Table 7.
Optimal conditions for LOOH regeneration from perketal
Isolated perketal | Added PPTS | Total reaction volume | Time | Temp | Yielded LOOHb | LOOH after LC isolation | Purity of isolated LOOH | ||
---|---|---|---|---|---|---|---|---|---|
in 25 mL of chloroform/methanol (1 : 1) | mg/5 mL of chloroform/methanol (1 : 1) | mL | h | ℃ | mg | mg | % | ||
PLPCOOMxP | (RB-photo,a 28 mg) | 10 | 30 | 6 | 4 | PLPCOOH | 27 | 16 | 98 |
(UV-photo, 1.5 mg) | 10 | 30 | 2 | 4 | PLPCOOH | 1.4 | 0.9 | 95 | |
(LOX-1, 92 mg) | 10 | 30 | 12 | 4 | PLPCOOH | 90 | 75 | >99 | |
PLPEOOMxP | (RB-photo, 22 mg) | 10 | 30 | 6 | 4 | PLPEOOH | 20 | 12 | 98 |
(UV-photo, 1.0 mg) | 10 | 30 | 2 | 4 | PLPEOOH | 0.9 | 0.6 | 94 | |
(LOX-1, 86 mg) | 10 | 30 | 12 | 4 | PLPEOOH | 80 | 65 | 98 | |
PLPSOOMxP | (RB-photo, 24 mg) | 10 | 30 | 6 | 4 | PLPSOOH | 22 | 14 | 98 |
(UV-photo, 1.0 mg) | 10 | 30 | 2 | 4 | PLPSOOH | 0.9 | 0.6 | 93 | |
(LOX-1, 83 mg) | 10 | 30 | 12 | 4 | PLPSOOH | 78 | 60 | 98 | |
ChLOOMxP | (RB-photo, 20 mg) | 10 | 30 | 6 | 20 | ChLOOH | 18 | 11 | 98 |
(UV-photo, 0.9 mg) | 10 | 30 | 2 | 20 | ChLOOH | 0.8 | 0.5 | 95 | |
(LOX-1, 5.3 mg) | 10 | 30 | 2 | 20 | ChLOOH | 4.8 | 2.3 | 95 | |
LLLOOMxP | (RB-photo, 27 mg) | 10 | 30 | 6 | 4 | LLLOOH | 26 | 19 | 95 |
(UV-photo, 32 mg) | 10 | 30 | 6 | 4 | LLLOOH | 30 | 21 | 98 | |
(LOX-1, 8.2 mg) | 10 | 30 | 6 | 4 | LLLOOH | 7.6 | 5.0 | 98 | |
LAOOMxP | (RB-photo, 24 mg) | 5 | 30 | 1 | 4 | LAOOH | 22 | 14 | 95 |
(UV-photo, 26 mg) | 5 | 30 | 1 | 4 | LAOOH | 24 | 16 | 95 | |
(LOX-1, 85 mg) | 5 | 30 | 6 | 4 | LAOOH | 81 | 57 | 98 | |
LAMeOOMxP | (RB-photo, 30 mg) | 5 | 30 | 1 | 4 | LAMeOOH | 28 | 19 | 95 |
(UV-photo, 33 mg) | 5 | 30 | 1 | 4 | LAMeOOH | 31 | 20 | 97 | |
(LOX-1, 93 mg) | 5 | 30 | 6 | 4 | LAMeOOH | 90 | 78 | >99 |
aOxidation procedure.
bLC retention times and MS profiles of hydroperoxides are as follows; PLPCOOH, 11.0 min, 790.6 [M + H]+; PLPEOOH, 10.5 min, 748.5 [M + H]+; PLPSOOH, 8.5 min, 790.4 [M − H]−; ChLOOH, 26.5 min, 703.6 [M + Na]+; LLLOOH, 23.0 min, 933.7 [M + Na]+; LAOOH, 15.5 min, 330.3 [M + NH4]+; LAMeOOH, 11.5 min, 349.3 [M + Na]+.
Adapted with permission from Ref. 94. Copyright 2008 American Society for Biochemistry and Molecular Biology.