JP2008509886A5 - - Google Patents
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- Publication number
- JP2008509886A5 JP2008509886A5 JP2007518334A JP2007518334A JP2008509886A5 JP 2008509886 A5 JP2008509886 A5 JP 2008509886A5 JP 2007518334 A JP2007518334 A JP 2007518334A JP 2007518334 A JP2007518334 A JP 2007518334A JP 2008509886 A5 JP2008509886 A5 JP 2008509886A5
- Authority
- JP
- Japan
- Prior art keywords
- derivative
- sialic acid
- acetyl
- acetylated
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 22
- 125000003277 amino group Chemical group 0.000 claims description 12
- 201000010099 disease Diseases 0.000 claims description 11
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 11
- 241000617590 Escherichia coli K1 Species 0.000 claims description 8
- 230000001681 protective effect Effects 0.000 claims description 8
- 230000036039 immunity Effects 0.000 claims description 7
- 230000003053 immunization Effects 0.000 claims description 7
- 230000004224 protection Effects 0.000 claims description 6
- 230000028993 immune response Effects 0.000 claims description 5
- 229940079593 drug Drugs 0.000 claims description 4
- 239000003814 drug Substances 0.000 claims description 4
- 238000011282 treatment Methods 0.000 claims description 3
- 229920001282 polysaccharide Polymers 0.000 claims 73
- 239000005017 polysaccharide Substances 0.000 claims 73
- 150000004676 glycans Chemical class 0.000 claims 68
- 125000002252 acyl group Chemical group 0.000 claims 26
- 125000005629 sialic acid group Chemical group 0.000 claims 24
- SQVRNKJHWKZAKO-PFQGKNLYSA-N N-acetyl-beta-neuraminic acid Chemical compound CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(O)=O)O[C@H]1[C@H](O)[C@H](O)CO SQVRNKJHWKZAKO-PFQGKNLYSA-N 0.000 claims 20
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 19
- 229920006395 saturated elastomer Polymers 0.000 claims 15
- 229920000140 heteropolymer Polymers 0.000 claims 14
- 125000006242 amine protecting group Chemical group 0.000 claims 13
- 102000014914 Carrier Proteins Human genes 0.000 claims 9
- 108010078791 Carrier Proteins Proteins 0.000 claims 9
- 239000003795 chemical substances by application Substances 0.000 claims 9
- -1 alkyl secondary amine Chemical class 0.000 claims 8
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims 6
- 239000000539 dimer Substances 0.000 claims 5
- 229920000642 polymer Polymers 0.000 claims 4
- 102000005348 Neuraminidase Human genes 0.000 claims 3
- 108010006232 Neuraminidase Proteins 0.000 claims 3
- 150000001412 amines Chemical class 0.000 claims 3
- 239000003153 chemical reaction reagent Substances 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- MSWZFWKMSRAUBD-CBPJZXOFSA-N 2-amino-2-deoxy-D-mannopyranose Chemical compound N[C@@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-CBPJZXOFSA-N 0.000 claims 2
- 241000894006 Bacteria Species 0.000 claims 2
- 208000035143 Bacterial infection Diseases 0.000 claims 2
- 239000002671 adjuvant Substances 0.000 claims 2
- 230000001580 bacterial effect Effects 0.000 claims 2
- 208000022362 bacterial infectious disease Diseases 0.000 claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
- 239000001963 growth medium Substances 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 230000008105 immune reaction Effects 0.000 claims 2
- 238000006116 polymerization reaction Methods 0.000 claims 2
- SQVRNKJHWKZAKO-OQPLDHBCSA-N sialic acid Chemical group CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(O)=O)OC1[C@H](O)[C@H](O)CO SQVRNKJHWKZAKO-OQPLDHBCSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 230000009435 amidation Effects 0.000 claims 1
- 238000007112 amidation reaction Methods 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 230000001268 conjugating effect Effects 0.000 claims 1
- 238000012258 culturing Methods 0.000 claims 1
- 150000002596 lactones Chemical class 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- 241000588653 Neisseria Species 0.000 description 3
- 206010028980 Neoplasm Diseases 0.000 description 3
- 201000011510 cancer Diseases 0.000 description 3
- 239000008194 pharmaceutical composition Substances 0.000 description 3
- 108010060123 Conjugate Vaccines Proteins 0.000 description 2
- 241000124008 Mammalia Species 0.000 description 2
- 230000010933 acylation Effects 0.000 description 2
- 238000005917 acylation reaction Methods 0.000 description 2
- 229940031670 conjugate vaccine Drugs 0.000 description 2
- 230000002480 immunoprotective effect Effects 0.000 description 2
- 230000001404 mediated effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 108010039491 Ricin Proteins 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 238000011230 antibody-based therapy Methods 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 230000007123 defense Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 208000016354 hearing loss disease Diseases 0.000 description 1
- 238000002649 immunization Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
- 238000001881 scanning electron acoustic microscopy Methods 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- 230000005909 tumor killing Effects 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US58267204P | 2004-06-23 | 2004-06-23 | |
| PCT/US2005/022590 WO2006002402A2 (en) | 2004-06-23 | 2005-06-23 | Polysaccharide derivatives and uses in induction of an immune response |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008509886A JP2008509886A (ja) | 2008-04-03 |
| JP2008509886A5 true JP2008509886A5 (OSRAM) | 2008-08-14 |
Family
ID=35782376
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007518334A Pending JP2008509886A (ja) | 2004-06-23 | 2005-06-23 | 多糖誘導体および免疫応答の誘導における用途 |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US7595307B2 (OSRAM) |
| EP (1) | EP1784428A2 (OSRAM) |
| JP (1) | JP2008509886A (OSRAM) |
| KR (1) | KR20070060069A (OSRAM) |
| AU (1) | AU2005258301A1 (OSRAM) |
| BR (1) | BRPI0512413A (OSRAM) |
| CA (1) | CA2568982A1 (OSRAM) |
| CR (1) | CR8862A (OSRAM) |
| EC (1) | ECSP077129A (OSRAM) |
| IL (1) | IL179642A0 (OSRAM) |
| MX (1) | MXPA06015107A (OSRAM) |
| NO (1) | NO20070434L (OSRAM) |
| RU (1) | RU2404995C2 (OSRAM) |
| WO (1) | WO2006002402A2 (OSRAM) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8148335B2 (en) | 2004-06-23 | 2012-04-03 | Children's Hospital & Research Center Oakland | De-N-acetyl sialic acid antigens, antibodies thereto, and methods of use in cancer therapy |
| BRPI0512413A (pt) | 2004-06-23 | 2008-03-04 | Childrens Hosp & Res Ct Oak | derivados de polissacarìdeo e usos na indução de uma resposta imune |
| CA2620416A1 (en) * | 2005-08-24 | 2007-03-01 | Novartis Vaccines And Diagnostics S.R.L. | Zwitterionization of capsular saccharides |
| WO2007075921A2 (en) * | 2005-12-23 | 2007-07-05 | Children's Hospital & Research Center At Oakland | De-n-acetyl sialic acid antigens, antibodies thereto, and methods of use in cancer therapy |
| CA2692069C (en) * | 2007-06-20 | 2016-10-18 | Baxter Healthcare S.A. | Modified polysaccharides for conjugate vaccines |
| WO2009006620A1 (en) | 2007-07-03 | 2009-01-08 | Children's Hospital & Research Center At Oakland | Oligosialic acid derivatives, methods of manufacture, and immunological uses |
| AU2008272854B2 (en) * | 2007-07-03 | 2014-03-13 | Children's Hospital & Research Center At Oakland | Inhibitors of polysialic acid de-N-acetylase and methods for using the same |
| WO2009006613A1 (en) | 2007-07-03 | 2009-01-08 | Children's Hospital & Research Center At Oakland | Polysialic acid derivatives, methods of production, and uses in enhancing cancer antigen production and targeting |
| US20130116423A1 (en) | 2010-04-23 | 2013-05-09 | A. Stewart Campbell | Synthetic Oligosaccharides for Staphylococcus Vaccine |
| US8716469B2 (en) | 2010-04-27 | 2014-05-06 | Ancora Pharmaceuticals, Inc. | Synthetic oligosaccharides for Moraxella vaccine |
| WO2011149778A1 (en) | 2010-05-26 | 2011-12-01 | Ancora Pharmaceuticals Inc. | Synthetic oligosaccharides for neisseria meningitis vaccine |
| CN109182423B (zh) * | 2018-09-26 | 2020-07-07 | 武汉中科光谷绿色生物技术有限公司 | 促进大肠杆菌发酵生产聚唾液酸的方法 |
| CN112795583A (zh) * | 2020-11-16 | 2021-05-14 | 上海大学 | 重组唾液酸外切酶的制备方法、表达基因、重组表达载体及构建方法 |
| CN114507262B (zh) * | 2022-03-01 | 2023-12-19 | 德元堂(上海)健康科技发展有限公司 | 一种聚唾液酸的水解工艺 |
| CN114539333B (zh) * | 2022-03-01 | 2023-12-22 | 德元堂(上海)健康科技发展有限公司 | 一种唾液酸的循环生产工艺 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4314999A (en) * | 1978-07-31 | 1982-02-09 | Proter S.P.A. | N-Acyl derivatives of glucosamine having antitumor chemotherapeutic acitivity |
| US4216208A (en) * | 1978-07-31 | 1980-08-05 | Proter S.P.A. | N-Acyl derivatives of glucosamines having antitumor chemotherapeutic activity |
| US4727136A (en) | 1985-10-01 | 1988-02-23 | Canadian Patents And Development Ltd. | Modified meningococcal group B polysaccharide for conjugate vaccine |
| US4722136A (en) * | 1985-10-28 | 1988-02-02 | Leviton Manufacturing Company, Inc. | Snap-in convenience electrical connector system and method of assembly |
| JPS6344590A (ja) * | 1986-08-12 | 1988-02-25 | Mect Corp | シアル酸誘導体の製造方法 |
| HU9201966D0 (en) | 1989-12-14 | 1992-10-28 | Ca Nat Research Council | An improved vaccine of meningococcus-polysaccharide conjunction |
| US5846951A (en) * | 1991-06-06 | 1998-12-08 | The School Of Pharmacy, University Of London | Pharmaceutical compositions |
| GB9116896D0 (en) * | 1991-08-06 | 1991-09-18 | Erba Carlo Spa | 3-deoxymannosamine derivatives and process for their preparation |
| US5811102A (en) * | 1995-06-07 | 1998-09-22 | National Research Council Of Canada | Modified meningococcal polysaccharide conjugate vaccines |
| JPH101397A (ja) * | 1996-06-14 | 1998-01-06 | Mitsubishi Gas Chem Co Inc | 磁気光学素子の基板用ガーネット結晶及びその製造法 |
| JP4150082B2 (ja) * | 1996-08-27 | 2008-09-17 | カイロン コーポレイション | 独特の髄膜炎菌性ｂエピトープを規定するモノクローナル抗体およびワクチン組成物の調製におけるそれらの使用 |
| ES2166097T5 (es) * | 1996-08-27 | 2007-03-16 | Novartis Vaccines And Diagnostics, Inc. | Glicoconjugados de neisseria meningitidis de serogrupo b y procedimientos para usarlos. |
| ATE421527T1 (de) | 1997-08-27 | 2009-02-15 | Novartis Vaccines & Diagnostic | Molekular-mimetika von meningokokkus b epitopen |
| WO2000007602A1 (en) * | 1998-08-06 | 2000-02-17 | The Johns Hopkins University School Of Medicine | Compounds for altering cell surface sialic acids and methods of use therefor |
| CA2279134A1 (en) * | 1999-07-29 | 2001-01-29 | Tianmin Liu | Novel strategy for carbohydrate-based therapeutic vaccines |
| AU2001278323A1 (en) * | 2000-07-28 | 2002-02-13 | National Research Council Of Canada | Modified sialic acid vaccines |
| BRPI0512413A (pt) | 2004-06-23 | 2008-03-04 | Childrens Hosp & Res Ct Oak | derivados de polissacarìdeo e usos na indução de uma resposta imune |
-
2005
- 2005-06-23 BR BRPI0512413-1A patent/BRPI0512413A/pt not_active IP Right Cessation
- 2005-06-23 MX MXPA06015107A patent/MXPA06015107A/es not_active Application Discontinuation
- 2005-06-23 CA CA002568982A patent/CA2568982A1/en not_active Abandoned
- 2005-06-23 WO PCT/US2005/022590 patent/WO2006002402A2/en not_active Ceased
- 2005-06-23 US US11/166,781 patent/US7595307B2/en not_active Expired - Fee Related
- 2005-06-23 AU AU2005258301A patent/AU2005258301A1/en not_active Abandoned
- 2005-06-23 RU RU2007102255/05A patent/RU2404995C2/ru not_active IP Right Cessation
- 2005-06-23 EP EP05767567A patent/EP1784428A2/en not_active Withdrawn
- 2005-06-23 JP JP2007518334A patent/JP2008509886A/ja active Pending
- 2005-06-23 KR KR1020077001193A patent/KR20070060069A/ko not_active Ceased
-
2006
- 2006-11-27 IL IL179642A patent/IL179642A0/en unknown
-
2007
- 2007-01-05 EC EC2007007129A patent/ECSP077129A/es unknown
- 2007-01-18 CR CR8862A patent/CR8862A/es not_active Application Discontinuation
- 2007-01-23 NO NO20070434A patent/NO20070434L/no not_active Application Discontinuation
-
2009
- 2009-08-12 US US12/540,249 patent/US20100068728A1/en not_active Abandoned
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