軟体動物のエキス成分に関する研究-I : スルメイカより分離したα-iminodipropionic acid について-(1)

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In the automatic amino acid analysis of the muscle extracts of squid, Todarodes pacificus, a few unknown compounds were found in the acidic fraction. One of them giving a very weak coloration with ninhydrin reagent was isolated in crystalline form by ion-exchange column chromatography; m.p. 232-234°C (decompn.). Anal. C, 44.77; H, 6.92; N, 8.72%. Its molecular weight was determind by mass spectrometry to be 161 and its molecular formula, C6H11O4N. The electrophoretic behavior and IR spectrum strongly suggested that the substance is a monoaminodicarboxylic acid. The NMR spectum showed the presence of two CH3CH groups in the molecule. From these results the isolated compound was identified as α-iminodipropionic acid. This compound was reported by STADNIKOFF in 1907, but is new in nature, so far as the authors are aware. The final proof of its stereochemical structure will be given by further investigation.
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