Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Phase Transition of N-Acyl Amino Acids with Different Acyl Group
Shigeyoshi MiyagishiSeiichi MatsumuraTsuyoshi AsakawaMorie Nishida
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1986 Volume 59 Issue 2 Pages 557-561


The solid-liquid phase transitions of N-acyl amino acids with different acyl groups were investigated using a differential scanning calorimeter and an infrared spectrophotometer. The enthalpy and entropy changes of the transition increased by 3–5 kJ mol−1 and 8–10 J K−1mol−1, respectively, for an additional methylene group in N-acylglycine, and 7 kJ mol−1 and 18 J K−1mol−1, respectively, in the N-acyl-L,-alanine series. The same thermodynamic quantities of N-acylvalines were only slightly dependend on the acyl chain length, while they varied irregularly for the N-acylleucine series. Both the enthalpy and entropy were smaller for the L-form than for its racemic isomer in the N-acylleucines (C12 and above) and N-acylvalines. The differences of the thermodynamic quantities between the L- and DL-forms seems to result mainly from the difference of the molecular packing in the solid state.

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