Abstract
The stereochemistry of the formation of natural rubber and
trans-trans
-farnesyl pyrophosphate in latex has been studied
in vitro
using [2-
14
C-(4
R
)-4-
3
H
1
] and [2-
14
C-(4
S
)-4-
3
H
1
]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 an all-
cis
configuration without the intervention of
trans
structures.
Cited by
69 articles.
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