公开(公告)号：US10899782B2

公开(公告)日：2021-01-26

申请号：US16082848

申请日：2017-03-07

Applicant: GLYCOM A/S

Inventor： Martin Matwiejuk ,  Nikolay Khanzhin ,  Pierre Chassagne ,  Markus Jondelius Hederos

IPC: C07H1/08 ,  C07H1/06 ,  B01D61/14 ,  C08B37/00 ,  B01D61/16 ,  C07H13/04 ,  A23L33/195 ,  B01D15/36 ,  C07H23/00 ,  C12P19/04 ,  C12P19/18 ,  B01D61/02 ,  B01D61/58 ,  C07H13/02

Abstract: The present invention relates to a method for separating sialylated oligosaccharides from a fermentation broth in which they are produced by a genetically modified microorganism The separation comprises the steps of: i) ultrafiltration; ii) nano-filtration; iii) optionally, activated charcoal treatment; and iv) treatment with strong anion and/or cation exchange resin.

公开(公告)号：US10676770B2

公开(公告)日：2020-06-09

申请号：US15536537

申请日：2015-12-16

Applicant: Glycom A/S

Inventor： Gyula Dekany ,  Györgyi Osztrovszky ,  Martin Matwiejuk ,  Pierre Chassagne ,  Markus Jondelius Hederos

IPC: C12P19/18 ,  C07H1/06 ,  C07H3/06

Abstract: The invention relates to a method for selective crystallization of 2′-FL from an aqueous solution comprising 2′-FL and one or more other fucosylated carbohydrates by adding acetic acid to the solution.

公开(公告)号：US10364449B2

公开(公告)日：2019-07-30

申请号：US14914520

申请日：2014-09-05

Applicant: Glycom A/S

Inventor： Gyula Dekany ,  Pauline Peltier-Pain ,  Dóra Molnár-Gábor ,  Markus Jondelius Hederos

IPC: C12P19/18 ,  C07H3/06 ,  C12P19/26 ,  C08B37/00 ,  C12P19/00

Abstract: The application discloses a method for producing an oligosaccharide of at least four monosaccharide units, advantageously an HMO, particularly an HMO of only four monosaccharide units, said method comprising a step of: culturing, in a culture medium containing a fucosylated, sialylated or N-acetyl-glucosaminylated lactose trisaccharide as acceptor, a genetically modified cell having a recombinant gene that encodes an enzyme capable of modifying said acceptor or one of the necessary intermediates in the biosynthetic pathway of the oligosaccharide of at least four monosaccharide units, advantageously an HMO, particularly an HMO of only four monosaccharide units, from said acceptor.

公开(公告)号：US12060594B2

公开(公告)日：2024-08-13

申请号：US16895871

申请日：2020-06-08

Applicant: Glycom A/S

Inventor： Gyula Dekany ,  Györgyi Osztrovszky ,  Martin Matwiejuk ,  Pierre Chassagne ,  Markus Jondelius Hederos

IPC: C12P19/18 ,  C07H1/06 ,  C07H3/06

CPC classification number: C12P19/18 ,  C07H1/06 ,  C07H3/06 ,  C12Y204/01069

Abstract: The invention relates to a method for selective crystallization of 2′-fucosyllactose (2′-FL) from an aqueous solution comprising 2′-FL and one or more other fucosylated carbohydrates by adding acetic acid to the solution. The aqueous solution is separated from an aqueous culture medium prior to crystallization.

公开(公告)号：US11919919B2

公开(公告)日：2024-03-05

申请号：US17646093

申请日：2021-12-27

Applicant: GLYCOM A/S

Inventor： Nikolay Khanzhin ,  Markus Jondelius Hederos

IPC: C07H1/06 ,  A23L3/00 ,  A23L33/00 ,  B01D61/02 ,  B01D61/04 ,  B01D61/14 ,  B01D61/58 ,  B01D69/02 ,  B01D69/12 ,  B01D71/56 ,  B01D71/58 ,  C07H3/06 ,  C08B37/00 ,  C12P19/04 ,  C12P19/12 ,  C12P19/18

CPC classification number: C07H1/06 ,  A23L33/40 ,  B01D61/027 ,  B01D61/04 ,  B01D61/146 ,  B01D61/58 ,  B01D69/02 ,  B01D69/12 ,  B01D71/56 ,  B01D71/58 ,  C07H3/06 ,  C08B37/0003 ,  C12P19/04 ,  C12P19/12 ,  C12P19/18 ,  A23L33/00 ,  A23V2002/00 ,  B01D61/145 ,  B01D2315/16 ,  B01D2325/20

Abstract: This invention relates to a method for the enzymatic synthesis of oligosaccharides, preferably human milk oligosaccharides (HMOs) The method comprises the enzymatic transfer of a glycosyl moiety and subsequent removal of by-products, such as lactose, by nanofiltration using a membrane comprising an active polyamide layer.

公开(公告)号：US11384110B2

公开(公告)日：2022-07-12

申请号：US16346057

申请日：2017-10-31

Applicant: Glycom A/S

Inventor： Pierre Chassagne ,  Martin Matwiejuk ,  Nikolay Khanzhin ,  Markus Jondelius Hederos

IPC: C07H3/06 ,  A61K31/702 ,  F26B5/04 ,  F26B21/14 ,  C07H13/04 ,  C07H1/00 ,  A23L33/21 ,  C07H1/06

Abstract: The present invention relates to a method of removing residual organic solvent from crystalline oligosaccharides by the use of water vapour as well as the pharmaceutically and nutritionally suitable crystalline oligosaccharides obtained by said method.

公开(公告)号：US11312741B2

公开(公告)日：2022-04-26

申请号：US16094508

申请日：2017-04-19

Applicant: GLYCOM A/S

Inventor： Pierre Chassagne ,  Nikolay Khanzhin ,  Martin Matwiejuk ,  Markus Jondelius Hederos ,  Niels Banke

IPC: C07H13/04 ,  B01D61/02 ,  B01D61/14 ,  B01D61/58 ,  C07H1/06 ,  C12P19/28 ,  B01D15/36 ,  B01J41/07 ,  B01D61/16 ,  B01J39/05 ,  B01D15/18 ,  B01J20/20 ,  G01N30/96 ,  C12P19/26 ,  G01N30/02

Abstract: The invention relates to a method for obtaining an N-acetylglucosamine containing neutral oligosaccharide from a fermentation broth, wherein said oligosaccharide is produced by culturing a genetically modified microorganism capable of producing said oligosaccharide from an internalized carbohydrate precursor, comprising the steps of: i) ultrafiltration (UF), preferably to separate biomass from the broth, ii) nanofiltration (NF), preferably to concentrate said oligosaccharide in the broth and/or reduce an inorganic salt content of the broth, and iii) treating the broth with an ion exchange resin, preferably to remove charged materials, and/or subjecting the broth to chromatography, preferably to remove hydrophobic impurities.

公开(公告)号：US10005807B2

公开(公告)日：2018-06-26

申请号：US14783783

申请日：2014-04-11

Applicant: GLYCOM A/S

Inventor： Pierre Chassagne ,  Nikolay Khanzhin ,  Markus Jondelius Hederos ,  Elise Champion ,  Martin Matwiejuk ,  Gyula Dekany

IPC: C07H5/04 ,  C07H1/00

CPC classification number: C07H5/04 ,  C07H1/00

Abstract: An achemo-enzymatic synthesis of oligosaccharides of formula 1 is presented wherein R is selected from —OH, —N 3 and —OR 6 wherein R 6 is selected from allyl optionally substituted by one or more methyl, propargyl optionally substituted by one or more methyl, 2-trimethylsilyl-ethyl, —(CH 2) n —NH 2 and —(CH 2) n —N 3 wherein integer n is to 10, preferably 2 or 3, R is selected from sialyl moiety, —SO 3 H and —CH(R)—COOH wherein R is selected from H, alkyl and benzyl, R 2 is selected from H and fucosyl, R 3 is selected from H and sialyl, R 4 is selected from H and fucosyl, provided that at least one of R 3 and R 4 is H, and A is a divalent carbohydrate linker, having important biological activities and significant commercial value for the pharmaceutical and food industry.

公开(公告)号：US09963729B2

公开(公告)日：2018-05-08

申请号：US15161887

申请日：2016-05-23

Applicant: GLYCOM A/S

Inventor： Gyula Dekany ,  Elise Champion ,  Markus Jondelius Hederos

IPC: C12P19/04 ,  C12P19/12 ,  C12P19/14 ,  C07H1/00 ,  C07H5/04 ,  C07H13/04

CPC classification number: C12P19/14 ,  C07H1/00 ,  C07H5/04 ,  C07H13/04 ,  C12P19/04 ,  C12P19/12

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).