Candida bombicola  : production of novel alkyl glycosides based on glucose/2-dodecanol

Brakemeier, Andreas; Wullbrandt, Dieter; Lang, Siegmund

doi:10.1007/s002530051271

Cited by 38 publications

(28 citation statements)

References 10 publications

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“…In an effort to reduce the chain length of the lipophilic part and to exclude the occurrence of lactonic/acidic sophorolipids, Brakemeier et al (1998a) reported on new sophorolipid structures when changing the co-substrate. Using 2-dodecanol, they found exclusively nonacidic 2-dodecyl sophorosides containing only twelve carbon atoms in the lipophilic moiety.…”

Section: Structure Elucidation and Characterization Of Microbial 2-trmentioning

confidence: 99%

“…The main culture was performed in a 2-l shake fl ask containing 500 ml of the basic medium of Brakemeier et al (1998a) Brakemeier et al (1998a). After 9 d of incubation at 30 °C and 100 rpm the resulting mixture of alkyl sophorosides was extracted twice with ethyl acetate.…”

Section: Microorganism and Culture Conditionsmentioning

confidence: 99%

“…Based on the experience of Brakemeier et al (1998a) with the production of alkyl sophorosides by using a co-substrate with an even number of carbon atoms, C. bombicola was cultured in the presence of a co-substrate with an odd number of carbon atoms, 2-tridecanone. After 9 days of cultivation and extraction with ethyl acetate (two times), 1.5 g crude product were obtained from 1 l culture volume.…”

Section: Cultivation With Co-substrates With An Odd Number Of Carbon mentioning

confidence: 99%

“…The positions 6' and 6" of the sophorose and the C-12 position of the fatty alcohol are highlighted, because the six compounds differed by their substituents at these positions (Table I). The denomination of the compounds (last column of Table I) followed the appropriate nomenclature of 2-dodecyl sophorosides ( Brakemeier et al, 1998a).…”

Section: Cultivation With Co-substrates With An Odd Number Of Carbon mentioning

confidence: 99%

“…Glucosyltransferase 3 + acetylation To compare the values of our 2-tridecyl sophorosides with those of the corresponding 2-dodecyl sophorosides (one carbon atom less) and 2-tetradecyl sophorosides (one carbon atom more), those compounds (Brakemeier, 1997;Brakemeier et al, 1998a) were tested as well in the surface tension measurements. According to their lower lipophilic character (SL-E 2 -12 , 12 carbon atoms) or, on the other hand, stronger lipophilic character (SL-E 2 -14 , 14 carbon atoms) these very similar glycolipids effected somewhat lower values (31 mN m .…”

Section: Sl-c 2-13mentioning

confidence: 99%

See 4 more Smart Citations

Structure Elucidation and Characterization of Microbial 2-Tridecyl Sophorosides (Biosurfactants)

Recke

Park

Gerlitzki

et al. 2013

Zeitschrift Für Naturforschung C

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Section: Structure Elucidation and Characterization Of Microbial 2-trmentioning

confidence: 99%

Section: Microorganism and Culture Conditionsmentioning

confidence: 99%

Section: Cultivation With Co-substrates With An Odd Number Of Carbon mentioning

confidence: 99%

Section: Cultivation With Co-substrates With An Odd Number Of Carbon mentioning

confidence: 99%

Section: Sl-c 2-13mentioning

confidence: 99%

See 3 more Smart Citations

Structure Elucidation and Characterization of Microbial 2-Tridecyl Sophorosides (Biosurfactants)

Recke

Park

Gerlitzki

et al. 2013

Zeitschrift Für Naturforschung C

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Yeast glycolipid biosurfactants

2017

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Edited by Wilhelm JustVarious yeasts, both conventional and exotic ones, are known to produce compounds useful to mankind. Ethanol is the most known of these compounds, but more complex molecules such as amphiphilic biosurfactants can also be derived from eukaryotic microorganisms at an industrially and commercially relevant scale. Among them, glycolipids are the most promising, due to their attractive properties and high product titers. Many of these compounds can be considered as secondary metabolites with a specific function for the host. Hence, a dedicated biosynthetic process enables regulation and combines pathways delivering the lipidic moiety and the hydrophilic carbohydrate part of the glycolipid. In this Review, we will discuss the biosynthetic and regulatory aspects of the yeast-derived sophorolipids, mannosylerythritol lipids, and cellobiose lipids, with special emphasis on the relation between glycolipid synthesis and the general lipid metabolism.

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Production of new‐to‐nature sophorolipids by cultivating the yeast Candida bombicola on unconventional hydrophobic substrates

Bogaert

Fleurackers²,

Kerrebroeck

et al. 2010

Biotech & Bioengineering

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The naturally occurring sophorolipids synthesized by Candida bombicola possess--despite their overall heterogeneity--little variation in the length of the lipid tail. The range is limited to C16-C18 fatty acids and is governed by the specificity of a cytochrome P450 monooxygenase. However, incorporation of fatty acids differing from the conventional C16-C18 range could broaden up the application potential of sophorolipids. The incorporation of medium-chain fatty acids should render the molecules more hydrophilic and consequently improve their water solubility. Two strategies to circumvent this C16-C18 preference are described in this paper. The first one skips the controlling action of the cytochrome P450 enzyme by supplying the yeast with already hydroxylated substrates, while the other method is based on the deception of the enzyme by presenting it substrates structurally resembling stearic acid. This later strategy can be applied to create very specific tailor-made sophorolipids when combined with post-fermentive modification.

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Candida bombicola : production of novel alkyl glycosides based on glucose/2-dodecanol

Cited by 38 publications

References 10 publications

Structure Elucidation and Characterization of Microbial 2-Tridecyl Sophorosides (Biosurfactants)

Structure Elucidation and Characterization of Microbial 2-Tridecyl Sophorosides (Biosurfactants)

Yeast glycolipid biosurfactants

Production of new‐to‐nature sophorolipids by cultivating the yeast Candida bombicola on unconventional hydrophobic substrates

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