Analysis of some commercial polysorbate formulations using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry

Ayorinde, Folahan O.; Gelain, Slair V.; Johnson, James H.; Wan, L. W.

doi:10.1002/1097-0231(20001130)14:22<2116::aid-rcm142>3.0.co;2-1

Cited by 119 publications

(101 citation statements)

References 6 publications

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“…. A few attempts have been made to determine the dominant structure for the various polysorbates using a variety of analytical methods [28][29][30][31] . For polysorbate 60 the dominant structure was determined as having chains composed of an almost equal distribution of ethylene oxide groups 31 .…”

Section: Molecular Structure Of Polysorbate 80supporting

confidence: 64%

“…The polysorbate 80 structure has a number of torsions around the core ring structure that define the rotation of the POE chains relative to each other, an important one being the torsion angle between either of the POE chains defined by atoms 21−26 or 20−31 and the POE chains defined by atoms 13−18 or 13−8. The distributions of these torsions were calculated and that defined by atoms (28,20,13,15) is given in Figure 13.…”

Section: Structure Of the Polysorbate 80 Molecule Within The Micellementioning

confidence: 99%

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Molecular dynamics simulation of a polysorbate 80 micelle in water

et al. 2011

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YesThe structure and dynamics of a single molecule of the nonionic surfactant polysorbate 80 (POE (20)\ud sorbitan monooleate; Tween 80 ) as well as a micelle of polysorbate 80 in water have been investigated\ud by molecular dynamics simulation. In its free state in water the polysorbate 80 molecule samples almost\ud its entire conformational space. The micelle structure is compact and exhibits a prolate ellipsoid shape,\ud with the surface being dominated by the polar terminal groups of the POE chains. The radius of\ud gyration of the micelle was 26.2 A. The physical radius, determined from both the radius of gyration\ud and atomic density, was about 35 A. The estimated diffusion constants for the free molecule (1.8 10 6\ud cm2 s 1) and the micelle (1.8 10 7 cm2 s 1) were found to be remarkably close to the respective\ud experimental values. The lateral diffusion of the molecules on the micelle surface was estimated to be\ud 1.7 10 7 cm2 s 1, which confirms the highly dynamic nature of the micelle structure.Tehran University of Medical Sciences & Health Service

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Section: Molecular Structure Of Polysorbate 80supporting

confidence: 64%

Section: Structure Of the Polysorbate 80 Molecule Within The Micellementioning

confidence: 99%

Molecular dynamics simulation of a polysorbate 80 micelle in water

et al. 2011

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“…They are chemically diverse mixtures containing sorbitan polyoxyethylene esters of fatty acids, along with substantial amounts of polyoxyethylene, sorbitan polyoxyethylene, and isosorbide polyoxyethylene fatty acid esters (Ayorinde et al, 2000;Frison-Norrie and Sporns, 2001;Kishore et al, 2011a). Polysorbates are well known to be vulnerable to degradation.…”

Section: Surfactants For Extraterrestrial Organic Extractionmentioning

confidence: 99%

“…It is therefore important that the surfactant chosen does not include impurities or produce degradation products sufficiently similar to biomarkers that cross-reaction with the antibodies can result in false positives. It is well known that commercially available PS80 is an impure mixture, containing abundant contaminants including isosorbide polyoxyethylene fatty acid esters (Ayorinde et al, 2000;Frison-Norrie and Sporns, 2001;Kishore et al, 2011a), the presence of which may be able to induce a false-positive detection of organic matter in a martian sample via crossreactivity with biomarkers. While purification of a surfactant to remove troublesome contaminants on Earth can be addressed during construction of such an instrument, the problem of degradation of the surfactant en route to Mars is more challenging.…”

Section: False Positives From Degradation Of Surfactantsmentioning

confidence: 99%

Searching for Life on Mars: Degradation of Surfactant Solutions Used in Organic Extraction Experiments

et al. 2014

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Life-detection instruments on future Mars missions may use surfactant solutions to extract organic matter from samples of martian rocks. The thermal and radiation environments of space and Mars are capable of degrading these solutions, thereby reducing their ability to dissolve organic species. Successful extraction and detection of biosignatures on Mars requires an understanding of how degradation in extraterrestrial environments can affect surfactant performance. We exposed solutions of the surfactants polysorbate 80 (PS80), Zonyl FS-300, and poly[dimethylsiloxane-co-[3-(2-(2-hydroxyethoxy)ethoxy)propyl]methylsiloxane] (PDMSHEPMS) to elevated radiation and heat levels, combined with prolonged storage. Degradation was investigated by measuring changes in pH and electrical conductivity and by using the degraded solutions to extract a suite of organic compounds spiked onto grains of the martian soil simulant JSC Mars-1. Results indicate that the proton fluences expected during a mission to Mars do not cause significant degradation of surfactant compounds. Solutions of PS80 or PDMSHEPMS stored at -20°C are able to extract the spiked standards with acceptable recovery efficiencies. Extraction efficiencies for spiked standards decrease progressively with increasing temperature, and prolonged storage at 60°C renders the surfactant solutions ineffective. Neither the presence of ascorbic acid nor the choice of solvent unequivocally alters the efficiency of extraction of the spiked standards. Since degradation of polysorbates has the potential to produce organic compounds that could be mistaken for indigenous martian organic matter, the polysiloxane PDMSHEPMS may be a superior choice of surfactant for the exploration of Mars.

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“…MALDI-ToF was also used to provide an independent measure of M n and M w . Ayorinde et al [18] tested a commercial formulation of Tween 20 purchased from Sigma Aldrich and very similar MALDIToF spectra were obtained in the present work for the same material, as shown in Fig. 3, suggesting the technique to provide consistent results in the present case.…”

Section: Synthesis and Characterization Of T1 T2 And T3mentioning

confidence: 99%

Synthesis and Photopolymerization of Tween 20 Methacrylate/N-vinyl-2-Pyrrolidone Blends

Borges

Jayakrishnan

Bourban

et al. 2012

Materials Science and Engineering: C

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Poly(oxyethylene 20 sorbitan) monolaurate (Tween® 20) methacrylates were synthesized by coupling methacryloyl chloride (MeOCl) to Tween 20 in the presence of 4-(N,N-dimethylamino) pyridine, using THF as a solvent, in order to investigate their suitability as precursors for photopolymerizable hydrogels in tissue engineering applications. The degree of substitution could be controlled by adjusting the molar ratio of MeOCl and Tween 20, giving three different monomers: Tween 20 monomethacrylate, Tween 20 dimethacrylate and Tween 20 trimethacrylate. Combined 1 H NMR and MALDI-TOF MS confirmed these monomers to be of high purity and to have polydispersities less than 1.3. It was shown that aqueous solutions of the monomers were photoactive, all the methacrylate groups reacting within 30 minutes exposure to a UV light intensity of 145 mW/cm 2 . Aqueous Tween 20 trimethacrylate was then combined with N-vinyl-2-pyrrolidone (NVP), giving tough copolymer hydrogels on photopolymerization, whose swelling ratios and swelling rates could be tuned by varying the Tween 20 trimethacrylate content. The use of a flexible spacer with a multifunctional monomer gives a permanent three-dimensional network, whilst maintaining degrees of swelling of between 60 and 85%, with potential for a wide range of biological and non-biological applications.

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Analysis of some commercial polysorbate formulations using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry

Cited by 119 publications

References 6 publications

Molecular dynamics simulation of a polysorbate 80 micelle in water

Molecular dynamics simulation of a polysorbate 80 micelle in water

Searching for Life on Mars: Degradation of Surfactant Solutions Used in Organic Extraction Experiments

Synthesis and Photopolymerization of Tween 20 Methacrylate/N-vinyl-2-Pyrrolidone Blends

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