Structure and biosynthesis of trans-polyisoprene from Eucommia ulmoides

The structure of trans-polyisoprene from both bark and leaves of Eucommia ulmoides was analysed by 1H NMR and 13C NMR. Both spectra showed characteristic signals of the dimethylallyl-group, as well as terminal ester and diphosphate groups. The degree of polymerization estimated from the intensity ra...

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Published inPhytochemistry (Oxford) Vol. 45; no. 1; pp. 75 - 80
Main Authors Tangpakdee, Jitladda, Tanaka, Yasuyuki, Shiba, Ken-ichi, Kawahara, Seiichi, Sakurai, Koji, Suzuki, Yoshihisa
Format Journal Article
LanguageEnglish
Published Amsterdam Elsevier Ltd 01.05.1997
Elsevier
Subjects
Biological and medical sciences
Fundamental and applied biological sciences. Psychology
Metabolism
Metabolism. Physicochemical requirements
Plant physiology and development
Eucommia ulmoides
geranylgeranyl diphosphate
Chicle
solanesyl diphosphate
Balata
Gutta Percha
trans-polyisoprene
dimethylallyl diphosphate
Molecular structure
Chain length
Bark
Eucommiaceae
Biosynthesis
Plant leaf
Molecular weight
Medicinal plant
Dicotyledones
Angiospermae
Isolation
Spermatophyta
Isoprene
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Summary:The structure of trans-polyisoprene from both bark and leaves of Eucommia ulmoides was analysed by 1H NMR and 13C NMR. Both spectra showed characteristic signals of the dimethylallyl-group, as well as terminal ester and diphosphate groups. The degree of polymerization estimated from the intensity ratio of signals from the internal trans-units and the dimethylallyl-group was in fair agreement with that determined by osmometry. The trans-polyisoprene from E. ulmoides is a high molecular-weight homologue of solanesol, consisting of the dimethylallyl-group, 60–3000 internal trans-units, and a terminal aliphatic fatty acid ester-group or a diphosphate group, aligned in that order.
ISSN:0031-9422
1873-3700
DOI:10.1016/S0031-9422(96)00806-0