CA1084488A - Protein-bound polysaccharides - Google Patents
Protein-bound polysaccharidesInfo
- Publication number
- CA1084488A CA1084488A CA269,043A CA269043A CA1084488A CA 1084488 A CA1084488 A CA 1084488A CA 269043 A CA269043 A CA 269043A CA 1084488 A CA1084488 A CA 1084488A
- Authority
- CA
- Canada
- Prior art keywords
- protein
- solution
- coriolus
- ppm
- substance
- 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.)
- Expired
Links
- 150000004676 glycans Chemical class 0.000 title claims abstract description 52
- 239000005017 polysaccharide Substances 0.000 title claims abstract description 52
- 229920001282 polysaccharide Polymers 0.000 title claims abstract description 49
- 102000004169 proteins and genes Human genes 0.000 title claims abstract description 48
- 108090000623 proteins and genes Proteins 0.000 title claims abstract description 48
- 238000006243 chemical reaction Methods 0.000 claims abstract description 39
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- 150000001413 amino acids Chemical class 0.000 claims abstract description 18
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- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims description 7
- 229920001503 Glucan Polymers 0.000 claims description 7
- 239000004471 Glycine Substances 0.000 claims description 7
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 7
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- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims description 7
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 claims description 7
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- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
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- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 6
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- 206010060891 General symptom Diseases 0.000 description 1
- 229920002683 Glycosaminoglycan Polymers 0.000 description 1
- 239000007836 KH2PO4 Substances 0.000 description 1
- SHZGCJCMOBCMKK-DHVFOXMCSA-N L-fucopyranose Chemical compound C[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@@H]1O SHZGCJCMOBCMKK-DHVFOXMCSA-N 0.000 description 1
- 241001024304 Mino Species 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 229930182473 O-glycoside Natural products 0.000 description 1
- 150000008444 O-glycosides Chemical class 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 108010038807 Oligopeptides Proteins 0.000 description 1
- 102000015636 Oligopeptides Human genes 0.000 description 1
- 102000035195 Peptidases Human genes 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 239000004365 Protease Substances 0.000 description 1
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 1
- 208000006268 Sarcoma 180 Diseases 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- DRTQHJPVMGBUCF-XVFCMESISA-N Uridine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-XVFCMESISA-N 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 230000003187 abdominal effect Effects 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 230000036528 appetite Effects 0.000 description 1
- 235000019789 appetite Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- RBHJBMIOOPYDBQ-UHFFFAOYSA-N carbon dioxide;propan-2-one Chemical compound O=C=O.CC(C)=O RBHJBMIOOPYDBQ-UHFFFAOYSA-N 0.000 description 1
- 238000002512 chemotherapy Methods 0.000 description 1
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 229930182830 galactose Natural products 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- 208000006454 hepatitis Diseases 0.000 description 1
- 231100000283 hepatitis Toxicity 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- HHIVCXLCMPHUSC-UHFFFAOYSA-N hydron;1h-indol-1-ium;sulfate Chemical compound OS(O)(=O)=O.C1=CC=C2NC=CC2=C1 HHIVCXLCMPHUSC-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000002434 immunopotentiative effect Effects 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000000968 intestinal effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- RLJMLMKIBZAXJO-UHFFFAOYSA-N lead nitrate Chemical compound [O-][N+](=O)O[Pb]O[N+]([O-])=O RLJMLMKIBZAXJO-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 description 1
- 230000001035 methylating effect Effects 0.000 description 1
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
- 235000019796 monopotassium phosphate Nutrition 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 1
- 210000003200 peritoneal cavity Anatomy 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 1
- KWPRMONEGGYFHN-UHFFFAOYSA-M potassium;sodium;chloride;nitrate Chemical compound [Na+].[K]Cl.[O-][N+]([O-])=O KWPRMONEGGYFHN-UHFFFAOYSA-M 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000001959 radiotherapy Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 229910001958 silver carbonate Inorganic materials 0.000 description 1
- LKZMBDSASOBTPN-UHFFFAOYSA-L silver carbonate Substances [Ag].[O-]C([O-])=O LKZMBDSASOBTPN-UHFFFAOYSA-L 0.000 description 1
- KIEOKOFEPABQKJ-UHFFFAOYSA-N sodium dichromate Chemical compound [Na+].[Na+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KIEOKOFEPABQKJ-UHFFFAOYSA-N 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P21/00—Preparation of peptides or proteins
- C12P21/005—Glycopeptides, glycoproteins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/06—Fungi, e.g. yeasts
- A61K36/07—Basidiomycota, e.g. Cryptococcus
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- Zoology (AREA)
- Biochemistry (AREA)
- Mycology (AREA)
- Wood Science & Technology (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Botany (AREA)
- Genetics & Genomics (AREA)
- Medical Informatics (AREA)
- Polymers & Plastics (AREA)
- Epidemiology (AREA)
- Alternative & Traditional Medicine (AREA)
- Materials Engineering (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicines Containing Plant Substances (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Compounds Of Unknown Constitution (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP318/1976 | 1976-01-01 | ||
| JP31876A JPS5283996A (en) | 1976-01-01 | 1976-01-01 | Protein polysaccaride |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1084488A true CA1084488A (en) | 1980-08-26 |
Family
ID=11470548
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA269,043A Expired CA1084488A (en) | 1976-01-01 | 1976-12-31 | Protein-bound polysaccharides |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US4289688A (en, 2012) |
| JP (1) | JPS5283996A (en, 2012) |
| BE (1) | BE850018A (en, 2012) |
| CA (1) | CA1084488A (en, 2012) |
| DD (1) | DD129794A5 (en, 2012) |
| DE (1) | DE2659808C3 (en, 2012) |
| FR (1) | FR2337144A1 (en, 2012) |
| GB (1) | GB1565090A (en, 2012) |
| PH (2) | PH14773A (en, 2012) |
| RO (1) | RO69855A (en, 2012) |
| SE (1) | SE423997B (en, 2012) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PH14773A (en) | 1976-01-01 | 1981-12-09 | Kureha Chemical Ind Co Ltd | Protein-bound polysaccharides |
| JPS536413A (en) * | 1976-07-07 | 1978-01-20 | Kureha Chem Ind Co Ltd | Preparation of n-containing polysaccharides |
| JPS536412A (en) * | 1976-07-07 | 1978-01-20 | Kureha Chem Ind Co Ltd | Preparation of n-containing polysaccharides |
| FR2461724A1 (fr) * | 1979-07-20 | 1981-02-06 | Christine Fougnot | Polymeres substitues par des groupes leur conferant des proprietes anti-coagulantes et leur procede de preparation, objets constitues par et/ou comprenant lesdits polymeres et leurs procedes de fabrication, application desdits objets en chirurgie et en medecine, et compositions pharmaceutiques contenant lesdits polymeres substitues |
| JPS5932480B2 (ja) * | 1981-02-10 | 1984-08-09 | 呉羽化学工業株式会社 | 新規な糖蛋白複合体 |
| WO1982003329A1 (en) * | 1981-03-31 | 1982-10-14 | David B A Silk | Glucose polymers and method of producing same |
| JPS58118519A (ja) * | 1981-12-29 | 1983-07-14 | Noda Shiyokukin Kogyo Kk | 抗がん剤 |
| US4542123A (en) * | 1982-01-11 | 1985-09-17 | Massachusetts Institute Of Technology | Composition and method for increasing brain tyrosine levels |
| DE3448145C2 (en, 2012) * | 1983-08-11 | 1989-09-21 | Kureha Kagaku Kogyo K.K., Tokio/Tokyo, Jp | |
| CH660557A5 (fr) * | 1984-10-26 | 1987-05-15 | Nestle Sa | Composition anti-bacterienne et procede de preparation de ses constituants actifs. |
| US4713240A (en) * | 1985-04-04 | 1987-12-15 | Research Corporation | Vaccines based on insoluble supports |
| JPH0643336B2 (ja) * | 1988-06-30 | 1994-06-08 | 呉羽化学工業株式会社 | 血管増殖抑制剤 |
| US4950645A (en) * | 1988-07-08 | 1990-08-21 | Immunotherapeutics, Inc. | Composition for macrophage activation |
| US5416070A (en) * | 1988-07-08 | 1995-05-16 | Immunotherapeutics, Inc. | Composition for macrophage activation |
| WO1994012199A1 (en) * | 1992-11-30 | 1994-06-09 | Department Of The Army | Purified coriolus versicolor polypeptide complex |
| AU2608800A (en) * | 1999-01-12 | 2000-08-01 | Vito-Mannan Polysaccharide L.L.C. | Method of isolating mucilaginous polysaccharides and uses thereof |
| US6582723B2 (en) | 2001-05-03 | 2003-06-24 | Wayne F. Gorsek | Cancer immune composition for prevention and treatment of individuals |
| US7048932B2 (en) * | 2002-05-22 | 2006-05-23 | The Chinese University Of Hong Kong | Preparation and standardization of immunomodulatory peptide-linked glucans with verifiable oral absorbability from coriolus versicolor |
| US7854936B2 (en) | 2008-01-14 | 2010-12-21 | Active Organics, Inc. | Anti-inflammatory hydrolysate of C. versicolor |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3472831A (en) * | 1965-02-19 | 1969-10-14 | Ciba Geigy Corp | Process for purifying mistletoe proteins by ultracentrifugation |
| US3759896A (en) * | 1968-03-28 | 1973-09-18 | T Yamamoto | Process for manufacture of polysaccharides with antitumor action |
| US3856775A (en) * | 1969-07-14 | 1974-12-24 | Ajinomoto Kk | {62 -(1{43 3)-glucans |
| JPS4843841B1 (en, 2012) | 1969-09-06 | 1973-12-21 | ||
| BE757248A (fr) | 1969-10-15 | 1971-04-08 | Kureha Chemical Ind Co Ltd | Substance a propriete anticancereuse et procedes pour sa preparation |
| US4051314A (en) * | 1970-10-14 | 1977-09-27 | Kureha Kagaku Kogyo Kabushiki Kaisha | Polysaccharides and method for producing same |
| PH14773A (en) | 1976-01-01 | 1981-12-09 | Kureha Chemical Ind Co Ltd | Protein-bound polysaccharides |
-
1974
- 1974-12-29 PH PH19310A patent/PH14773A/en unknown
-
1976
- 1976-01-01 JP JP31876A patent/JPS5283996A/ja active Granted
- 1976-12-30 DD DD7600196772A patent/DD129794A5/xx unknown
- 1976-12-30 SE SE7614725A patent/SE423997B/xx not_active IP Right Cessation
- 1976-12-30 DE DE2659808A patent/DE2659808C3/de not_active Expired
- 1976-12-31 RO RO7688921A patent/RO69855A/ro unknown
- 1976-12-31 CA CA269,043A patent/CA1084488A/en not_active Expired
- 1976-12-31 BE BE173772A patent/BE850018A/xx not_active IP Right Cessation
- 1976-12-31 GB GB54547/76A patent/GB1565090A/en not_active Expired
-
1977
- 1977-01-03 FR FR7700028A patent/FR2337144A1/fr active Granted
-
1979
- 1979-05-18 US US06/040,105 patent/US4289688A/en not_active Expired - Lifetime
-
1980
- 1980-02-13 US US06/121,142 patent/US4271151A/en not_active Expired - Lifetime
- 1980-06-25 PH PH24187A patent/PH16682A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5283996A (en) | 1977-07-13 |
| PH14773A (en) | 1981-12-09 |
| SE7614725L (sv) | 1977-07-02 |
| DE2659808A1 (de) | 1977-07-14 |
| RO69855A (ro) | 1981-05-15 |
| GB1565090A (en) | 1980-04-16 |
| AU2099476A (en) | 1978-07-06 |
| US4289688A (en) | 1981-09-15 |
| FR2337144A1 (fr) | 1977-07-29 |
| SE423997B (sv) | 1982-06-21 |
| PH16682A (en) | 1983-12-13 |
| FR2337144B1 (en, 2012) | 1980-06-06 |
| US4271151A (en) | 1981-06-02 |
| DE2659808C3 (de) | 1980-04-03 |
| JPS5523271B2 (en, 2012) | 1980-06-21 |
| DD129794A5 (de) | 1978-02-08 |
| DE2659808B2 (de) | 1979-08-02 |
| BE850018A (fr) | 1977-06-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |