# US 2010/0168366 A1 · Novel synthetic n-linked sialo-glycan-containing polymer and method for producing the same > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2010/0168366 A1 - Document ID: US20100168366A1 - Status: Published application - Kind: A1 - Application number: 12/666,482 - Filed: 2008-06-24 - Published: 2010-07-01 - Earliest claimed: 2007-06-28 - Assignees: Shizuoka Prefectural Universities Corporation; Yamasa Corporation; National Univeristy Corporation Shizuoka Universit - Inventors: Taiichi Usui; Takeomi Murata; Takashi Suzuki; Ilpal Jwa; Yusuke Ohba; Tomoki Hamamoto; Toshitada Noguchi - Web page: https://patentgrep.com/patent/US20100168366A1 ## CPC - C08G 69/48: Polymers modified by chemical after-treatment - A61K 31/7012: Compounds having a free or esterified carboxyl group attached, directly or through a carbon chain, to a carbon atom of the saccharide radical, e.g. glucuronic acid, neuraminic acid (gluconic acid A61K31/191; ascorbic acid A61K31/375) - A61K 47/645: {Polycationic or polyanionic oligopeptides, polypeptides or polyamino acids, e.g. polylysine, polyarginine, polyglutamic acid or peptide TAT} - A61P 31/12: Antivirals - C08G 69/04: Preparatory processes - C08G 69/10: Alpha-amino-carboxylic acids {(polysuccinimides C08G73/1092)} - C08G 69/40: Polyamides containing oxygen in the form of ether groups (C08G69/12, C08G69/32 take precedence) - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS ## Abstract A polymer containing an N-linked sialo-glycan wherein a sialo-glycan is condensed to a γ-polyglutamic acid using a chemical compound having an amino group on one end and a carboxyl group on another end and represented by the structural formula (I). Formula (I) (In the formula, Z means a hydroxy group or a residue represented by the formula (II), and n represents an integer of 10 or more, with the proviso that any one or more of the Z's is represented by the formula in (II).) Formula (II) (In the formula, X means a hydroxy group or an acetylamino group, Y1 and Y2 mean a hydroxyl group or an N-acetylneuraminic acid residue, L means a hydrocarbon, an m represents 0 or an integer of 1 or 2, with the proviso that Y1 and Y2 are not the same.) ## Claims ### Claim 1 An N-linked sialo-glycan-containing polymer wherein a sialo-glycan is condensed to a γ-polyglutamic acid using a chemical compound having an amino group on one end and a carboxyl group on another end as a linker and represented by the structural formula (I) below. (In the formula (I), Z means a hydroxy group or a residue represented by the formula (II), and n represents an integer of 10 or more, with the proviso that any one or more of the Z's is represented by the formula in (II).) (In the formula (II), X means a hydroxy group or an acetylamino group, Y1 and Y2 mean a hydroxyl group or an N-acetylneuraminic acid residue, L means a hydrocarbon, an m represents 0 or an integer of 1 or 2, with the proviso that Y1 and Y2 are not the same.) ### Claim 2 (depends on 1) The N-linked sialo-glycan-containing polymer according to claim 1, wherein the linker is an ω-amino acid. ### Claim 3 (depends on 1) The N-linked sialo-glycan-containing polymer according to claim 1, wherein the hydrocarbon represented by L is a hydrocarbon with a carbon number of 1-30. ### Claim 4 (depends on 1) The N-linked sialo-glycan-containing polymer according to claim 1, wherein the hydrocarbon represented by L is an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group, an aralkyl group, a cycloalkyl substituted alkyl group or a hydrocarbon condensed with an amide bond of two or more of these. ### Claim 5 A production method of an N-linked sialo-glycan-containing polymer comprising: forming amide bond as a linker, a chemical compound having an amino group and a carboxyl group on each end of the compound respectively, with a 1-amino sugar in which a 1 position of a reducing terminal of the sugar is aminated and obtaining an N-linked asialo-glycan having an asialo-glycan part on a non-reducing terminal of a sugar; synthesizing an asialo-glycan-containing polymer by condensing the N-linked asialo-glycan to a carboxyl group of a polyglutamic acid via an amino group of the linker which is linked to a reducing terminal of the N-linked asialo-glycan; and obtaining the N-linked sialo-glycan-containing polymer by sialylation of the asialo-glycan-containing polymer. ### Claim 6 (depends on 5) The production method of an N-linked sialo-glycan-containing polymer according to claim 5, wherein the linker is an ω-amino acid. ### Claim 7 (depends on 5) The production method of an N-linked sialo-glycan-containing polymer according to claim 5, wherein a hydrocarbon represented by L is a hydrocarbon with a carbon number of 1-30. ### Claim 8 (depends on 5) The production method of an N-linked sialo-glycan-containing polymer according to claim 5, wherein a hydrocarbon represented by L is an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group, an aralkyl group, a cycloalkyl substituted alkyl group or a hydrocarbon condensed with an amide bond of two or more of these. ### Claim 9 A production method of an N-linked sialo-glycan-containing polymer comprising: forming amide bond as a linker, a chemical compound having an amino group and a carboxyl group on each end of the compound respectively, with a 1-amino sugar in which a 1 position of a reducing terminal of the sugar is aminated and obtaining an N-linked asialo-glycan having an asialo-glycan part on a non-reducing terminal of a sugar; obtaining the N-linked sialo-glycan in which a sialo-glycan is synthesized to the non-reducing terminal side by sialylation of the N-linked asialo-glycan; and synthesizing an sialo-glycan-containing polymer by condensing the N-linked sialo-glycan to a carboxyl group of a polyglutamic acid via an amino group of the linker which is linked to a reducing terminal of the N-linked sialo-glycan. ### Claim 10 (depends on 9) The production method of an N-linked sialo-glycan-containing polymer according to claim 9, wherein γ-polyglutamic acid is dissolved in a mixed solution including water or a buffer and an organic solvent, and the N-linked sialo-glycan is condensed with the γ-polyglutamic acid after activating the γ-polyglutamic acid using an active esterification agent of a carboxyl group, and condensing agent and/or additive. ### Claim 11 (depends on 9) The production method of an N-linked sialo-glycan-containing polymer according to claim 9, wherein the linker is an ω-amino acid. ### Claim 12 (depends on 9) The production method of an N-linked sialo-glycan-containing polymer according to claim 9, wherein a hydrocarbon represented by L is a hydrocarbon with a carbon number of 1-30. ### Claim 13 (depends on 9) The production method of an N-linked sialo-glycan-containing polymer according to claim 9, wherein a hydrocarbon represented by L is an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group, an aralkyl group, a cycloalkyl substituted alkyl group or an amide linked hydrocarbon of two or more of these.