Czech J. Food Sci., 2010, 28(3):192-201 | DOI: 10.17221/189/2008-CJFS
Effect of pressure on the Maillard reaction between ribose and cysteine in supercritical carbon dioxide
- College of Food Science and Nutritional Engineering, China Agricultural University, Beijing, P. R. China
An aqueous ribose-cysteine model system, heated at 140°C under supercritical carbon dioxide (SC-CO2) and supercritical nitrogen (SC-N2), was investigated with emphasis on the formation of volatile compounds. In general, SC-CO2 facilitated the overall intermediates accumulation while suppressing the advanced stage of browning. 3-Methyl-1, 2-dithian-4-one increased with increasing SC-CO2 pressure, and was always more concentrated than in the case of SC-N2-treatment. The formation of thiols, disulfides, and formyl substituted thiophenes was also promoted in SC-CO2-treated reaction products, while the effect of high pressure on the individual components followed different patterns. The reversible pH decrease and reinforced acid-base catalysis of 2, 3-enolisation by SC-CO2 could attribute to the decreased browning and higher amounts of most intense meaty aromatic compounds.
Keywords: supercritical carbon dioxide (SC-CO2); pressure; Maillard reaction; ribose; cysteine; volatiles
Published: June 30, 2010 Show citation
References
- Ames J.M., Guy R.C.E., Kipping G.J. (2001): Effect of pH and temperature on the formation of volatile compounds in cysteine/reducing sugar/starch mixtures during extrusion cooking. Journal of Agricultural and Food Chemistry, 49: 1885-1894.
Go to original source...
Go to PubMed...
- Beckman E.J. (2004): Supercritical and near-critical CO2 in green chemical synthesis and processing. The Journal of Supercritical Fluids, 28: 121-191.
Go to original source...
- Bristow M., Isaacs N.S. (1999): The effect of high pressure on the formation of volatile products in a model Maillard reaction. Journal of the Chemical Society, Perkin Transactions, 2: 2213-2218.
Go to original source...
- Carabasa-Giribet M., Ibarz-Ribas A. (2000): Kinetics of colour development in aqueous glucose systems at high temperatures. Journal of Food Engineering, 44: 181-189.
Go to original source...
- Casal E., Ramírez P., Ibañez E., Corzo N., Olano A. (2006): Effect of supercritical carbon dioxide treatment on the Maillard reaction in model food systems. Food Chemistry, 97: 272-276.
Go to original source...
- Cerny C., Briffod M. (2007): Effect of pH on the Maillard reaction of [13C5] xylose, cysteine, and thiamin. Journal of Agricultural and Food Chemistry, 55: 1552-1556.
Go to original source...
Go to PubMed...
- Chen Y., Ho C.T. (2002): Effect of carnosine on volatile generation from Maillard reaction of ribose and cysteine. Journal of Agricultural and Food Chemistry, 50: 2372-2376.
Go to original source...
Go to PubMed...
- Damar S., Balaban M.O. (2006): Review of dense phase CO2 technology: microbial and enzyme inactivation, and effects on food quality. Journal of Food Science, 71: R1-R11.
Go to original source...
- Farmer L.J., Mottram D.S., Whitfield F.B. (1989): Volatile compounds produced in Maillard reactions involving cysteine, ribose and phospholipid. Journal of the Science of Food and Agriculture, 49: 347-368.
Go to original source...
- Gevaudan S., Lagaude A., Tarodo De La Fuente B., Cuq J.L. (1996): Effect of treatment by gaseous carbon dioxide on the colloidal phase of skim milk. Journal of Dairy Science, 79: 1713-1721.
Go to original source...
- Güntert M., Brüning J., Emberger R., Köpsel M., Kuhn W., Thielmann T., Werkhoff P. (1990): Identification and formation of some selected sulfur-containing flavor compounds in various meat model systems. Journal of Agricultural and Food Chemistry, 38: 2027-2041.
Go to original source...
- Hartman G.J., Scheide J.D., Ho C.T. (1984): Effect of water activity on the major volatiles produced in a model system approximating cooked meat. Journal of Food Science, 49: 607-613.
Go to original source...
- Herrero M., Cifuentes A., Ibañez E. (2006): Suband supercritical fluid extraction of functional ingredients from different natural sources: plants, food-by-products, algae and microalgae a review. Food Chemistry, 98: 136-148.
Go to original source...
- Hill V.M., Ledward D.A., Ames J.M. (1996): Influence of high hydrostatic pressure and pH on the rate of Maillard browning in a glucose-lysine system. Journal of Agricultural and Food Chemistry, 44: 594-598.
Go to original source...
- Hofmann T., Schieberle P. (1998): Quantitative model studies on the effectiveness of different precursor systems in the formation of the intense food odorants 2-furfurylthiol and 2-methyl-3-furanthiol. Journal of Agricultural and Food Chemistry, 46: 235-241.
Go to original source...
Go to PubMed...
- Komthong P., Katoh T., Igura N., Shimoda M., Hayakawa I. (2003): Effect of high hydrostatic pressure combined with pH and temperature on glucose/fructose-leucine/lysine/glutamate browning reactions. Journal of the Faculty of Agriculture, Kyushu University, 48: 135-142.
Go to original source...
- Maeda S., Kunitou K., Hihara T., Mishima K. (2004): One-bath dyeing of polyester/cotton blends with reactive disperse dyes in supercritical carbon dioxide. Textile Research Journal, 74: 989-994.
Go to original source...
- Meynier A., Mottram D.S. (1995): The effect of pH on the formation of volatile compounds in meat-related model systems. Food Chemistry, 52: 361-366.
Go to original source...
- Moreno F.J., Molina E., Olano A., López-Fandiño R. (2003): High-pressure effects on Maillard reaction between glucose and lysine. Journal of Agricultral and Food Chemistry, 51: 394-400.
Go to original source...
Go to PubMed...
- Mottram D.S., Nobrega I.C.C. (2002): Formation of sulfur aroma compounds in reaction mixtures containing cysteine and three different forms of ribose. Journal of Agricultural and Food Chemistry, 50: 4080-4086.
Go to original source...
Go to PubMed...
- Mottram D.S., Whitfield F.B. (1995): Maillard-lipid interactions in nonaqueous systems: volatiles from the reaction of cysteine and ribose with phosphatidylcholine. Journal of Agricultural and Food Chemistry, 43: 1302-1306.
Go to original source...
- Mottram D.S., Madruga M.S., Whitfield F.B. (1995): Some novel meatlike aroma compounds from the reactions of alkanediones with hydrogen sulfide and furanthiols. Journal of Agricultural and Food Chemistry, 43: 189-193.
Go to original source...
- Oakes R.S., Clifford A.A., Rayner C.M. (2001): The use of supercritical fluids in synthetic organic chemistry. Journal of the Chemical Society, Perkin Transactions, 1: 917-941.
Go to original source...
- Parker J.K., Hassell G.M.E., Mottram D.S., Guy R.C.E. (2000): Sensory and instrumental analyses of volatiles generated during the extrusion cooking of oat flours. Journal of Agricultural and Food Chemistry, 48: 3497-3506.
Go to original source...
Go to PubMed...
- Sihvonen M., Järvenpää E., Hietaniemi V., Huopalahti R. (1999): Advances in supercritical carbon dioxide technologies. Trends of Food Science and Technology, 10: 217-222.
Go to original source...
- Van Den Ouweland G.A.M., Peer H.G. (1975): Components contributing to beef flavor. Volatile compounds produced by the reaction of 4-hydroxy5-methyl-3(2H)-furanone and its thio analog with hydrogen sulfide. Journal of Agricultural and Food Chemistry, 23: 501-505.
Go to original source...
- Vemavarapu C., Mollan M.J., Lodaya M., Needham T.E. (2005): Design and process aspects of laboratory scale SCF particle formation systems. International Journal of Pharmaceutics, 292: 1-16.
Go to original source...
Go to PubMed...
- Whitfield F.B., Mottram D.S. (1999): Investigation of the reaction between 4-hydroxy-5-methyl-3(2H)furanone and cysteine or hydrogen sulfide at pH 4.5. Journal of Agricultural and Food Chemistry, 47: 1626-1634.
Go to original source...
Go to PubMed...
- Xu H., Gao Y., Liu X., Zhao J. (2008a): Effects of supercritical carbon dioxide on volatile formation from Maillard reaction between ribose and cysteine. Journal of the Science of Food and Agriculture, 88: 328-335.
Go to original source...
- Xu H., Liu X., Zhao J., Gao Y. (2008b): Effects of ribose to cysteine ratios on the formation of volatile compounds from the Maillard reaction in supercritical carbon dioxide. Food Research International, 41: 730-737.
Go to original source...
- Yalpani M. (1993): Supercritical fluids: puissant media for the modification of polymers and biopolymers. Polymer, 34: 1102-1105.
Go to original source...
- Zhang Y., Chien M., Ho C.T. (1988): Comparison of the volatile compounds obtained from thermal degradation of cysteine and glutathione in water. Journal of Agricultural and Food Chemistry, 36: 992-996.
Go to original source...
This is an open access article distributed under the terms of the Creative Commons Attribution-NonCommercial 4.0 International (CC BY NC 4.0), which permits non-comercial use, distribution, and reproduction in any medium, provided the original publication is properly cited. No use, distribution or reproduction is permitted which does not comply with these terms.