Hydrolysis of surfactin over activated carbon

Hanna Fałtynowicz; Paweł Hodurek; Jan Kaczmarczyk; Marek Kułażyński; Marcin Łukaszewicz

doi:10.1016/j.bioorg.2019.03.070

Hydrolysis of surfactin over activated carbon

Bioorg Chem. 2019 Dec:93:102896. doi: 10.1016/j.bioorg.2019.03.070. Epub 2019 Apr 3.

Authors

Hanna Fałtynowicz¹, Paweł Hodurek², Jan Kaczmarczyk³, Marek Kułażyński⁴, Marcin Łukaszewicz⁵

Affiliations

¹ Department of Chemistry and Technology of Fuels, Faculty of Chemistry, Wrocław University of Science and Technology, Gdańska Str. 7/9, 50-344 Wrocław, Poland. Electronic address: hanna.faltynowicz@pwr.edu.pl.
² Department of Medical Biochemistry, Faculty of Medicine, Wrocław Medical University, Chałubińskiego Str. 10, 50-368 Wrocław, Poland.
³ Department of Chemistry and Technology of Fuels, Faculty of Chemistry, Wrocław University of Science and Technology, Gdańska Str. 7/9, 50-344 Wrocław, Poland. Electronic address: jan.kaczmarczyk@pwr.edu.pl.
⁴ Department of Chemistry and Technology of Fuels, Faculty of Chemistry, Wrocław University of Science and Technology, Gdańska Str. 7/9, 50-344 Wrocław, Poland; InventionBio, Wojska Polskiego 65, 85-825 Bydgoszcz, Poland. Electronic address: marek.kulazynski@pwr.edu.pl.
⁵ Biotransformation Department, Faculty of Biotechnology, University of Wrocław, Fryderyka Joliot-Curie Str. 14a, 50-383 Wrocław, Poland; InventionBio, Wojska Polskiego 65, 85-825 Bydgoszcz, Poland. Electronic address: marcin.lukaszewicz@uwr.edu.pl.

PMID: 30952450
DOI: 10.1016/j.bioorg.2019.03.070

Abstract

Surfactin is obtained through biocatalysis by microorganisms. In our biorefinery concept, it is purified on activated carbon (AC) during downstream processing. Besides cyclic surfactin, it is possible to obtain linear surfactin analogues, when AC with specific properties is used. In the present article, the hydrolysis of various cyclic surfactin analogues mediated by activated carbon is described. Hydrolysis products were identified using HPLC/UV/MS and (Q-TOF)MS/MS. Hydrolytic activity of six commercial and three modified activated carbons was evaluated. The porous texture of ACs was determined by sorption measurements and elemental composition of ACs surface - by SEM-EDS analysis. Their pH_PZC value and moisture, ash, and volatile matter content using proximate analysis were also determined. Properties of ACs were correlated with their hydrolytic activity, and the crucial role of alkaline pH_PZC was found. The beneficial effect of alkaline pH_PZC was further confirmed by acid modification of AC that had previously shown hydrolytic activity and lost this ability after the pH_PZC decrease.

Keywords: Activated carbon catalyst; Biosurfactant; Depsipeptide; Linear surfactin; Linearization; Lipopeptide; Mass spectrometry; Modified activated carbon; Sorbent; Surfactin analogue.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Brassica napus / chemistry
Charcoal*
Hydrolysis
Lipopeptides / chemistry*
Peptides, Cyclic / chemistry*
Protein Conformation

Substances

Lipopeptides
Peptides, Cyclic
Charcoal
surfactin peptide