Stereochemistry of Rubber Biosynthesis
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Abstract The stereochemistry of the formation of natural rubber and trans-trans-farnesyl pyrophosphate in latex has been studied in vitro using [2−14C−(4R)−3H1] and [2−14C−(4S)−4−3H1]mevalonates as substrates. The proton eliminated from C-2 of isopentenyl pyrophosphate during the formation of farnesyl pyrophosphate in latex has the same steric position as that released in the liver system, and is epimeric with that eliminated during the biosynthesis of rubber. Complete stereospecificity is exhibited by the enzymes in the two cases. In rubber biosynthesis isoprene residues are incorporated directly in all-cis configuration without the intervention of trans structures.
1966 ◽
Vol 163
(993)
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pp. 519-523
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2014 ◽
Vol 87
(3)
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pp. 451-458
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2011 ◽
Vol 84
(2)
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pp. 166-177
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2018 ◽
Vol 20
(1)
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pp. 50
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2004 ◽
Vol 113
(2)
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pp. S136
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2008 ◽
Vol 69
(14)
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pp. 2539-2545
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1999 ◽
Vol 57
(4)
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pp. 365-373
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