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(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + decaprenyl diphosphate + nonaprenyl diphosphate + octaprenyl diphosphate
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
(2Z,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + trans,octacis-decaprenyl diphosphate
geranyl diphosphate + isopentenyl diphosphate
diphosphate + decaprenyl diphosphate + nonaprenyl diphosphate + octaprenyl diphosphate
geranylgeranyl diphosphate + isopentenyl diphosphate
diphosphate + decaprenyl diphosphate + octaprenyl diphosphate + nonaprenyl diphosphate
-
the major product synthesized is octaprenyl diphosphate, followed by nonaprenyl diphosphate, decaprenyl diphosphate, and heptaprenyl diphosphate
-
?
neryl diphosphate + isopentenyl diphosphate
diphosphate + decaprenyl diphosphate + nonaprenyl diphosphate + octaprenyl diphosphate
-
decaprenyl diphosphate, nonaprenyl diphosphate, and octaprenyl diphosphate are synthesized. The relative amounts of both decaprenyl diphosphate and octaprenyl diphosphate are greater than that of nonaprenyl diphosphate
-
?
additional information
?
-
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + decaprenyl diphosphate + nonaprenyl diphosphate + octaprenyl diphosphate
-
the relative amounts of both decaprenyl diphosphate and octaprenyl diphosphate are greater than that of nonaprenyl diphosphate. Shorter chain length also produced. As the concentration of (2Z,6E)-farnesyl diphosphate is increased in the assays, there is an increase in the amount of the shorter products synthesized relative to decaprenyl diphosphate
-
?
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + decaprenyl diphosphate + nonaprenyl diphosphate + octaprenyl diphosphate
-
the relative amounts of both decaprenyl diphosphate and octaprenyl diphosphate are greater than that of nonaprenyl diphosphate. Shorter chain length also produced. As the concentration of (2Z,6E)-farnesyl diphosphate is increased in the assays, there is an increase in the amount of the shorter products synthesized relative to decaprenyl diphosphate
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
the catalytic efficiency is greatest when (2Z,6E)-farnesyl diphosphate is used as the allylic acceptor, suggesting that this is the natural substrate in vivo
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
the enzyme is involved in the biosynthesis of decaprenyl phosphate, which plays a central role in the biosynthesis of essential mycobacterial cell wall components, such as the mycolyl-arabinogalactan-peptidoglycan complex and lipoarabinomannan
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
(2Z,6E)-farnesyl diphosphate i.e. omega, E,Z-farnesyl diphosphate, the catalytic efficiency is greatest when (2Z,6E)-farnesyl diphosphate is used as the allylic acceptor
decaprenyl diphosphate is the predominant product synthesized, smaller amounts of intermediates of intermediates of shorter chain lengths also being produced. The amount of 40-carbon and 45-carbon products relative to 50-carbon products increases as the (2Z,6E)-farnesyl diphosphate concentration is increased, suggesting that the enzyme loses specificity as the substrate concentration increases
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
the catalytic efficiency is greatest when (2Z,6E)-farnesyl diphosphate is used as the allylic acceptor, suggesting that this is the natural substrate in vivo
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
(2Z,6E)-farnesyl diphosphate i.e. omega, E,Z-farnesyl diphosphate, the catalytic efficiency is greatest when (2Z,6E)-farnesyl diphosphate is used as the allylic acceptor
decaprenyl diphosphate is the predominant product synthesized, smaller amounts of intermediates of intermediates of shorter chain lengths also being produced. The amount of 40-carbon and 45-carbon products relative to 50-carbon products increases as the (2Z,6E)-farnesyl diphosphate concentration is increased, suggesting that the enzyme loses specificity as the substrate concentration increases
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
the enzyme is involved in the biosynthesis of decaprenyl phosphate, which plays a central role in the biosynthesis of essential mycobacterial cell wall components, such as the mycolyl-arabinogalactan-peptidoglycan complex and lipoarabinomannan
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
-
the enzyme is involved in decaprenyl phosphate synthesis, that is important in the rate of bacterial growth and the synthesis of cell wall components
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
enzyme DPPS accepts farnesyl diphosphate but not dimethylallyl diphosphate as the allylic co-substrate
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
the enzyme is a cis-prenyl transferase
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
the enzyme is a cis-prenyl transferase
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
enzyme SlDPS extends the prenyl chain length of the endogenous ubiquinone to ten isoprene units
-
-
?
(2Z,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + decaprenyl diphosphate + nonaprenyl diphosphate + octaprenyl diphosphate
-
decaprenyl diphosphate, nonaprenyl diphosphate, and octaprenyl diphosphate are synthesized. The relative amounts of both decaprenyl diphosphate and octaprenyl diphosphate are greater than that of nonaprenyl diphosphate
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + decaprenyl diphosphate + nonaprenyl diphosphate + octaprenyl diphosphate
-
decaprenyl diphosphate, nonaprenyl diphosphate, and octaprenyl diphosphate are synthesized. The relative amounts of both decaprenyl diphosphate and octaprenyl diphosphate are greater than that of nonaprenyl diphosphate
-
?
additional information
?
-
product identification by GCMS analysis
-
-
?
additional information
?
-
product identification by GCMS analysis
-
-
?
additional information
?
-
the enzyme is not strictly specific for either the chain length or stereoconfiguration of the acceptor. No activity with dimethylallyl diphosphate
-
-
?
additional information
?
-
-
the enzyme is not strictly specific for either the chain length or stereoconfiguration of the acceptor. No activity with dimethylallyl diphosphate
-
-
?
additional information
?
-
the enzyme is not strictly specific for either the chain length or stereoconfiguration of the acceptor. No activity with dimethylallyl diphosphate
-
-
?
additional information
?
-
-
the enzyme is not strictly specific for either the chain length or stereoconfiguration of the acceptor. No activity with dimethylallyl diphosphate
-
-
?
additional information
?
-
-
the enzyme can utilize geranyl, farnesyl or geranylgeranyl diphosphates in the synthesis of C45 and C50 prenyl diphosphates
-
-
?
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(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
(2Z,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + trans,octacis-decaprenyl diphosphate
additional information
?
-
-
the enzyme can utilize geranyl, farnesyl or geranylgeranyl diphosphates in the synthesis of C45 and C50 prenyl diphosphates
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
the catalytic efficiency is greatest when (2Z,6E)-farnesyl diphosphate is used as the allylic acceptor, suggesting that this is the natural substrate in vivo
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
the enzyme is involved in the biosynthesis of decaprenyl phosphate, which plays a central role in the biosynthesis of essential mycobacterial cell wall components, such as the mycolyl-arabinogalactan-peptidoglycan complex and lipoarabinomannan
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
the catalytic efficiency is greatest when (2Z,6E)-farnesyl diphosphate is used as the allylic acceptor, suggesting that this is the natural substrate in vivo
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
the enzyme is involved in the biosynthesis of decaprenyl phosphate, which plays a central role in the biosynthesis of essential mycobacterial cell wall components, such as the mycolyl-arabinogalactan-peptidoglycan complex and lipoarabinomannan
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
-
the enzyme is involved in decaprenyl phosphate synthesis, that is important in the rate of bacterial growth and the synthesis of cell wall components
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
7 diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
(2Z,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
-
?
(2Z,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + trans,octacis-decaprenyl diphosphate
-
-
-
?
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Crick, D.C.; Schulbach, M.C.; Zink, E.E.; Macchia, M.; Barontini, S.; Besra, G.S.; Brennan, P.J.
Polyprenyl phosphate biosynthesis in Mycobacterium tuberculosis and Mycobacterium smegmatis
J. Bacteriol.
182
5771-5778
2000
Mycolicibacterium smegmatis
brenda
Kaur, D.; Brennan, P.J.; Crick, D.C.
Decaprenyl diphosphate synthesis in Mycobacterium tuberculosis
J. Bacteriol.
186
7564-7570
2004
Mycobacterium tuberculosis (P9WFF7), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WFF7), Mycobacterium tuberculosis H37Rv
brenda
Wang, W.; Dong, C.; McNeil, M.; Kaur, D.; Mahapatra, S.; Crick, D.C.; Naismith, J.H.
The structural basis of chain length control in Rv1086
J. Mol. Biol.
381
129-140
2008
Mycobacterium tuberculosis (P9WFF7), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WFF7)
brenda
Jones, M.; Perez-Fons, L.; Robertson, F.; Bramley, P.; Fraser, P.
Functional characterization of long-chain prenyl diphosphate synthases from tomato
Biochem. J.
449
729-740
2013
Solanum lycopersicum
brenda
Chan, H.C.; Feng, X.; Ko, T.P.; Huang, C.H.; Hu, Y.; Zheng, Y.; Bogue, S.; Nakano, C.; Hoshino, T.; Zhang, L.; Lv, P.; Liu, W.; Crick, D.C.; Liang, P.H.; Wang, A.H.; Oldfield, E.; Guo, R.T.
Structure and inhibition of tuberculosinol synthase and decaprenyl diphosphate synthase from Mycobacterium tuberculosis
J. Am. Chem. Soc.
136
2892-2896
2014
Mycobacterium tuberculosis (P9WFF7), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WFF7)
brenda
Zhang, H.; Li, Z.X.
In vitro and in vivo characterization of a novel insect decaprenyl diphosphate synthase: a two-major step catalytic mechanism is proposed
Biochem. Biophys. Res. Commun.
442
105-111
2013
Aphis gossypii (M9VRD0), Aphis gossypii (M9VU49)
brenda
Grover, S.; Alderwick, L.J.; Mishra, A.K.; Krumbach, K.; Marienhagen, J.; Eggeling, L.; Bhatt, A.; Besra, G.S.
Benzothiazinones mediate killing of Corynebacterineae by blocking decaprenyl phosphate recycling involved in cell wall biosynthesis
J. Biol. Chem.
289
6177-6187
2014
Corynebacterium glutamicum (Q8NNC1), Corynebacterium glutamicum, Corynebacterium glutamicum DSM 20300 (Q8NNC1)
brenda
Kolly, G.S.; Boldrin, F.; Sala, C.; Dhar, N.; Hartkoorn, R.C.; Ventura, M.; Serafini, A.; McKinney, J.D.; Manganelli, R.; Cole, S.T.
Assessing the essentiality of the decaprenyl-phospho-D-arabinofuranose pathway in Mycobacterium tuberculosis using conditional mutants
Mol. Microbiol.
92
194-211
2014
Mycobacterium tuberculosis (P9WFF7), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WFF7)
brenda
Ko, T.P.; Xiao, X.; Guo, R.T.; Huang, J.W.; Liu, W.; Chen, C.C.
Substrate-analogue complex structure of Mycobacterium tuberculosis decaprenyl diphosphate synthase
Acta Crystallogr. Sect. F
75
212-216
2019
Mycobacterium tuberculosis (P9WFF7), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WFF7), Mycobacterium tuberculosis ATCC 25618 (P9WFF7)
brenda
Moriyama, D.; Kaino, T.; Yajima, K.; Yanai, R.; Ikenaka, Y.; Hasegawa, J.; Washida, M.; Nanba, H.; Kawamukai, M.
Cloning and characterization of decaprenyl diphosphate synthase from three different fungi
Appl. Microbiol. Biotechnol.
101
1559-1571
2017
Cystobasidium minutum, Bullera alba, Saitoella complicata, Cystobasidium minutum NBRC 0387, Saitoella complicata NBRC 10748, Bullera alba NBRC 1192
brenda