The chemical structure of an antioxidant purified from shrimp shell was analyzed. Positive reactions with both Folin−Ciocalteu's phenol reagent and ferric chloride−potassium ferricyanide reagent indicated the antioxidant was a phenolic compound. The presence of a primary amino group was indicated by reaction with ninhydrin. The base peak of the CI mass spectrum, at 165, and the presence of a peak in the EI spectrum at 164 suggested a MW of 164 for the compound. A base peak of 94 in the EI spectrum suggested the presence of a phenolic ring. The proton NMR spectrum was consistent with an ortho-disubstituted benzene. FT-IR indicated hydrogen bonded O H (3400 cm -1 ) and N H (3000 cm -1 ) stretching bands, and conjugated C C stretching or N H bending (1650 cm -1 ). UV absorption maxima were at 268 and 323 nm with ε max of 10 492 and 1246, respectively. The antioxidant was proposed to be 1,2-diamino-1-( o -hydroxyphenyl)propene.
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Seymour et al. (1996) studied this question.
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