TY - JOUR
T1 - Acid-catalyzed isomerization of fucosterol and Δ5-avenasterol
AU - Kamal-Eldin, Afaf
AU - Määttä, Kaisu
AU - Toivo, Jari
AU - Lampi, Anna Maija
AU - Piironen, Vieno
PY - 1998
Y1 - 1998
N2 - This work shows that fucosterol, Δ5-avenasterol, and similar ethylidene-side chain sterols can undergo acid-catalyzed isomerization to give a mixture of five isomers. Four isomers formed from fucosterol were analyzed, using gas chromatography-mass spectrometry, and were characterized as Δ5-avenasterol, two Δ5,23-stigmastadienols, and Δ(5,24(25))- stigmastadienol. When the unsaponifiables fraction from oat oil was subjected to acid hydrolysis, the two Δ5,23-stigmastadienol isomers and Δ(5,24(25))-stigmastadienol were detected while fucosterol coeluted with sitosterol. Interisomerization of ethylidene-side chain sterols represents a limitation to the use of the acid hydrolysis method in the determination of sterols in food and other plant materials rich in these sterols, e.g., oat lipids.
AB - This work shows that fucosterol, Δ5-avenasterol, and similar ethylidene-side chain sterols can undergo acid-catalyzed isomerization to give a mixture of five isomers. Four isomers formed from fucosterol were analyzed, using gas chromatography-mass spectrometry, and were characterized as Δ5-avenasterol, two Δ5,23-stigmastadienols, and Δ(5,24(25))- stigmastadienol. When the unsaponifiables fraction from oat oil was subjected to acid hydrolysis, the two Δ5,23-stigmastadienol isomers and Δ(5,24(25))-stigmastadienol were detected while fucosterol coeluted with sitosterol. Interisomerization of ethylidene-side chain sterols represents a limitation to the use of the acid hydrolysis method in the determination of sterols in food and other plant materials rich in these sterols, e.g., oat lipids.
UR - http://www.scopus.com/inward/record.url?scp=0031774930&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0031774930&partnerID=8YFLogxK
U2 - 10.1007/s11745-998-0307-6
DO - 10.1007/s11745-998-0307-6
M3 - Article
C2 - 9870901
AN - SCOPUS:0031774930
SN - 0024-4201
VL - 33
SP - 1073
EP - 1077
JO - Lipids
JF - Lipids
IS - 11
ER -