TY  - BOOK
AU  - Sakdapipanich J T
AU  - Gou L B
AU  - Mekkriengkrai D
AU  - Tanaka Y
TI  - Structural characterisation of the terminating groups of some polyprenyl phosphates and of rubber from the lactarius mushroom
PY  - 2001///
PB  - Journal of Rubber Research
KW  - 13C-NMR
KW  - 1H-NMR
KW  - 31P-NMR
KW  - cis-polyisoprene
KW  - Lactarius mushroom
KW  - Phosphorylation
KW  - Polyprenyl phosphate
KW  - trans-polyisoprene
N2  - A series of trans- and cis-allylic diphosphates were synthesized as model compound of natural rubber and were analysed by NMR techniques. The 1H-NMR spectra of terminal methylene protons of polyprenols linked to mono- and di-phosphates showed a triplet signal. centering around 4.41-4.44 and  4.46-4.49, respectively. The coupling constants of 5.0 Hz-6.0 Hz and 6.0 Hz - 7.0 Hz were observed for trans- and cis-allylic diphosphate groups, respectively. In the alpha-terminal isoprene unit of polyprenols, the cis-and trans-allylic C-4 methylene protons resonate at  4.081 and  4.150, respectively. The alpha C-4 methylene carbon of mono- and di-phosphate groups showed a doublet signal around  61-63 in the 13C-NMR spectrum, the chemical shift value of which decreased with increase the chain-length of polyrenols. The 31P-NMR spectra of mono-and di-phosphate groups showed a signal around  1.5 and  -7 to  -8, respectively, independent of chain-length and configuration of the allylic compounds. A long-chain polyprenol from Lactarius volemus, composed of about 300 isoprene units, was phosphorylated to analyse the effect of chain length
ER  -