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FTIR spectroscopy characterization of fatty-acyl-chain conjugates

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Abstract

FTIR spectroscopy is used to identify poly-l-lysin fatty-acyl-chain (PLL-FAC) conjugates based on structural differences found between FAC species. Twenty-one PLL-FAC models were used, from C8 to C24, and with up to 5 unsaturation levels (C20:5). Curve fitting of the 3050–2800 cm−1 spectral interval permitted extraction of IR bands belonging to the stretching vibration modes of methyl, methylene, and alkene groups. Based on molecular structure models in 3D, the number and position of methyl bands could be set according to chain length and unsaturation level. Band positions for ν-(C = C < H), νas(CH3), and νas(CH2) groups did not follow the maximum intensity shift of spectrum curve; it is the underlying band’s intensity that is modifying maximum intensity of spectrum curve with respect to chain length and unsaturation level. We thus propose to use FTIR spectroscopy for the production monitoring and the quality control of PLL-FAC conjugates used as nutritional complements, and this should be extended to analysis of fatty acid compounds in general.

Legend: Fatty-acyl-chain FTIR spectra bands assignation according to curve-fitting methods and cross-validated by molecular structure modeling. Series of fatty-acyl-chain conjugates of different length and with increased unsaturation levels allow determining the position of ν(-C = C < H), νas(CH3), and νas(CH2) groups. It is also demonstrated that νas(CH3) groups from polypeptidic chain or fatty acids do not raise and absorption band at the same location. Finally, νas(CH2) groups raise different absorption bands according to their position in the fatty acyl chain, at primer position (close to ester or amide bond), inner or terminal positions. The unsaturations of fatty acyl chains give rise to at least two ν(-C = C < H) absorption bands with second unsaturation group.

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Abbreviations

ATR:

Attenuated total reflectance

FAC:

Fatty acyl chain

FTIR:

Fourier-transform infrared

PLL:

Poly-l-lysine

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Acknowledgments

This work was supported by the the “Ligue Nationale contre le cancer,” the “Agence Nationale de la Recherche” (ANR – contract n° ANR-13-TECS-0001).

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Authors and Affiliations

  1. University of Bordeaux, Inserm U1029 LAMC, Allée Geoffroy Saint-Hillaire Bat B2, 33600, Pessac, France

    Vladimir Bobroff & Cyril Petibois

  2. Analytical Standard Solutions – A2S, 284 rue Blaise Pascal, 33127, Saint Jean d’Illac, France

    Cyril Rubio

  3. Gemac Lieu dit Berganton, 33127, Saint Jean d’Illac, France

    Valérie Vigier

Authors
  1. Vladimir Bobroff
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  2. Cyril Rubio
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  3. Valérie Vigier
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  4. Cyril Petibois
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Correspondence to Cyril Petibois.

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Bobroff, V., Rubio, C., Vigier, V. et al. FTIR spectroscopy characterization of fatty-acyl-chain conjugates. Anal Bioanal Chem 408, 319–326 (2016). https://doi.org/10.1007/s00216-015-9111-6

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  • DOI: https://doi.org/10.1007/s00216-015-9111-6

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