Fatty acid

DATA No : DFA8058 INFORMANT : Tetsuyuki Kobayashi

NAME : Methyl-10,12-Epidioxy-13-Hydroperoxy-8,15-Octadecadienoate

COMMON NAME	:
SYMBOL	:
FORMULA	:	C₁₉H₃₂O₆ MOL.WT (average) : 356.454

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BIOLOGICAL ACTIVITY

It reacts with DNA in the presence of Fe ions and ascorbic acid(Ref. 8096).

PHYSICAL AND CHEMICAL PROPERTIES

MELTING POINT	:

BOILING POINT	:

REFRACTIVE INDEX	:

OPTICAL ROTATION	:

DENSITY	:

SOLUBILITY	:

SPECTRAL DATA

UV SPECTRA	:

IR SPECTRA	:	OOH group: 3660-3150cm^-¹[bonded], 3520cm^-¹[free]; OLEFINIC PROTONS: 3020-3002cm^-¹; isolated trans unsaturation: 960cm^-¹(Ref. 8084)

NMR SPECTRA	:	¹H-NMR(105): C17[terminal methyl group attached ton the vinyl group]: 1.78ppm (Ref. 8084)

MASS SPECTRA	:	GC-EI-MS(after reduction(PH3P) and TMS-derivatization)(Ref. 8084): m/e=307[M-CH3- HOTMS]; 241[M-171]; 171[SMTO=CHCH2CH=CHCH2CH3], GC-EI-MS(after reduction, hydrogenation, and tms-derivatization)(Ref. 8084)

OTHER SPECTRA	:

CHROMATOGRAM DATA

SOURCE

Photoenhancemant of linoleate peroxydation[Type II](Ref. 8084). Production of 10-hydroperoxyradical by singlet-oxygen mediated oxydation of linolate via 1,3-cyclization(Ref. 8026/8084).

CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES

[8026]

AUTHOR	:	Frankel, E. N.
TITLE	:	Chemistry of free radical and singlet oxidation of lipids PubMed ID:6100997
JOURNAL	:	Prog Lipid Res.
VOL	:	23 PAGE : 197-221 (1984)

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[8084]

AUTHOR	:	Neff, W. E., Frankel, E. N., and Weisleder, D.
TITLE	:	Photosensitized Oxidation of Methyl Linolenate. Secondary Products
JOURNAL	:	Lipids
VOL	:	17 PAGE : 780 -790 (1982)

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[8096]

AUTHOR	:	Fujimoto, K., Neff, W. E., and Frankel, E. N.
TITLE	:	The reaction of DNA with lipid oxidation products, metals and reducing agents PubMed ID:6466690
JOURNAL	:	Biochim Biophys Acta.
VOL	:	795 PAGE : 100-107 (1984)

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