A novel enzymatic approach for the synthesis of arginine N-alkyl amide and ester derivatives is reported. Papain deposited onto solid support materials was used as catalyst for the amide and ester bond formation between Z-Arg-OMe and various long-chain alkyl amines and alcohols (H 2 N-C n , HO-C n ;
Enzymatic synthesis of specialty surfactants
- Publisher
- John Wiley and Sons
- Year
- 2009
- Tongue
- English
- Weight
- 44 KB
- Volume
- 104
- Category
- Article
- ISSN
- 0006-3592
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β¦ Synopsis
Alkyl glycosides with long hydrocarbon and long carbohydrate chains are biodegradable surfactants with attractive physico-chemical properties and low toxicity. Potential application areas include pharmaceutical preparations and cosmetics. Unfortunately, they are very difficult to synthesize. Chemical synthesis involves protection/deprotection reactions in organic solvents and the yields are low.
Here, Adlercreutz and coworkers show that a cyclodextrin glycosyl transferase (CGTase) can be used to catalyze efficient synthesis of these compounds in aqueous solution. The enzyme is used to add six glucose residues in one step to an alkyl maltoside, and thereby the desired length of the carbohydrate chain is reached. Two enzymes were compared and the reaction using the Bacillus macerans enzyme was optimized with respect to substrate concentrations, pH, temperature, and reaction time. Yields up to 80% were obtained.
π SIMILAR VOLUMES
A novel chemo-enzymatic synthesis of argininebased gemini cationic surfactants bis(Args) is reported. These compounds consist of two single N β£ -acyl-arginine structures connected through the alfa-carboxylic groups of the arginine residues by a β£,-diaminoalkane spacer chain. N β£ -Acyl-L-arginine alk
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract The effects of Tween 80 on the enzymatic hydrolysis of newspaper were tested. By monitoring sugar production it was found that the surfactant (0.1%) increased the rate and extent of cellulose saccharification. Consequently, the rate of enzyme usage in the hydrolysis reactor was improved