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Separation of the enantiomers of 1‐alkyl‐2‐acyl‐ rac ‐glycerol and of 1‐alkyl‐3‐acyl‐ rac ‐glycerol by high performance liquid chromatography on a chiral column
Author(s) -
Takagi Toru,
Okamoto Jiro,
Ando Yasuhiro,
Itabashi Yutaka
Publication year - 1990
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02562213
Subject(s) - alkyl , chemistry , enantiomer , glycerol , chromatography , organic chemistry
High performance liquid chromatographic separations of two enantiomeric pairs of 1‐alkyl‐2‐acyl‐ rac ‐glycerol (1‐alkyl‐2‐acyl‐ and 3‐alkyl‐2‐acyl‐ sn ‐glycerols) and 1‐alkyl‐3‐acyl‐ rac ‐glycerol (1‐alkyl‐3‐acyl‐ and 3‐alkyl‐1‐acyl‐ sn ‐glycerols) as 3,5‐dinitrophenylurethanes (3,5‐DNPUs) were carried out on a chiral stationary phase, N‐( R )‐1‐(α‐naphthyl)ethylaminocarbonyl‐( S )‐valine chemically bonded to γ‐aminopropyl silanized silica (Sumipax OA‐4100). Good separation of the enantiomers of 1‐hexadecyl‐2‐hexadecanoyl‐ rac ‐glycerol was easily achieved within 10 min using hexane/ethylene dichloride/ethanol (80∶20∶1, v/v/v) as a mobile phase. Separation of the enantiomers of 1‐hexadecyl‐3‐hexadecanoyl‐ rac ‐glycerol was more difficult and required about 80 min to achieve satisfactory peak resolution (0.8) using hexane/ethylene dichloride/ethanol (250∶20∶1, v/v/v) as a mobile phase.