Alkyl Polyglycosides in Personal Care Products

Tesmann, H.; Kahre, J.; Hensen, H.; Salka, B.

doi:10.1002/9783527614691.ch5

Cited by 8 publications

(9 citation statements)

References 8 publications

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“…The selectivity to the main side products – anomers of octyl xylofuranoside ‐ were very low and did not exceed 3%. These results are consistent, in general, with the results achieved in well described “classical” Fischer method of the synthesis of alkyl glucosides ,. It is worth noting that furanoside/pyranoside ratios in Fischer glycosidation reaction is strongly depend on used catalyst.…”

Section: Resultssupporting

confidence: 92%

“…Figure shows the composition of post‐synthesis product. This chromatogram is very similar to typical GC chromatograms of reaction product of glucose and aliphatic alcohols, and demonstrates the presence two anomers of pyranoside derivative (main components) and two anomers of furanoside derivative (Figure ).…”

Section: Resultssupporting

confidence: 72%

“…Thanks to the great number of advantages such as good surface activity and excellent biodegradation properties they have numerous important applications in personal care products and cosmetics . The most common method of the synthesis of alkyl glucosides is reaction of glucose or glucose oligomers (glucose syrup, starch) with aliphatic alcohols according to Fischer glucosidation mechanism (Scheme ) ,…”

Section: Introductionmentioning

confidence: 99%

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Micellar Route of the Synthesis of Alkyl Xylosides: An Unexpected Effect of Amphiphilic Imidazolium Ionic Liquids

et al. 2018

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This manuscript presents results from the investigation on the synthesis of alkyl xylosides by the novel, very efficient and promising protocol of the Fischer synthesis from unprotected xylose and aliphatic alcohol. The use of 1‐alkyl‐3‐methylimidazolium hydrogen sulfate ionic liquids as the catalysts with dual functionality (surfactant + acid catalyst) and micellar reaction system are the main novelty of described method. It has been found that in developed method of the synthesis of alkyl xylosides the reaction of unprotected xylose with aliphatic alcohols carried out in mild reaction conditions and leads to alkyl xylosides with high yields. In progress analyses by Dynamic Light Scattering (DLS), High Performance Liquid Chromatography (HPLC) and Gas Chromatography (GC/MS) confirm the general postulated pathway of developed method.

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Section: Resultssupporting

confidence: 92%

Section: Resultssupporting

confidence: 72%

Section: Introductionmentioning

confidence: 99%

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Micellar Route of the Synthesis of Alkyl Xylosides: An Unexpected Effect of Amphiphilic Imidazolium Ionic Liquids

et al. 2018

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“…APGs contain more than one sugar group at the hydrophilic end and can be composed of a complex mixture of alkyl homologues, oligomers, anomers and isomers. These also find extensive use in preparation of micro emulsions, detergents, cosmetics and pesticide formulations because of their excellent behaviour at interfaces [8,9]. Commercial grade APGs contain short carbohydrate head groups, primarily monoglycosides and diglycosides, and their properties depend on the structure and bonding between the oligomeric head groups [8].…”

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confidence: 99%

β-Glycosidases: An alternative enzyme based method for synthesis of alkyl-glycosides

Rather

Mishra

2013

Sustain Chem Process

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Alkyl-glycosides and-polyglycosides are environment friendly, non-ionic surfactants with favourable properties like biodegradability and chemical stability. These are extensively used in personal care products, pharmaceutical preparations and membrane protein research. Commercial production of these surfactants is carried out in multiple steps through Fischer glycosylation reactions under extreme conditions in the presence of toxic catalysts. β-glycosidases provide an alternative enzymatic method for their synthesis as these are easily available from microbial systems and exhibit broad substrate specificity and high stereo-selectivity. This review highlights the recent progress in glycosidase catalyzed synthesis of alkyl-glycosides. Several reaction parameters that affect the overall reaction kinetics, such as, water activity, nature of the glycosyl donor, pH of the reaction medium, reaction time, temperature and source of enzyme are discussed. Strategies available to enhance the yield, including two-phase solvent systems and immobilization are described. Current challenges and future prospects in the biological routes of synthesis are also reviewed.

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“…In personal care products, alkyl polyglycosides represent a new concept in compatibility and care. They may be combined with conventional components and can even replace them in new types of formulations, leading to a rich spectrum of supplementary effects [45][46][47]. With regard to foam, alkyl polyglycosides are comparable to betaines and sulfosuccinates and can stabilize the foam of anionic surfactants in hard water and in the presence of sebum.…”

Section: Properties Of Alkyl Polyglycosidesmentioning

confidence: 99%

Surfactants Based on Carbohydrates and Proteins for Consumer Products and Technical Applications

Hill¹

2010

Surfactants From Renewable Resources

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Alkyl Polyglycosides in Personal Care Products

Cited by 8 publications

References 8 publications

Micellar Route of the Synthesis of Alkyl Xylosides: An Unexpected Effect of Amphiphilic Imidazolium Ionic Liquids

Micellar Route of the Synthesis of Alkyl Xylosides: An Unexpected Effect of Amphiphilic Imidazolium Ionic Liquids

β-Glycosidases: An alternative enzyme based method for synthesis of alkyl-glycosides

Surfactants Based on Carbohydrates and Proteins for Consumer Products and Technical Applications

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