Yeast Lipid Produced through Glycerol Conversions and Its Use for Enzymatic Synthesis of Amino Acid-Based Biosurfactants
The aim of the present work was to obtain microbial lipids (single-cell oils and SCOs) from oleaginous yeast cultivated on biodiesel-derived glycerol and subsequently proceed to the enzymatic synthesis of high-value biosurfactant-type molecules in an aqueous medium, with SCOs implicated as acyl dono...
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ftdoajarticles:oai:doaj.org/article:f88a2cf357884c648071414d7ea864cf 2023-12-31T10:00:57+01:00 Yeast Lipid Produced through Glycerol Conversions and Its Use for Enzymatic Synthesis of Amino Acid-Based Biosurfactants Dimitris Karayannis Seraphim Papanikolaou Christos Vatistas Cédric Paris Isabelle Chevalot 2022-12-01T00:00:00Z https://doi.org/10.3390/ijms24010714 https://doaj.org/article/f88a2cf357884c648071414d7ea864cf EN eng MDPI AG https://www.mdpi.com/1422-0067/24/1/714 https://doaj.org/toc/1661-6596 https://doaj.org/toc/1422-0067 doi:10.3390/ijms24010714 1422-0067 1661-6596 https://doaj.org/article/f88a2cf357884c648071414d7ea864cf International Journal of Molecular Sciences, Vol 24, Iss 1, p 714 (2022) biosurfactant microbial lipid aminoacylases N-acylation specificity factor Biology (General) QH301-705.5 Chemistry QD1-999 article 2022 ftdoajarticles https://doi.org/10.3390/ijms24010714 2023-12-03T01:35:11Z The aim of the present work was to obtain microbial lipids (single-cell oils and SCOs) from oleaginous yeast cultivated on biodiesel-derived glycerol and subsequently proceed to the enzymatic synthesis of high-value biosurfactant-type molecules in an aqueous medium, with SCOs implicated as acyl donors (ADs). Indeed, the initial screening of five non-conventional oleaginous yeasts revealed that the most important lipid producer was the microorganism Cryptococcus curvatus ATCC 20509. SCO production was optimised according to the nature of the nitrogen source and the initial concentration of glycerol (Glyc0) employed in the medium. Lipids up to 50% w / w in dry cell weight (DCW) (SCO max = 6.1 g/L) occurred at Glyc0 ≈ 70 g/L (C/N ≈ 80 moles/moles). Thereafter, lipids were recovered and were subsequently used as ADs in the N-acylation reaction catalysed by aminoacylases produced from Streptomyces ambofaciens ATCC 23877 under aqueous conditions, while Candida antarctica lipase B (CALB) was used as a reference enzyme. Aminoacylases revealed excellent activity towards the synthesis of acyl-lysine only when free fatty acids (FAs) were used as the AD, and the rare regioselectivity in the α-amino group, which has a great impact on the preservation of the functional side chains of any amino acids or peptides. Aminoacylases presented higher α-oleoyl-lysine productivity and final titer (8.3 g/L) with hydrolysed SCO than with hydrolysed vegetable oil. The substrate specificity of both enzymes towards the three main FAs found in SCO was studied, and a new parameter was defined, viz., Specificity factor (Sf), which expresses the relative substrate specificity of an enzyme towards a FA present in a FA mixture. The Sf value of aminoacylases was the highest with palmitic acid in all cases tested, ranging from 2.0 to 3.0, while that of CALB was with linoleic acid (0.9–1.5). To the best of our knowledge, this is the first time that a microbial oil has been successfully used as AD for biosurfactant synthesis. This bio-refinery ... Article in Journal/Newspaper Antarc* Antarctica Directory of Open Access Journals: DOAJ Articles International Journal of Molecular Sciences 24 1 714 |
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Open Polar |
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Directory of Open Access Journals: DOAJ Articles |
op_collection_id |
ftdoajarticles |
language |
English |
topic |
biosurfactant microbial lipid aminoacylases N-acylation specificity factor Biology (General) QH301-705.5 Chemistry QD1-999 |
spellingShingle |
biosurfactant microbial lipid aminoacylases N-acylation specificity factor Biology (General) QH301-705.5 Chemistry QD1-999 Dimitris Karayannis Seraphim Papanikolaou Christos Vatistas Cédric Paris Isabelle Chevalot Yeast Lipid Produced through Glycerol Conversions and Its Use for Enzymatic Synthesis of Amino Acid-Based Biosurfactants |
topic_facet |
biosurfactant microbial lipid aminoacylases N-acylation specificity factor Biology (General) QH301-705.5 Chemistry QD1-999 |
description |
The aim of the present work was to obtain microbial lipids (single-cell oils and SCOs) from oleaginous yeast cultivated on biodiesel-derived glycerol and subsequently proceed to the enzymatic synthesis of high-value biosurfactant-type molecules in an aqueous medium, with SCOs implicated as acyl donors (ADs). Indeed, the initial screening of five non-conventional oleaginous yeasts revealed that the most important lipid producer was the microorganism Cryptococcus curvatus ATCC 20509. SCO production was optimised according to the nature of the nitrogen source and the initial concentration of glycerol (Glyc0) employed in the medium. Lipids up to 50% w / w in dry cell weight (DCW) (SCO max = 6.1 g/L) occurred at Glyc0 ≈ 70 g/L (C/N ≈ 80 moles/moles). Thereafter, lipids were recovered and were subsequently used as ADs in the N-acylation reaction catalysed by aminoacylases produced from Streptomyces ambofaciens ATCC 23877 under aqueous conditions, while Candida antarctica lipase B (CALB) was used as a reference enzyme. Aminoacylases revealed excellent activity towards the synthesis of acyl-lysine only when free fatty acids (FAs) were used as the AD, and the rare regioselectivity in the α-amino group, which has a great impact on the preservation of the functional side chains of any amino acids or peptides. Aminoacylases presented higher α-oleoyl-lysine productivity and final titer (8.3 g/L) with hydrolysed SCO than with hydrolysed vegetable oil. The substrate specificity of both enzymes towards the three main FAs found in SCO was studied, and a new parameter was defined, viz., Specificity factor (Sf), which expresses the relative substrate specificity of an enzyme towards a FA present in a FA mixture. The Sf value of aminoacylases was the highest with palmitic acid in all cases tested, ranging from 2.0 to 3.0, while that of CALB was with linoleic acid (0.9–1.5). To the best of our knowledge, this is the first time that a microbial oil has been successfully used as AD for biosurfactant synthesis. This bio-refinery ... |
format |
Article in Journal/Newspaper |
author |
Dimitris Karayannis Seraphim Papanikolaou Christos Vatistas Cédric Paris Isabelle Chevalot |
author_facet |
Dimitris Karayannis Seraphim Papanikolaou Christos Vatistas Cédric Paris Isabelle Chevalot |
author_sort |
Dimitris Karayannis |
title |
Yeast Lipid Produced through Glycerol Conversions and Its Use for Enzymatic Synthesis of Amino Acid-Based Biosurfactants |
title_short |
Yeast Lipid Produced through Glycerol Conversions and Its Use for Enzymatic Synthesis of Amino Acid-Based Biosurfactants |
title_full |
Yeast Lipid Produced through Glycerol Conversions and Its Use for Enzymatic Synthesis of Amino Acid-Based Biosurfactants |
title_fullStr |
Yeast Lipid Produced through Glycerol Conversions and Its Use for Enzymatic Synthesis of Amino Acid-Based Biosurfactants |
title_full_unstemmed |
Yeast Lipid Produced through Glycerol Conversions and Its Use for Enzymatic Synthesis of Amino Acid-Based Biosurfactants |
title_sort |
yeast lipid produced through glycerol conversions and its use for enzymatic synthesis of amino acid-based biosurfactants |
publisher |
MDPI AG |
publishDate |
2022 |
url |
https://doi.org/10.3390/ijms24010714 https://doaj.org/article/f88a2cf357884c648071414d7ea864cf |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
International Journal of Molecular Sciences, Vol 24, Iss 1, p 714 (2022) |
op_relation |
https://www.mdpi.com/1422-0067/24/1/714 https://doaj.org/toc/1661-6596 https://doaj.org/toc/1422-0067 doi:10.3390/ijms24010714 1422-0067 1661-6596 https://doaj.org/article/f88a2cf357884c648071414d7ea864cf |
op_doi |
https://doi.org/10.3390/ijms24010714 |
container_title |
International Journal of Molecular Sciences |
container_volume |
24 |
container_issue |
1 |
container_start_page |
714 |
_version_ |
1786793216219021312 |