diagram
-
-
-
-
?
cholesta-5,7,24-trienol + S-adenosyl-L-methionine
?
show the reaction diagram
-
-
-
-
?
cycloartenol + S-adenosyl-L-methionine
(24S)-24-methylcycloart-25-en-3beta-ol + S-adenosyl-L-homocysteine
show the reaction diagram
-
-
-
-
?
cycloartenol + S-adenosyl-L-methionine
24(28)-methylene cycloartanol + S-adenosyl-L-homocysteine
show the reaction diagram
cycloartenol + S-adenosyl-L-methionine
24-methylenecycloartanol + S-adenosyl-L-homocysteine
show the reaction diagram
cycloartenol 3-ketone + S-adenosyl-L-methionine
?
show the reaction diagram
-
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
show the reaction diagram
-
-
-
-
?
dehydropollinastanol + S-adenosyl-L-methionine
?
show the reaction diagram
-
-
-
-
?
desmosterol + S-adenosyl-L-methionine
24-methylenedesmosterol + S-adenosyl-L-homocysteine
show the reaction diagram
-
desmosterol is 5alpha-cholesta-5,24-dien-3beta-ol
-
-
?
desmosterol + S-adenosyl-L-methionine
?
show the reaction diagram
ergosta-7,24(28)-dienol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
show the reaction diagram
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
?
show the reaction diagram
-
-
-
-
?
fecosterol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
show the reaction diagram
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
show the reaction diagram
-
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
show the reaction diagram
-
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
show the reaction diagram
lanosterol + S-adenosyl-L-methionine
? + S-adenosyl-L-homocysteine
show the reaction diagram
-
-
-
?
obtusifoliol + S-adenosyl-L-methionine
?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 14-methylzymosterol
?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 14alpha-methylzymosterol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 24(28)-methylene cycloartenol
S-adenosyl-L-homocysteine + 24(28)-ethylidene cycloartenol
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + 24(28)-methylene lophenol
S-adenosyl-L-homocysteine + 24(28)-ethylidene lophenol
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + 24(28)-methylenecycloartanol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 24(28)-methylenelanosterol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 24(28)-methylenelophenol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 24-dehydropollinstanol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 24-fluorocycloartenol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
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
show the reaction diagram
-
i.e. cyclobranol
-
-
?
S-adenosyl-L-methionine + 26,27-dehydrocycloartenol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 26,27-dehydrolanosterol
?
show the reaction diagram
-
Formation of a reversibly bound enzyme–substrate 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
?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 26-fluorocycloartenol
?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 30,31-dinorcycloartenol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 31-norcycloartenol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
S-adenosyl-L-methionine + 31-norlanosterol
?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 5alpha-cholesta-8,24-dien-3beta-ol
S-adenosyl-L-homocysteine + 24-methylene-5alpha-cholest-8-en-3beta-ol
show the reaction diagram
-
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 + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + cholesta-5,7,22E,24-tetraenol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + cholesta-5,7,24-trienol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + cholesta-7,24-dienol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + (24R)-24-methylcycloart-25-en-3beta-ol
show the reaction diagram
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24(28)-methylenecycloartanol
show the reaction diagram
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24(28)methylene cycloartanol
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + 24-methylenecycloartanol
show the reaction diagram
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + cyclolaudenol
show the reaction diagram
S-adenosyl-L-methionine + cycloartenol
S-adenosyl-L-homocysteine + cyclolaudenol + 24(28)-methylene cycloartanol
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + desmosterol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + lanosterol
?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + 24(28)-methylene-24,25-dihydro-lanosterol
show the reaction diagram
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + 24beta-methyl lanosta-8,25(27)-enol + 24(28)-methylene lanosterol
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + lanosterol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
S-adenosyl-L-methionine + obtusifoliol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + parkeol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
S-adenosyl-L-methionine + zymosterol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
S-adenosyl-L-methionine + zymosterol
S-adenosyl-L-homocysteine + fecosterol
show the reaction diagram
zymosterol + S-adenosyl-L-methionine
fecosterol + S-adenosyl-L-homocysteine
show the reaction diagram
24(28)-methylenelophenol + S-adenosyl-L-methionine
additional information
-