Reduced malto-oligosaccharides

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

Reexamination Certificate

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Details

C536S123100, C127S036000, C426S313000

Reexamination Certificate

active

06919446

ABSTRACT:
Disclosed are a method for the reduction of an oligosaccharide mixture and an oligosaccharide mixture prepared thereby. In accordance with the disclosed invention, a mixture of oligosaccharides having a given DP profile is reduced to a DE of essentially zero by catalytically hydrogenating the mixture under reaction conditions sufficient to preserve the DP profile of the mixture, which reaction conditions typically include a reaction temperature ranging from about 50° C. to about 150° C. and a reaction pressure of at least about 1500 psi. Surprisingly, when the mixture is a malto-oligosaccharide mixture, the reduced mixture will have a superior color-fastness and thermal stability as compared to a similar unreduced mixture of malto-oligosaccharides, and also low reactivity towards nitrogen-containing species.

REFERENCES:
patent: 2280975 (1942-04-01), Power
patent: 3639389 (1972-02-01), Hull
patent: 3876794 (1975-04-01), Rennhard
patent: 3890300 (1975-06-01), Huchette et al.
patent: 3935284 (1976-01-01), Kruse
patent: 3963788 (1976-06-01), Kruse et al.
patent: 4248895 (1981-02-01), Stroz et al.
patent: 4248945 (1981-02-01), Alvarez et al.
patent: 4279931 (1981-07-01), Verwaerde et al.
patent: 4322569 (1982-03-01), Chao et al.
patent: 4336152 (1982-06-01), Like et al.
patent: 4346116 (1982-08-01), Verwaerde et al.
patent: 4445938 (1984-05-01), Verwaerde et al.
patent: 4463116 (1984-07-01), Koyama et al.
patent: 4675293 (1987-06-01), Gibs
patent: 4680180 (1987-07-01), Bussiere et al.
patent: 4717765 (1988-01-01), Hirao et al.
patent: 4728510 (1988-03-01), Shibanai et al.
patent: 4845208 (1989-07-01), Fuertes et al.
patent: 4985553 (1991-01-01), Fuertes et al.
patent: 5034231 (1991-07-01), Yatka et al.
patent: 5098893 (1992-03-01), Franks et al.
patent: 5109128 (1992-04-01), Schumacher et al.
patent: 5290765 (1994-03-01), Wettlaufer et al.
patent: 5348737 (1994-09-01), Syed et al.
patent: 5478593 (1995-12-01), Serpelloni et al.
patent: 5493014 (1996-02-01), Caboche
patent: 5506353 (1996-04-01), Subramaniam
patent: 5520840 (1996-05-01), Massaro et al.
patent: 5523108 (1996-06-01), Wansor et al.
patent: 5571547 (1996-11-01), Serpelloni et al.
patent: 5601863 (1997-02-01), Borden et al.
patent: 5620873 (1997-04-01), Ohkuma et al.
patent: 5627273 (1997-05-01), Thomaides et al.
patent: 5629042 (1997-05-01), Serpelloni et al.
patent: 5641477 (1997-06-01), Syed et al.
patent: 5655552 (1997-08-01), Samain
patent: 5656584 (1997-08-01), Angell et al.
patent: 5690956 (1997-11-01), Lau
patent: 5720978 (1998-02-01), Morehouse
patent: 5756438 (1998-05-01), Rau et al.
patent: 5772013 (1998-06-01), Kunz et al.
patent: 5780620 (1998-07-01), Mandai et al.
patent: 5795852 (1998-08-01), He et al.
patent: 5853487 (1998-12-01), Tang et al.
patent: 5866533 (1999-02-01), Beck et al.
patent: 5900261 (1999-05-01), Ribadeau-Dumas et al.
patent: 5955448 (1999-09-01), Colaco et al.
patent: 5965501 (1999-10-01), Rattinger et al.
patent: 6107348 (2000-08-01), Nakano et al.
patent: 197 51 630 (1999-05-01), None
patent: 0 142 725 (1985-05-01), None
patent: 0 548 399 (1993-06-01), None
patent: 0 618 286 (1994-10-01), None
patent: 0 670 368 (1995-09-01), None
patent: 0 577 519 (1996-04-01), None
patent: 0 727 485 (1996-08-01), None
patent: 0 775 709 (1997-05-01), None
patent: 0 791 658 (1997-08-01), None
patent: 0 839 916 (1998-05-01), None
patent: 0 854 149 (1998-07-01), None
patent: 526839 (1940-09-01), None
patent: 04-148661 (1992-05-01), None
patent: 05-103586 (1993-04-01), None
patent: 05-294837 (1993-11-01), None
patent: 10-028531 (1998-02-01), None
patent: WO 92/14761 (1992-09-01), None
patent: WO 92/18542 (1992-10-01), None
patent: WO 95/07303 (1995-03-01), None
patent: WO 96/11589 (1996-04-01), None
patent: WO 97/29133 (1997-08-01), None
patent: WO 97/34861 (1997-09-01), None
patent: WO 98/42814 (1998-10-01), None
patent: WO 98/42818 (1998-10-01), None
patent: WO 99/11748 (1999-03-01), None
patent: WO 99/36442 (1999-07-01), None
patent: WO 00/32157 (2000-06-01), None
Arts et al., “Hydrogen Peroxide and Oxygen in Catalytic Oxidation of Carbohydrates and Related Compounds,”Synthesis,597-613 (Jun. 1997).
Bell et al., “Glass Transition Explanation for the Effect of Polyhydroxy Compounds on Protein Denaturation in Dehydrated Solids,”Journal Of Food Science, 61(2), 372-374 (1996).
Bender, “Studies of the Inhibition by Malto-Oligosaccharides of the Cyclization Reaction Catalyzed by the Cyclodextrin Glycosyltransferase from Klebsiella Pneumoniae M 5 al with Glycogen,”Carbohydrate Research 135(2), 291-302 (Abstract) (1985).
Bendiak, “Nuclear Magnetic Resonance Spectroscopy of Peracetylated Oligosaccharides having C-labeled carbonyl Groups in lieu of Permethylation Analysis for Establishing Linkage Substitutions of Sugars,”Carbohydrate Research, 315,206-221 (1999).
Glattfeld et al, “The Caralytic Dehydrogenation of Sugar Alcohols,”Journal of the American Chemical Society, 60(9), 2013-2023 (1938).
Kusano et al., “Effects of Reduced Malto-Oligosaccharides on the Thermal Stability of Pullulanase fromBacillus acidopullulyticus,” Carbohydrate Research, 199(1), 83-89 (1990).
Handbook of Analytical Derivatization Reactions,John Wiley & Sons, Inc., New York, New York, 582-584 (1979).
Kearsley et al., “Production and Physiochemical Properties of Hydrogenated Glucose syrups,”Die Stärke, 29(12), 425-429 (1977).
Kearsley et al., “The Production and Properties of Glucose Syrups, III. Sweetness of Flucose Syrups and Related Carbohydrates,”Starch/Stärke 32,244-247 (1980).
Leroy, “Hydrogenated Starch Hydrolysates,”Health and Sugar Substitutes,Proc. ERGOB Conference, Geneva, 114-119 (1978).
McNeil, “Elimination of Internal Glycosyl Residues During Chemical Ionization-Mass Spectrometry of Per-O-Alkylated Oligosaccharides-Alditols,”Carbohydrate Research, 123,31-40 (1983).
Nakagawa et al. “Construction from a Single Parent of Baker's Yeast Strains with High Freeze Tolerance and Fermentative Activity in Both Lean and Sweet Doughs,” Tokyo Research Laboratories,App. Environ. Microbiol., 60(10), 3499-3502 (1994).
O'Brien, “Stability of Trehalose, Sucrose and Glucose to Nonenzymatic Browning in Model Systems,”Journal of Food Science, 61(4), 679-682 (1996).
Rodriguez de Sotillo et al., “Potato Peel Waste: Stability and Antioxidant Activity of a Freeze-Dried Extract,”Journal of Food Science, 59(5), 1031-1033 (1994).
Röper, “Selective Oxidation of D-Glucose: Chiral Intermediates for Industrial Utilization,” Carbohydrates as Organic Raw Materials, 268-288 (1991).
Rossi et al., “Stabilization of the Restriction Enzyme EcoRI Dried with Trehalose and Other Selected Glass-Forming Solutes,”Biotechnol. Prog., 13(5), 609-616 (1997).
Schebor et al., “Glassy State and Thermal Inactivation of Invertase and Lactase in Dried Amorphous Matrices,”Biotechnology Process, 13(6), 857-863 (Abstract) (1997).

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