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  2. Tailoring the Adsorption of ACE-Inhibiting Peptides by Nitrogen Functionalization of Porous Carbons

Tailoring the Adsorption of ACE-Inhibiting Peptides by Nitrogen Functionalization of Porous Carbons

  • Langmuir. 2019 Jul 30;35(30):9721-9731. doi: 10.1021/acs.langmuir.9b00996.
Christiane Huettner Diana Hagemann Erik Troschke Felix Hippauf 1 Lars Borchardt 2 Steffen Oswald 3 Thomas Henle Stefan Kaskel
Affiliations

Affiliations

  • 1 Fraunhofer Institute for Material and Beam Technology (IWS) , Winterbergstraße 28 , 01277 Dresden , Germany.
  • 2 Inorganic Chemistry , Ruhr Universität Bochum , Universitätsstraße 150 , 44801 Bochum , Germany.
  • 3 Leibniz Institute for Solid State and Materials Research Dresden (IFW) , Helmholtzstraße 20 , 01069 Dresden , Germany.
Abstract

Bioactive Peptides, such as isoleucyl-tryptophan (IW), exhibit a high potential to inhibit the angiotensin-converting Enzyme (ACE). Adsorption on carbon Materials provides a beneficial method to extract these specific molecules from the complex mixture of an α-lactalbumin hydrolysate. This study focuses on the impact of nitrogen functionalization of porous carbon adsorbents, either via pre- or post-treatment, on the adsorption behavior of the ACE-inhibiting peptide IW and the essential amino acid tryptophan (W). The commercially activated carbon Norit ROX 0.8 is compared with pre- and postsynthetically functionalized N-doped carbon in terms of surface area, pore size, and surface functionality. For prefunctionalization, a covalent triazine framework was synthesized by trimerization of an aromatic nitrile under ionothermal conditions. For the postsynthetic approach, the activated carbon ROX 0.8 was functionalized with the nitrogen-rich molecule melamine. The batch adsorption results using model mixtures containing the single components IW and W could be transferred to a more complex mixture of an α-lactalbumin hydrolysate containing a huge number of various Peptides. For this purpose, reverse-phase high-pressure liquid chromatography with fluorescence detection was used for identification and quantification. The treatment with the three different carbon Materials leads to an increase in the ACE-inhibiting effect in vitro. The modified surface structure of the carbon via pre- or post-treatment allows separation of IW and W due to the certain selectivity for either the amino acid or the dipeptide.

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