Analytical and Bioanalytical Chemistry

, Volume 411, Issue 12, pp 2675–2685 | Cite as

Selective chiral recognition of alanine enantiomers by chiral calix[4]arene coated quartz crystal microbalance sensors

  • Farabi Temel
  • Serkan Erdemir
  • Begum Tabakci
  • Merve Akpinar
  • Mustafa TabakciEmail author
Research Paper


We describe the synthesis of new chiral calix[4]arene derivatives having (R)-1-phenylethylamine, (S)-1-phenylethylamine, (R)-2-phenylglycinol, and (S)-2-phenylglycinol moieties, and chiral recognition studies for enantiomers of some selected α-amino acid derivatives such as alanine, phenylalanine, serine, and tryptophan using a quartz crystal microbalance (QCM). Initial experiments indicated that the highest selective chiral recognition factor was 1.42 for alanine enantiomers. The sensitivity, limit of detection, and time constant for l-alanine were calculated as 0.028 Hz/μM, 60.9 μM, and 36.2 s, respectively. The results indicated that real-time, sensitive, selective, and effective chiral recognition of alanine enantiomers was achieved with a QCM sensor coated with a chiral calix[4]arene derivative having (R)-2-phenylglycinol moieties.


Amino acid Calixarene Alanine Chiral recognition Quartz crystal microbalance sensor 



We thank the Technical Research Council of Turkey (TUBITAK grant number 115Z249) and the Research Foundation of Selçuk University (SUBAP grant number 16401003), Konya, Turkey, and for financial support of this work produced from FT’s Ph.D. thesis.

Compliance with ethical standards

Conflict of interest

The authors declare that they have no competing interests.

Supplementary material

216_2019_1705_MOESM1_ESM.pdf (1.2 mb)
ESM 1 (PDF 1.17 mb)


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Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  • Farabi Temel
    • 1
    • 2
  • Serkan Erdemir
    • 3
  • Begum Tabakci
    • 3
  • Merve Akpinar
    • 1
    • 2
  • Mustafa Tabakci
    • 1
    • 2
    Email author
  1. 1.Department of Chemical EngineeringKonya Technical UniversityKonyaTurkey
  2. 2.Department of Chemical EngineeringSelçuk UniversityKonyaTurkey
  3. 3.Department of ChemistrySelçuk UniversityKonyaTurkey

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