TY - JOUR
T1 - Acyl migration in 1,2-dipalmitoyl-sn-glycerol
AU - Kodali, Dharma R.
AU - Tercyak, Ann
AU - Fahey, David A.
AU - Small, Donald M.
PY - 1990/2
Y1 - 1990/2
N2 - The acyl migration of 1,2-dipalmitoyl-sn-glycerol (1,2-DPG) to 1,3-dipalmitoglycerol (1,3-DPG) in different states, neat, in the presence of egg yolk lecithin (sonicated and unsonicated) and on silica gel was studied. The isomerization was quantitated by scanning densitometry of charred TLC plates, at different temperatures and for varying periods of time. At equilibrium the amount of 1,3-DPG was found to be 56%. The rates of initial isomerization, and the time required to isomerize to half the equilibrium quantity (i.e., t 1 2 eq. = 1,3-DPG 28%) under the above conditions was estimated. In the case of neat melt at 74°C and in an organic solvent the time required to t 1 2 eq. is 18 h and a few days, respectively. However, at 62°C in the presence of a polar solvent (sodium phosphate buffer at pH 7.0) the t 1 2 eq. is 1 - 2 h. On dry silica gel (TLC plate) at 24°C the t 1 2 eq. is reached in less than 1 h.
AB - The acyl migration of 1,2-dipalmitoyl-sn-glycerol (1,2-DPG) to 1,3-dipalmitoglycerol (1,3-DPG) in different states, neat, in the presence of egg yolk lecithin (sonicated and unsonicated) and on silica gel was studied. The isomerization was quantitated by scanning densitometry of charred TLC plates, at different temperatures and for varying periods of time. At equilibrium the amount of 1,3-DPG was found to be 56%. The rates of initial isomerization, and the time required to isomerize to half the equilibrium quantity (i.e., t 1 2 eq. = 1,3-DPG 28%) under the above conditions was estimated. In the case of neat melt at 74°C and in an organic solvent the time required to t 1 2 eq. is 18 h and a few days, respectively. However, at 62°C in the presence of a polar solvent (sodium phosphate buffer at pH 7.0) the t 1 2 eq. is 1 - 2 h. On dry silica gel (TLC plate) at 24°C the t 1 2 eq. is reached in less than 1 h.
KW - 1,2-dipalmitoyl-sn-glycerol
KW - acyl migration
KW - diacylglycerols
KW - liposomes
KW - vesicles
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U2 - 10.1016/0009-3084(90)90111-4
DO - 10.1016/0009-3084(90)90111-4
M3 - Article
C2 - 2160332
AN - SCOPUS:0025064103
VL - 52
SP - 163
EP - 170
JO - Chemistry and Physics of Lipids
JF - Chemistry and Physics of Lipids
SN - 0009-3084
IS - 3-4
ER -