Tandem Mass Spectrometry and Nuclear Magnetic Resonance Spectroscopy Studies of Candida bombicola Sophorolipids and Product Formed on Hydrolysis by Cutinase

Dekoster, C.G.; Heerma, W.; Pepermans, Henri; Groenewegen, A.; Peters, H. P. F.; Haverkamp, Johan

doi:10.1006/abio.1995.1448

Cited by 42 publications

(30 citation statements)

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“…Nevertheless, this is in contrast with previous works in which β-conformation was reported for SL. 17,56 As a first conclusion, one can then say that the OA moiety does not acquire a fully elongated conformation. When a sphere-to-cylinder transition occurs or when an ellipsoid form factor is used, the cross-sectional radius determined by SANS is even smaller, that is about 15 Å.…”

Section: E-mentioning

confidence: 99%

Unusual, pH-Induced, Self-Assembly Of Sophorolipid Biosurfactants

et al. 2012

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International audienceAn increasing need exists for simple, bioderived, nontoxic, and up-scalable compounds with stimuli-responsive properties. Acidic sophorolipids (SL) are glucose-based biosurfactants derived from the yeast broth of Candida bombicola (teleomorph: Starmerella bombicola). The specific design of this molecule, a sophorose head with a free end-COOH group at the end of the alkyl chain, makes it a potentially interesting pH-responsive compound. We have specifically investigated this assumption using a combination of small angle neutron scattering (SANS), transmission electron microscopy under cryogenic conditions (Cryo-TEM), and nuclear magnetic resonance (NMR) techniques and found a strong dependence of SL self-assembly on the degree of ionization, α, of the COOH group at concentration values as low as 5 and 0.5 wt %. At least three regimes can be identified where the supramolecular behavior of SL is unexpectedly different: (1) at low α values, self-assembly is driven by concentration, C, and micelles are mainly identified as nonionic objects whose curvature decreases (sphere-to-rod) with C; (2) at mid α values, the formation of COO– groups introduces negative charges at the micellar surface inducing an increase in curvature (rod-to-sphere transition). Repulsive electrostatic long-range interactions appear at this stage. In both regimes 1 and 2, the cross-section radius of the micelles is below 25 Å. This behavior is concentration independent. (3) At α = 1, individual micelles seem to favor the formation of large netlike tubular aggregates whose size is above 100 nm. Such a complex behavior is very unique as it is generally not observed for common alkyl-based surfactants in concentration ranges below 5–10 wt %

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Section: E-mentioning

confidence: 99%

Unusual, pH-Induced, Self-Assembly Of Sophorolipid Biosurfactants

et al. 2012

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“…The lengths of the fatty acids vary depending on the medium content, 16-18 carbons being the usual composition. 6,7) Hydroxyl fatty acids such as C20 and C20:1 were reported to be minor components by Davila et al (1997). 8) Unsaturated fatty acid chains and acetylated compounds are usually obtained as mixtures.…”

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confidence: 99%

Production of Sophorolipid Biosurfactant byPichia anomala

Thaniyavarn

Chianguthai

Sangvanich

et al. 2008

Bioscience, Biotechnology, and Biochemistry

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“…The foaming abilities of the SL mixtures decreased with the an increased ratio of SL-L100 and maintained low foaming heights below 25 mm above 55% SL-L100 ( ). These observations may be attributed to the destruction of their assemblies, because SL-L100 with cubic-like three-dimensional structure 27) may break into their aggregates. The considerations presented above indicate that SL-L100 has the both characteristics of the enhancement for micelle formation and the reduction of the foaming property.…”

Section: Discussionmentioning

confidence: 99%