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. 2017 Aug 17;12(8):e0182297. doi: 10.1371/journal.pone.0182297

Table 1. Different esterification conditions for BMIPP or BDP-C16.

Yields tested by injection of the crude reaction mixture into HPLC and comparison of the esterified vs. the non-esterified FA signal plus byproducts.

Fatty acid Coupling agent Solvent Rec. volume [μL] Activator Temperature [°C] Reaction time [min] Yield [%] n
BMIPP 1,3-Diolein Toluene 50 SOCl2 70 30 72 4
BMIPP 1,3-Diolein Acetonitrile 50 SOCl2 70 30 0.6 1
BMIPP 1,3-Diolein Diethylether 50 SOCl2 70 30 67 1
BMIPP 1,3-Diolein Tetrachlormethane 50 SOCl2 70 30 8 1
BMIPP 1,3-Diolein Benzene 50 SOCl2 70 30 38 1
BMIPP 1,3-Diolein Toluene 50 Oxalyl Chloride 70 30 43 1
BMIPP 1,3-Diolein Toluene 50 Oxalyl Chloride 70 60 44 1
BMIPP 1,3-Diolein Toluene 50 SOCl2 70 90 54 2
BMIPP 1,3-Diolein Toluene 50 SOCl2 70 120 67 2
BMIPP 1,3-Diolein Toluene 50 SOCl2 70 150 86 2
BMIPP EtOH MeCN 100 SOCl2 0 30 1 1
BMIPP EtOH MeCN 100 SOCl2 22 30 64 1
BMIPP EtOH MeCN 100 SOCl2 70 30 88 1
Bodipy C16 1,3-Diolein Toluene 200 SOCl2 70 30 59 1
Bodipy C16 1,3-Diolein Toluene 50 SOCl2 70 30 95 8