Chemoenzymatic synthesis: A strategy to obtain xylitol monoesters

Journal of Chemical Technology and Biotechnology

Volumn 84, Issue 7, 2009, Pages 957-960

  Rufino, Alessandra R ^a   Biaggio, Francisco C ^a   Santos, Júlio C ^a   de Castro, Heizir F ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Enzymatic catalysis; Lipase Candida Antarctica; Protecting reaction; Xylitol monoester

Indexed keywords

ACYL DONORS; BIOLOGICAL ACTIVITIES; BUTYRIC ACIDS; CANDIDA ANTARTICA LIPASE; CHEMO-ENZYMATIC SYNTHESIS; DOWNSTREAM-PROCESSING; ENZYMATIC CATALYSIS; ENZYMATIC ESTERIFICATION; ESTERIFICATION REACTIONS; MONOESTERS; MULTI-STEP PURIFICATION; PROTECTING REACTION; SUGAR ESTERS; XYLITOL MONOESTER;

CATALYSIS; ESTERIFICATION; ESTERS; FATTY ACIDS; ISOMERS; ORGANIC SOLVENTS; SUGAR (SUCROSE); SUGARS; SURFACE ACTIVE AGENTS;

SUGAR SUBSTITUTES;

BUTYRIC ACID; ESTER DERIVATIVE; LAURIC ACID; OLEIC ACID; ORGANIC SOLVENT; SOLVENT; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG; XYLITOL; XYLITOL MONOESTER DERIVATIVE;

ARTICLE; CATALYST; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; ESTERIFICATION; PURIFICATION; SYNTHESIS;

CANDIDA; CANDIDA ANTARCTICA;

EID: 67650891643     PISSN: 02682575     EISSN: 10974660     Source Type: Journal    
DOI: 10.1002/jctb.2117     Document Type: Article

References (11)

1. Krishna SH and Karanth NG, Lipases and lipase-catalyzed esterification reactions in nonaqueous media. Catal Rev Sci Eng 44:499-591 (2002).
2. Pouillart P, Douillet O, Scappini B, Gozzini A, Santini V, Grossi A, et al, Regioselective synthesis and biological profiling of butyric and phenylalkylcarboxylic esters derivated from D-mannose and xylitol: Influence of alkyl chain lengthonacute toxicity. Eur J Pharmaceutical Sci 7:93-106 (1999).
3. Trubiano G, Borio D and Errazu A, Influence of the operating conditions and the external mass transfer limitations on the synthesis of fatty acid esters using a Candida antarctica lipase. Enzym Microb Technol 40:716-722 (2007).
4. Wang YP, He F, Liu G and Zhuo RX, Enzymatic synthesis and characterization of novel polycarbonates derived from 5-allyloxy-1, 3-dioxan-2-one and 5,5-dimethyl-1, 3-dioxan-2-one. Chinese Chem Lett 17:1385-1387 (2006).
5. Lee SH, Choi JH, Park SH, Choi J and Lee SY, Enantio selective resolution of racemic compounds by cell surface displayed lipase. Enzym Microb Technol 35:429-436 (2004).
6. Bouzemi N, Aribi-Zouioueche N and Fiaud JC, Combined lipase-catalyzed resolution/Mitsunobu esterification for the production of enantiomerically enriched arylalkyl carbinols. Tetrahedron: Asymmetry 17:797-800 (2006).
7. Kennedy JF, Kumar H, Panesar PS, Marwaha SS, Goyal R, Parmar A et al, Enzyme-catalyzed regioselective synthesis of sugar esters and related compounds. J Chem Technol Biotechnol 81:866-876 (2006).
8. Plou FJ, Cruces MA, Ferrer M, Fuentes G, Pastor E, Bernabe M, et al, Enzymatic acylation of di- and trisaccharides with fatty acids: choosing the appropriate enzyme, support and solvent. J Biotechnol 96:55-66 (2002).
9. Castillo E, Pezzotti F, Navarro A and Lopez-Munguia A, Lipase-catalyzed synthesis of xylitol monoesters: solvent engineering approach. J Biotechnol 102:251-259 (2003).
10. Brody T, Nutritional Biochemistry, 2nd edn. Academic Press, pp 320-336 (1999).
11. Ghoul M, Soultani S and Engasser JM, Effect of acyl donor chain length and sugar/acyl donor molar ratio on enzymatic synthesis of fatty acid fructose esters. J Mol Catal B- Enzym 11:725-731 (2001).