Sinapine is an amine found in some seeds, particularly oil seeds of plants in the family Brassicaceae. It is the choline ester of sinapic acid.
Sinapine was discovered by Étienne-Ossian Henry in 1825.
Occurrence
Sinapine typically occurs in the outer seed coat of oil crops and is plentiful in some types of
press cake leftover after vegetable oil extraction.
Typical oil seed cake residues high in sinapine include
Brassica juncea (1.22% by mass),
and
rapeseed (0.39-1.06% by mass).
Isolation
The typical protocol for extracting Sinapine from seed cakes entails
Degreasing the cake with
hexane via a Soxhlet apparatus followed by extraction with 70% methanol held at 75 °C.
Metabolism
Sinapine esterase is an enzyme whose two substrates are sinapine and H
2O and whose two products are
sinapic acid and
choline.
Sinapoylglucose—choline O-sinapoyltransferase is an enzyme whose two substrates are 1- O-sinapoyl-β-D-glucose and choline, whereas its two products are glucose and sinapine.
See also