Table 6.
Optimal MxP reaction conditions to prepare perketal
| Sample | Added PPTS | Added MxP | Total reaction volume | Time | Temp | Yielded perketalc | Perketal after LC isolation | |||
|---|---|---|---|---|---|---|---|---|---|---|
| in 20 mL of dichloromethane | mg/4 mL of dichloromethane | g | (mL) | mL | h | ℃ | mg | mg | ||
| PLPC | (RB-photo,a 30 mg PLPCOOHb) | 5 | 3 | (4.0) | 28 | 3 | 4 | PLPCOOMxP | 30 | 28 |
| (UV-photo, 1.7 mg PLPCOOH) | 2 | 1 | (1.3) | 25 | 2 | 4 | PLPCOOMxP | 1.6 | 1.5 | |
| (LOX-1, 96 mg PLPCOOH) | 5 | 3 | (4.0) | 28 | 3 | 4 | PLPCOOMxP | 96 | 92 | |
| PLPE | (RB-photo, 28 mg PLPEOOH) | 5 | 3 | (4.0) | 28 | 3 | 4 | PLPEOOMxP | 27 | 22 |
| (UV-photo, 1.4 mg PLPEOOH) | 2 | 1 | (1.3) | 25 | 2 | 4 | PLPEOOMxP | 1.3 | 1.0 | |
| (LOX-1, 92 mg PLPEOOH) | 5 | 3 | (4.0) | 28 | 3 | 4 | PLPEOOMxP | 90 | 86 | |
| PLPS | (RB-photo, 30 mg PLPSOOH) | 5 | 3 | (4.0) | 28 | 3 | 4 | PLPSOOMxP | 27 | 24 |
| (UV-photo, 1.3 mg PLPSOOH) | 2 | 1 | (1.3) | 25 | 2 | 4 | PLPSOOMxP | 1.2 | 1.0 | |
| (LOX-1, 94 mg PLPSOOH) | 5 | 3 | (4.0) | 28 | 3 | 4 | PLPSOOMxP | 88 | 83 | |
| ChL | (RB-photo, 27 mg ChLOOH) | 5 | 5 | (6.7) | 31 | 3 | 20 | ChLOOMxP | 26 | 20 |
| (UV-photo, 1.1 mg ChLOOH) | 2 | 2 | (2.7) | 27 | 3 | 20 | ChLOOMxP | 1.0 | 0.9 | |
| (LOX-1, 6.2 mg ChLOOH) | 2 | 2 | (2.7) | 27 | 3 | 20 | ChLOOMxP | 5.9 | 5.3 | |
| LLL | (RB-photo, 31 mg LLLOOH) | 10 | 5 | (6.7) | 31 | 3 | 20 | LLLOOMxP | 30 | 27 |
| (UV-photo, 35 mg LLLOOH) | 10 | 5 | (6.7) | 31 | 3 | 20 | LLLOOMxP | 33 | 32 | |
| (LOX-1, 9.4 mg LLLOOH) | 5 | 3 | (4.0) | 28 | 3 | 20 | LLLOOMxP | 9.3 | 8.2 | |
| LA | (RB-photo, 32 mg LAOOH) | 2 | 1 | (1.3) | 25 | 1 | 4 | LAOOMxP | 30 | 24 |
| (UV-photo, 35 mg LAOOH) | 2 | 1 | (1.3) | 25 | 1 | 4 | LAOOMxP | 32 | 26 | |
| (LOX-1, 99 mg LAOOH) | 5 | 2 | (2.7) | 27 | 1 | 4 | LAOOMxP | 95 | 85 | |
| LAMe | (RB-photo, 34 mg LAMeOOH) | 2 | 1 | (1.3) | 25 | 1 | 4 | LAMeOOMxP | 34 | 30 |
| (UV-photo, 36 mg LAMeOOH) | 2 | 1 | (1.3) | 25 | 1 | 4 | LAMeOOMxP | 36 | 33 | |
| (LOX-1, 97 mg LAMeOOH) | 5 | 2 | (2.7) | 27 | 1 | 4 | LAMeOOMxP | 97 | 93 | |
aOxidation procedure.
bLOOH concentration in sample.
cLC retention times and MS profiles of perketals are as follows: PLPCOOMxP, 20.0 min, 862.6 [M + H]+; PLPEOOMxP, 18.5 min, 820.6 [M + NH4]+; PLPSOOMxP, 15.5 min, 862.5 [M − H]−; ChLOOMxP, 51.5 min, 775.6 [M + Na]+; LLLOOMxP, 45.0 min, 1005.8 [M + Na]+; LAOOMxP, 49.5 min, 402.3 [M + NH4]+; LAMeOOMxP, 33.5 min, 416.3 [M + NH4]+.
Adapted with permission from Ref. 94. Copyright 2008 American Society for Biochemistry and Molecular Biology.