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NZ770014B2 - Streptococcus pneumoniae capsular polysaccharides and immunogenic conjugate thereof - Google Patents
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NZ770014B2 - Streptococcus pneumoniae capsular polysaccharides and immunogenic conjugate thereof - Google Patents

Streptococcus pneumoniae capsular polysaccharides and immunogenic conjugate thereof Download PDF

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Publication number
NZ770014B2
NZ770014B2 NZ770014A NZ77001419A NZ770014B2 NZ 770014 B2 NZ770014 B2 NZ 770014B2 NZ 770014 A NZ770014 A NZ 770014A NZ 77001419 A NZ77001419 A NZ 77001419A NZ 770014 B2 NZ770014 B2 NZ 770014B2
Authority
NZ
New Zealand
Prior art keywords
capsular polysaccharide
serotype
capsular
streptococcus pneumoniae
molecular weight
Prior art date
Application number
NZ770014A
Other versions
NZ770014A (en
Inventor
Kyung Jun An
Dong Soo Ham
Hun Kim
Sung Hyun Kim
Jin Hwan Shin
Original Assignee
Sk Bioscience Co Ltd
Filing date
Publication date
Application filed by Sk Bioscience Co Ltd filed Critical Sk Bioscience Co Ltd
Priority claimed from PCT/KR2019/004717 external-priority patent/WO2019203599A1/en
Publication of NZ770014A publication Critical patent/NZ770014A/en
Publication of NZ770014B2 publication Critical patent/NZ770014B2/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00Medicinal preparations containing antigens or antibodies
    • A61K2039/60Medicinal preparations containing antigens or antibodies characteristics by the carrier linked to the antigen
    • A61K2039/6031Proteins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00Medicinal preparations containing antigens or antibodies
    • A61K2039/60Medicinal preparations containing antigens or antibodies characteristics by the carrier linked to the antigen
    • A61K2039/6031Proteins
    • A61K2039/6037Bacterial toxins, e.g. diphteria toxoid [DT], tetanus toxoid [TT]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00Medicinal preparations containing antigens or antibodies
    • A61K39/02Bacterial antigens
    • A61K39/09Lactobacillales, e.g. aerococcus, enterococcus, lactobacillus, lactococcus, streptococcus
    • A61K39/092Streptococcus
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/56Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
    • A61K47/61Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule the organic macromolecular compound being a polysaccharide or a derivative thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/04Immunostimulants
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K14/00Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/195Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria
    • C07K14/315Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Streptococcus (G), e.g. Enterococci
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K14/00Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/195Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria
    • C07K14/315Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Streptococcus (G), e.g. Enterococci
    • C07K14/3156Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Streptococcus (G), e.g. Enterococci from Streptococcus pneumoniae (Pneumococcus)

Abstract

The objective of the present invention is to provide: an immunogenic composition comprising a Streptococcus pneumoniae polysaccharides-proteins conjugate, which comprises any one or more capsular polysaccharides selected from the group consisting of serotypes 1, 2, 3, 4, 5, 6A, 6B, 7F, 8, 9N, 9V, 10A, 11A, 12F, 14, 15B, 17F, 18C, 19A, 19F, 20, 22F, 23F and 33F, which are derived from Streptococcus , and one or more carrier proteins conjugated to each of the capsular polysaccharides; and a preparation method therefor. According to one embodiment of the present invention, provided is an immunogenic composition for preventing or treating a pneumococcal infection. In particular, the invention provides an immunogenic composition comprising 24 different streptococcus pneumoniae capsular polysaccharide-protein conjugates where the capsular polysaccharides from serotypes 1 and 5 are conjugated to tetanus toxoid and the capsular polysaccharides from serotypes 2, 3, 4, 6A, 6B, 7F, 8, 9N, 9V, 10A, 11A, 12F, 14, 15B, 17F, 18C, 19A, 19F, 20, 22F, 23F, and 33F are conjugated to CRM197.

Claims (16)

CLAIMS ?
1. An immunogenic composition comprising 24 different Streptococcus pneumoniae capsular polysaccharide-protein conjugates, wherein each capsular polysaccharide-protein conjugate 5 comprises a carrier protein conjugated to a capsular polysaccharide derived from a different serotype of Streptococcus pneumoniae, wherein the Streptococcus pneumoniae serotypes are selected from serotypes 1, 2, 3, 4, 5, 6A, 6B, 7F, 8, 9N, 9V, 10A, 11A, 12F, 14, 15B, 17F, 18C, 19A, 19F, 20, 22F, 23F, and 33F; and 10 wherein the capsular polysaccharides from serotypes 1 and 5 are conjugated to tetanus toxoid and the capsular polysaccharides from serotypes 2, 3, 4, 6A, 6B, 7F, 8, 9N, 9V, 10A, 11A, 12F, 14, 15B, 17F, 18C, 19A, 19F, 20, 22F, 23F, and 33F are conjugated to CRM197, 15 wherein the capsular polysaccharide from serotype 2 has a molecular weight of 100 to 400 kDa and a degree of oxidation of 2 to 18, wherein the capsular polysaccharide from serotype 9N has a molecular weight of 200 to 700 kDa and a degree of oxidation of 2 20 to 19, wherein the capsular polysaccharide from serotype 17F has a molecular weight of 400 to 900 kDa and a degree of oxidation of 1 to 22, and wherein the capsular polysaccharide from serotype 20 has a 25 molecular weight of 400 to 800 kDa and a degree of oxidation of 4 to 16.
2. The immunogenic composition of claim 1, wherein: the capsular polysaccharide-protein conjugate comprising the 30 capsular polysaccharide from serotype 2 has a molecular weight of 1,000 to 16,000 kDa; or the capsular polysaccharide-protein conjugate comprising the capsular polysaccharide from serotype 20 has a molecular weight of 1,000 to 4,000 kDa.
3. The immunogenic composition of claim 1 or claim 2, wherein: the weight ratio of the capsular polysaccharide from serotype 2 to the carrier protein is 0.5 to 2.0; or the weight ratio of the capsular polysaccharide from serotype 5 17F to the carrier protein is 0.5 to 18; or the weight ratio of the capsular polysaccharide from serotype 20 to the carrier protein is 1 to 5.
4. The immunogenic composition of any one of claims 1 to 3, wherein: 10 20 to 60% of the total molecular weight of the capsular polysaccharide-protein conjugate comprising the capsular polysaccharide from serotype 2 is present within 0.3 Kd in a 4% Cross-linked Agarose beads (CL-4B) column; or 15 to 60% of the total molecular weight of the capsular 15 polysaccharide-protein conjugate comprising the capsular polysaccharide from serotype 17F is present within 0.3 Kd in a CL- 4B column; or 70 to 90% of the total molecular weight of the capsular polysaccharide-protein conjugate comprising the capsular 20 polysaccharide from serotype 20 is present within 0.3 Kd in a CL- 4B column.
5. The immunogenic composition of any one of claims 1 to 4, wherein the immunogenic composition comprises a physiologically acceptable 25 vehicle.
6. A vaccine comprising an immunogenic composition of any one of claims 1 to 5 and a pharmaceutically acceptable excipient, carrier or diluent.
7. A method of preparing the immunogenic composition of any one of claims 1 to 5, the method comprising: (a) fermenting and dissolving bacterial cells which produce capsular polysaccharides derived from Streptococcus pneumoniae 35 serotypes 1, 2, 3, 4, 5, 6A, 6B, 7F, 8, 9N, 9V, 10A, 11A, 12F, 14, 15B, 17F, 18C, 19A, 19F, 20, 22F, 23F, and 33F; (b) purifying the capsular polysaccharides from the bacterial cells; (c) activating the capsular polysaccharides with an oxidizing agent; and 5 (d) combining each of the capsular polysaccharides with a carrier protein to form a Streptococcus pneumoniae capsular polysaccharide-protein conjugate, wherein the capsular polysaccharides from serotypes 1 and 5 are conjugated to tetanus toxoid and the capsular polysaccharides 10 from serotypes 2, 3, 4, 6A, 6B, 7F, 8, 9N, 9V, 10A, 11A, 12F, 14, 15B, 17F, 18C, 19A, 19F, 20, 22F, 23F, and 33F are conjugated to CRM197, wherein the capsular polysaccharide from serotype 2 has a molecular weight of 100 to 400 kDa and a degree of oxidation of 2 15 to 18, wherein the capsular polysaccharide from serotype 9N has a molecular weight of 200 to 700 kDa and a degree of oxidation of 2 to 19, wherein the capsular polysaccharide from serotype 17F has a 20 molecular weight of 400 to 900 kDa and a degree of oxidation of 1 to 22, and wherein the capsular polysaccharide from serotype 20 has a molecular weight of 400 to 800 kDa and a degree of oxidation of 4 to 16.
8. The method of claim 7, wherein the method further comprises hydrolyzing the capsular polysaccharide to size it, before step (c), in case of the capsular polysaccharides derived from serotypes 2 and 17F.
9. The method of claim 7 or claim 8, wherein the Streptococcus pneumoniae capsular polysaccharide-protein conjugate is formed by reacting with one or more reducing agents selected from the group consisting of cyanoborohydride, borane-pyridine and borohydride 35 exchange resin.
10. The method of any one of claims 7 to 9, wherein the activating step (c) comprises reacting 0.01 - 0.22 µg of periodate per 1 µg capsular polysaccharide at a temperature of 20 to 25ºC for 15 to 20 hours.
11. Use of an immunogenic composition of any one of claims 1 to 5 in the manufacture of a medicament for preventing or treating a disease or condition caused by Streptococcus pneumoniae. 10 12. The use of claim 11, wherein the disease or condition caused by
12.Streptococcus pneumoniae is pneumonia, sinusitis, otitis media, acute otitis media, cerebromeningitis, bacteriemia, septicemia, pyothorax, conjunctivitis, osteomyelitis, septic arthritis, endocarditis, peritonitis, pericarditis, mastoiditis, cellulitis, 15 soft tissue infection, or brain abscess.
13. Use of an immunogenic composition of any one of claims 1 to 5 in the manufacture of a medicament for inducing an immune response against Streptococcus pneumoniae.
14. Use of a vaccine of claim 6 in the manufacture of a medicament for preventing or treating a disease or condition caused by Streptococcus pneumoniae. 25
15. The use of claim 14, wherein the disease or condition caused by Streptococcus pneumoniae is pneumonia, sinusitis, otitis media, acute otitis media, cerebromeningitis, bacteriemia, septicemia, pyothorax, conjunctivitis, osteomyelitis, septic arthritis, endocarditis, peritonitis, pericarditis, mastoiditis, cellulitis, 30 soft tissue infection, or brain abscess.
16. Use of a vaccine of claim 6 in the manufacture of a medicament for inducing an immune response against Streptococcus pneumoniae.
NZ770014A 2019-04-18 Streptococcus pneumoniae capsular polysaccharides and immunogenic conjugate thereof NZ770014B2 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
KR20180045246 2018-04-18
KR20180045245 2018-04-18
KR20180045247 2018-04-18
KR20180045248 2018-04-18
PCT/KR2019/004717 WO2019203599A1 (en) 2018-04-18 2019-04-18 Streptococcus pneumoniae capsular polysaccharides and immunogenic conjugate thereof

Publications (2)

Publication Number Publication Date
NZ770014A NZ770014A (en) 2024-05-31
NZ770014B2 true NZ770014B2 (en) 2024-09-03

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