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. Author manuscript; available in PMC: 2014 Feb 1.
Published in final edited form as: Chem Phys Lipids. 2013 Jan 23;0:21–32. doi: 10.1016/j.chemphyslip.2013.01.002

Table II.

Diagnostic MS and 1H NMR characteristics of 9S/R-hydroperoxy-10E, 12Z-octadecadienoic acid and Beta vulgaris incubation products

Incubation Products Hydroperoxide precursor: 9R
graphic file with name nihms458479t7.jpg 		Product stereochemistry GC-MS (DMP)-MeTMS diagnostic ions 1H-NMR DMP geminal (OH) proton cis-epoxide 1H-NMR DMP-methyl (ppm)
5 minute incubation graphic file with name nihms458479t8.jpg 9R-hydroxy,12R,13S-epoxy m/z 259 H12 – 3.25 ppm
J12,13 = 4.4 Hz
60 minute incubation graphic file with name nihms458479t9.jpg 9R,12S,13S
12,13-syn (threo)		 m/z 209 & 259 H12 – 4.06 ppm
J12,13 = 7.3 Hz
J11,12 = 7.3 Hz		 1.46
1.48
Hydroperoxide precursor: 9S
graphic file with name nihms458479t10.jpg
5 minute incubation graphic file with name nihms458479t11.jpg 9S-hydroxy,12R,13S-epoxy m/z 259 cis-epoxide
H12 – 3.25 ppm
J12,13 = 4.4 Hz
60 minute incubation graphic file with name nihms458479t12.jpg 9S,12S,13S
12,13-syn (threo)		 m/z 209 & 259 H12 – 4.06 ppm
J12,13 = 7.1 Hz
J11,12 = 7.3 Hz		 1.46
1.47

R = HO2C(CH2)7−