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Polycondensation of L-Lysine Diketopiperazine with Tartaric Acid - Evidence on the Formation of Cyclic Oligomers

✍ Scribed by Maria Antònia Majó; Jordi J. Bou; Concepción Herranz; Sebastián Muñoz-Guerra


Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
158 KB
Volume
207
Category
Article
ISSN
1022-1352

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✦ Synopsis


Abstract

Summary: Reaction of active esters of O‐protected D‐and L‐tartaric acid with L‐lysine 2,5‐diketopiperazine afforded optically active low molecular weight compounds with T~g~  130 °C. ^13^C NMR results indicated that the condensation product consisted of cyclic oligomers made from 1 to 6 repeating units. Mass spectrometric analysis by MALDI‐TOF ascertained such interpretation and suggested a revision of previous work reporting on polymerization of 2,5‐diketopiperazines.

MALDI‐TOF profile of __c__KT‐LL.

magnified imageMALDI‐TOF profile of __c__KT‐LL.