Patents Assigned to Glycom A/S
  • Publication number: 20140349347
    Abstract: Method of making NANA from NAM, which may itself be made from fructose. The NAM is treated with pyruvic acid or a pyruvate in the presence of a NANA aldolase having at least 70% sequence similarity or homology to the amino acid sequence of SEQ. ID. NO. 1.
    Type: Application
    Filed: October 10, 2012
    Publication date: November 27, 2014
    Applicant: Glycom A/S
    Inventors: Andreas Schroven, Gyula Dekany, Ionnis Vrasidas
  • Patent number: 8889637
    Abstract: The present invention relates to novel polymorphs of the trisaccharide 2?-O-fucosyllactose (2-FL) of formula (1), methods for producing said polymorphs and their use in pharmaceutical or nutritional compositions.
    Type: Grant
    Filed: June 1, 2011
    Date of Patent: November 18, 2014
    Assignee: Glycom A/S
    Inventors: Károly Ágoston, István Bajza, Gyula Dekany, Péter Trinka, Ágnes Ágoston, Gábor Kádár, Sándor Demkó, Ignacio Figueroa-Pérez, Markus Hederos, Ferenc Horváth, Andreas Schroven, Ioannis Vrasidas, Piroska Kovács-Pénzes, Christian Risinger, László Kalmár, Gergely Pipa, Julien Boutet, Lars Kröger, Christoph Röhrig
  • Publication number: 20140234912
    Abstract: A method for generating human milk oligosaccharides (HMOs) or precursors thereof, compounds obtainable by the method, and uses and compositions involving such compounds. The method comprising the steps of a) providing at least one donor selected from the group of compounds of any of formulae 5 to 10, b) providing at least one acceptor from a group of lactose, LNT, LNnT and derivatives thereof, c) providing at least one enzyme comprising a transglycosidase activity and/or a glycosynthase activity, d) preparing a mixture of the at least one donor, at least one acceptor and at least one enzyme provided in steps a), b) and c); and e) incubating the mixture prepared according to step d).
    Type: Application
    Filed: May 14, 2012
    Publication date: August 21, 2014
    Applicant: GLYCOM A/S
    Inventors: Gyula Dekany, Elise Champion, Andreas Schroven, Markus Hederos
  • Publication number: 20140235848
    Abstract: A method that can be used to make a precursor of L-fucose from D-glucose that includes the steps of a) making a compound of formula (1) from D-glucose, formula (1) wherein R1 is acyloxy, and Q is a group (a), (b), (c) or (d), formula (a), (b), (c) or (d) or wherein R1 is OH, and Q is a group (e), (f) or (g); formula (e), (f) or (g) wherein R2 is acyloxy and R3 is a sulphonyl leaving group; and b) producing 6-deoxy-L-talose from the compound of formula (1) formed in step a), wherein the moiety is a highly lipophilic protecting group; compounds according to formula (1), and use of a compound according to formula (1) are provided.
    Type: Application
    Filed: September 28, 2012
    Publication date: August 21, 2014
    Applicant: Glycom A/S
    Inventors: Julien BOUTET, Nikolay KHANZHIN, Filippo BONACCORSI, Gyula DEKANY
  • Publication number: 20140228554
    Abstract: A method for the synthesis of a fucooligosaccharide glycosides by reacting a fucosyl donor with H-A-R1 or a salt thereof, wherein A and R1 are as defined herein, under the catalysis of an enzyme capable of transferring fucose is provided. The fucooligosaccharid glycoside compounds, or derivatives thereof, their use in the manufacture of human milk oligosaccharides, and a method of manufacture of human milk oligosaccharides, are also provided.
    Type: Application
    Filed: March 19, 2012
    Publication date: August 14, 2014
    Applicant: Glycom A/S
    Inventors: Elise Champion, Gyula Dekany, Markus Hederos, Karoly Agoston
  • Patent number: 8802841
    Abstract: A 1,2-dideoxy-1,2-diamino oligosaccharide or polysaccharide in its free base, salt or metal-complex form as shown in General Formula 1 and derivative thereof is described. R1, R2 and R3 are each independently selected from the group consisting of H and a carbohydrate moiety, with the proviso that at least one of the groups R1, R2 or R3 is a carbohydrate moiety; R4 is selected from the group consisting of: H, optionally substituted C1-20-alkyl, optionally substituted heteroalkyl, optionally substituted C2-20-alkenyl, optionally substituted C2-20-alkynyl, optionally substituted C3-10-cycloalkyl, optionally substituted heterocyclyl, optionally substituted aryl, and optionally substituted heteroaryl.
    Type: Grant
    Filed: November 3, 2008
    Date of Patent: August 12, 2014
    Assignee: Glycom A/S
    Inventors: Gyula Dekany, István Bajza, Marie Bøjstrup, Károly Ágoston, Lars Kröger, Ignacio Figueroa Pérez, Christoph H. Röhrig, Paulo Vital, Erzsébet Czinege
  • Patent number: 8796434
    Abstract: ?-Lactosamine hydrochloride, substantially free of ?-lactosamine hydrochloride; a method of preparing ?-lactosamine hydrochloride monohydrate from an anomeric mixture of lactosamine hydrochloride, including: preparing a solution including the anomeric mixture of lactosamine hydrochloride, water and at least one water-miscible organic solvent at a temperature of 0-100° C., and cooling the solution to cause crystallization of ?-lactosamine hydrochloride monohydrate; a method of preparing anhydrous ?-lactosamine hydrochloride; and use of ?-lactosamine hydrochloride as a food supplement or intermediate in synthesis.
    Type: Grant
    Filed: July 15, 2009
    Date of Patent: August 5, 2014
    Assignee: Glycom A/S
    Inventors: Gyula Dekany, Károly Ágoston, István Bajza, Marie Bøjstrup, Ignacio Fegueroa Pérez, Lars Kröger, Christoph H. Röhrig
  • Publication number: 20140212930
    Abstract: A method of diversification of human milk oligosaccharides (HMOs) or precursors thereof, compounds obtainable by the method, and uses and compositions involving such compounds. The method comprises a) providing at least one compound or a mixture of the compounds selected from the group consisting of: optionally sialylated and/or fucosylated lactose derivatives of general formula 2 and salts thereof; b) adding at least one enzyme comprising a transglycosidase activity to the at least one compound or a mixture of compounds provided according to step a); and c) incubating the mixture obtained according to step b).
    Type: Application
    Filed: May 14, 2012
    Publication date: July 31, 2014
    Applicant: GLYCOM A/S
    Inventors: Gyula Dekany, Elise Champion, Andreas Schroven, Markus Hederos
  • Patent number: 8785594
    Abstract: The present application discloses novel glycoproteins and a related glycosylcarbamoylation methodology suitable for the preparation of glycopeptides (in particular glycoproteins and glycosylated cells), as well as the use of such glycoproteins in medicine, e.g. as pharmaceuticals and diagnostics or in diagnostic kits. A method for the preparation of a carbohydrate-peptide conjugate includes reacting a cyclic carbamate with a peptide which has at least one primary amino group.
    Type: Grant
    Filed: September 24, 2008
    Date of Patent: July 22, 2014
    Assignee: Glycom A/S
    Inventors: Gyula Dekany, Károly Ágoston, István Bajza, Marie Bøjstrup, Lars Kröger
  • Publication number: 20140057868
    Abstract: A method for the manufacture of a mixture of human milk oligosaccharides is disclosed. The method involves the catalytic hydrogenolysis of compounds of the general formula 1 and 2. The use of compounds of general formula 1 and 2 in the manufacture of human milk oligosaccharides is also disclosed.
    Type: Application
    Filed: February 21, 2012
    Publication date: February 27, 2014
    Applicant: GLYCOM A/S
    Inventors: Gyula Dekany, Sandor Demkó, Andreas Schroven, Elise Champion
  • Publication number: 20140046051
    Abstract: A compound of the formula (1) wherein R1 is a group removable by hydrogenolysis, and wherein R2 is OH or R2 is —NHR3 wherein R3 is a group removable by hydrogenolysis. The compound can be made from fructose by a Heyns-rearrangement. The compound can be used then to make free D-mannosamine or its salts, D-mannosamine building blocks and mannosamine containing oligo- or polysaccharides, N-acetyl-D-mannosamine and its hydrates and solvates, neuraminic acid derivatives, and viral neuraminidase inhibitors.
    Type: Application
    Filed: April 11, 2012
    Publication date: February 13, 2014
    Applicant: GLYCOM A/S
    Inventors: Ioannis Vrasidas, Gyula Dekany, Ågnes Jánosi, Markus Hederos, Christoph Röhrig
  • Publication number: 20140046044
    Abstract: The present invention relates to providing compounds of general formula 1 wherein A is glycosyl residue of a mono-, di- or oligosaccharide in protected form and R is selected from optionally substituted aryl or optionally substituted heteroaryl, methods for their preparation and their use in glycosidation reactions.
    Type: Application
    Filed: February 21, 2012
    Publication date: February 13, 2014
    Applicant: GLYCOM A/S
    Inventors: Ignacio Pérez Figueroa, Ferenc Horváth, Gyula Dekany, Christian Risinger, Markus Hederos
  • Publication number: 20130245250
    Abstract: Method for producing L-fucose includes in a first aspect, a method for the preparation of L-fucose, wherein L-fucose precursors are produced from pectin and L-fucose is produced from the L-fucose precursors; in a second aspect, a method for the preparation of L-fucose from D-galacturonic acid or a salt thereof, wherein L-fucose precursors are produced from D-galacturonic acid of a salt thereof, and L-fucose is produced from the L-fucose precursors; and an L-fucose precursor as shown in Formula A, wherein R is a linear or branched chain saturated hydrocarbon group with 1-6 carbon atoms, such as methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, n-hexyl, etc., preferably a methyl group.
    Type: Application
    Filed: October 13, 2011
    Publication date: September 19, 2013
    Applicant: GLYCOM A/S
    Inventors: Andreas Schroven, Gyula Dekany, Christoph Röhrig, Ioannis Vrasidas, Ignacio Figueroa Pérez, Markus Hederos, Julien Boutet, Lars Kröger, Piroska Kovács-Pénzes, Ferenc Horváth, Christian Risinger, Gergely Pipa
  • Publication number: 20130172548
    Abstract: A method for purifying, separating and/or isolating an oligosaccharide or a salt thereof is presented. An embodiment of the invention is based upon the formation of anomeric O-benzyl/substituted O-benzyl derivatives in a selective anomeric alkylation reaction.
    Type: Application
    Filed: July 15, 2011
    Publication date: July 4, 2013
    Applicant: Glycom A/S, Kgs.
    Inventors: Gyula Dekany, Istvan Bajza, Károly Ágoston, Ignacio Figueroa Pérez, Markus Hedros, Andreas Schroven, Ioannis Vrasidas, Julien Boutet, Lars Kröger, Christoph Röhrig, Imre Kovacs, Péter Trinka, Ágnes Ágoston, Piroska Kovács-Pénzes, Ferenc Horváth, Christian Risinger, Gergely Pipa, Sándor Demkó, László Kalmár, Elise Champion
  • Publication number: 20130171696
    Abstract: The invention relates to a method for the synthesis of compounds of general formula (1A) and salts thereof wherein one of the R groups is an ?-sialyl moiety and the other is H, X1 represents a carbohydrate linker, A is a D-glucopyranosyl unit optionally substituted with fucosyl, R1 is a protecting group that is removable by hydrogenolysis, the integer m is 0 or 1, by a transsialidation reaction.
    Type: Application
    Filed: July 15, 2011
    Publication date: July 4, 2013
    Applicant: Glycom A/S
    Inventors: Andreas Schroven, Elise Champion, Gyula Dekany, Christoph Röhrig, Ioannis Vrasidas, Ignacio Figueroa Pérez, Markus Hederos, Julien Boutet, Ágnes Ágoston, Piroska Kovács-Pénzes, Ferenc Horváth, Christian Risinger, Gergely Pipa, Sándor Demkó, Lars Kröger
  • Publication number: 20130165406
    Abstract: The present invention relates to novel polymorphs of the trisaccharide 2?-O-fucosyllactose (2-FL) of formula (1), methods for producing said polymorphs and their use in pharmaceutical or nutritional compositions.
    Type: Application
    Filed: June 1, 2011
    Publication date: June 27, 2013
    Applicant: Glycom A/S
    Inventors: Károly Ágoston, István Bajza, Gyula Dekany, Péter Trinka, Ágnes Ágoston, Gábor Kádár, Sándor Demkó, Ignacio Figueroa Pérez, Markus Hederos, Ferenc Horváth, Andreas Schroven, Ioannis Vrasidas, Piroska Kovács-Pénzes, Christian Risinger, László Kalmár, Gergely Pipa, Julien Boutet, Lars Kröger, Christoph Röhrig
  • Publication number: 20130131334
    Abstract: The present invention relates to an improved synthesis of a trisaccharide of the formula (1), novel intermediates used in the synthesis and the preparation of the intermediates.
    Type: Application
    Filed: April 7, 2010
    Publication date: May 23, 2013
    Applicant: Glycom A/S Danmarks Tekniske Universitet
    Inventors: Gyula Dékany, Károly Ágoston, Istvan Bajza, Julien Boutet, Marie Bøjstrup, Mette Fanefjord, Ignacio Pérez Figueroa, Markus Hederos, Ference Horvath, Piroska Kovács-Pénzes, Lars Kröger, Johan Olsson, Christoph Röhrig, Andreas Schroven, Ioannis Vrasidas
  • Publication number: 20130072675
    Abstract: The present application discloses a method for the crystallization of fucose, characterized in that the crystallization is carried out from a mixture comprising fucose and at least one 6-deoxy sugar selected from 6-deoxy-talose and 6-deoxy-gulose. In one embodiment, the mixture comprises fucose and 6-deoxy-talose.
    Type: Application
    Filed: May 19, 2011
    Publication date: March 21, 2013
    Applicant: GLYCOM A/S
    Inventors: Julien Boutet, Gyula Dekany, Ágnes Jánosi, Gergely Pipa, Ferenc Horváth, Krisztián Kovács, Ignacio Pérez Figueroa, Markus Hederos, Andreas Schroven, Ioannis Vrasidas, Piroska Kovács-Pénzes, Christian Risinger, Sándor Demkó, Lars Kröger, Christoph Röhrig
  • Publication number: 20130035481
    Abstract: The present invention relates to a method for preparation of the trisaccharide 6?-0-sialyllactose (formula (I)) or salts thereof as well as intermediates in the synthesis and for the use of 6?-0-sialyllactose salts in pharmaceutical or nutritional compositions.
    Type: Application
    Filed: February 21, 2011
    Publication date: February 7, 2013
    Applicant: GLYCOM A/S
    Inventors: Ignacio Pérez Figueroa, Ferenc Horváth, Gyula Dekany, Károly Ágoston, Ágnes Ágoston, István Bajza, Julien Boutet, Markus Hederos, Piroska Kovács-Pénzes, Lars Kröger, Christoph Röhrig, Andreas Schroven, Ioannis Vrasidas, Christian Risinger
  • Publication number: 20120309949
    Abstract: The present invention relates to a method for preparation of the tetrasaccharide lacto-N-neotetraose (LNnt, formula (I)) especially in large scale, as well as intermediates in the synthesis, a new crystal form (polymorph) of LNnt, and the use thereof in pharmaceutical or nutritional compositions.
    Type: Application
    Filed: February 21, 2011
    Publication date: December 6, 2012
    Applicant: GLYCOM A/S
    Inventors: István Bajza, Gyula Dekany, Károly Ágoston, Ignacio Pérez Figueroa, Julien Boutet, Markus Hederos, Ferenc Horváth, Piroska Kovács-Pénzes, Lars Kröger, Christoph Röhrig, Andreas Schroven, Ioannis Vrasidas, Péter Trinka, László Kalmár, Irme Kovács, Sándor Demkó, Ágnes Ágoston, Christian Risinger