JP2018515627A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2018515627A5 JP2018515627A5 JP2018514933A JP2018514933A JP2018515627A5 JP 2018515627 A5 JP2018515627 A5 JP 2018515627A5 JP 2018514933 A JP2018514933 A JP 2018514933A JP 2018514933 A JP2018514933 A JP 2018514933A JP 2018515627 A5 JP2018515627 A5 JP 2018515627A5
- Authority
- JP
- Japan
- Prior art keywords
- disaccharide
- particle
- disorder
- heparin
- carbohydrate moiety
- 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.)
- Granted
Links
- 239000002245 particle Substances 0.000 claims description 36
- -1 heparin disaccharide Chemical class 0.000 claims description 28
- 150000001720 carbohydrates Chemical class 0.000 claims description 26
- 229920000669 heparin Polymers 0.000 claims description 18
- 229960002897 heparin Drugs 0.000 claims description 18
- 208000026278 immune system disease Diseases 0.000 claims description 17
- 229920002567 Chondroitin Polymers 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 12
- 230000000694 effects Effects 0.000 claims description 10
- 210000002865 immune cell Anatomy 0.000 claims description 10
- 239000002955 immunomodulating agent Substances 0.000 claims description 9
- 230000002584 immunomodulator Effects 0.000 claims description 9
- 229940121354 immunomodulator Drugs 0.000 claims description 9
- HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical compound OC1C(NC(=O)C)C(O)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(OC2C(C(OS(O)(=O)=O)C(OC3C(C(O)C(O)C(O3)C(O)=O)OS(O)(=O)=O)C(CO)O2)NS(O)(=O)=O)C(C(O)=O)O1 HTTJABKRGRZYRN-UHFFFAOYSA-N 0.000 claims description 8
- 150000002016 disaccharides Chemical class 0.000 claims description 8
- 239000008194 pharmaceutical composition Substances 0.000 claims description 8
- 229920000307 polymer substrate Polymers 0.000 claims description 8
- 230000004936 stimulating effect Effects 0.000 claims description 8
- 239000000427 antigen Substances 0.000 claims description 7
- 102000036639 antigens Human genes 0.000 claims description 7
- 108091007433 antigens Proteins 0.000 claims description 7
- 229930182830 galactose Natural products 0.000 claims description 6
- 230000028327 secretion Effects 0.000 claims description 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 5
- DVGKRPYUFRZAQW-UHFFFAOYSA-N 3 prime Natural products CC(=O)NC1OC(CC(O)C1C(O)C(O)CO)(OC2C(O)C(CO)OC(OC3C(O)C(O)C(O)OC3CO)C2O)C(=O)O DVGKRPYUFRZAQW-UHFFFAOYSA-N 0.000 claims description 4
- 208000023275 Autoimmune disease Diseases 0.000 claims description 4
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 claims description 4
- 102000004889 Interleukin-6 Human genes 0.000 claims description 4
- 108090001005 Interleukin-6 Proteins 0.000 claims description 4
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 claims description 4
- 229920000954 Polyglycolide Polymers 0.000 claims description 4
- SXMGGNXBTZBGLU-IBUUTZGMSA-N Sialyllacto-N-neotetraose c Chemical compound O([C@H]([C@@H]([C@@H](O)[C@H]1O)O)O[C@H]2[C@H](O)[C@H]([C@@H](O[C@@H]2CO)O[C@@H]2[C@H]([C@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O)O[C@H](CO)[C@@H]2O)O)NC(=O)C)C1CO[C@]1(C(O)=O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O1 SXMGGNXBTZBGLU-IBUUTZGMSA-N 0.000 claims description 4
- QUOQJNYANJQSDA-MHQSSNGYSA-N Sialyllacto-N-tetraose a Chemical compound O1C([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C[C@@]1(C(O)=O)O[C@@H]1[C@@H](O)[C@H](OC2[C@H]([C@H](OC3[C@H]([C@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O)O[C@H](CO)[C@@H]3O)O)O[C@H](CO)[C@H]2O)NC(C)=O)O[C@H](CO)[C@@H]1O QUOQJNYANJQSDA-MHQSSNGYSA-N 0.000 claims description 4
- AXQLFFDZXPOFPO-UHFFFAOYSA-N UNPD216 Natural products O1C(CO)C(O)C(OC2C(C(O)C(O)C(CO)O2)O)C(NC(=O)C)C1OC(C1O)C(O)C(CO)OC1OC1C(O)C(O)C(O)OC1CO AXQLFFDZXPOFPO-UHFFFAOYSA-N 0.000 claims description 4
- RQNFGIWYOACERD-OCQMRBNYSA-N alpha-L-Fucp-(1->4)-[alpha-L-Fucp-(1->2)-beta-D-Galp-(1->3)]-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-D-Glcp Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](O[C@H]2[C@@H]([C@@H](CO)O[C@@H](O[C@@H]3[C@H]([C@H](O[C@@H]4[C@H](OC(O)[C@H](O)[C@H]4O)CO)O[C@H](CO)[C@@H]3O)O)[C@@H]2NC(C)=O)O[C@H]2[C@H]([C@H](O)[C@H](O)[C@H](C)O2)O)O[C@H](CO)[C@H](O)[C@@H]1O RQNFGIWYOACERD-OCQMRBNYSA-N 0.000 claims description 4
- TYALNJQZQRNQNQ-JLYOMPFMSA-N alpha-Neup5Ac-(2->6)-beta-D-Galp-(1->4)-beta-D-Glcp Chemical compound O1[C@@H]([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C[C@@]1(C(O)=O)OC[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O)[C@H](O)O[C@@H]2CO)O)O1 TYALNJQZQRNQNQ-JLYOMPFMSA-N 0.000 claims description 4
- NPPRJALWPIXIHO-PNCMPRLYSA-N beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-[beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->6)]-beta-D-Gal-(1->4)-D-Glc Chemical compound O([C@H]1[C@H](O)[C@H]([C@@H](O[C@@H]1CO)OC[C@@H]1[C@@H]([C@H](O[C@H]2[C@@H]([C@@H](O)[C@H](O[C@H]3[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O3)O)[C@@H](CO)O2)NC(C)=O)[C@@H](O)[C@H](O[C@@H]2[C@H](OC(O)[C@H](O)[C@H]2O)CO)O1)O)NC(=O)C)[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O NPPRJALWPIXIHO-PNCMPRLYSA-N 0.000 claims description 4
- DMYPRRDPOMGEAK-XWDFSUOISA-N beta-D-Galp-(1->3)-[alpha-L-Fucp-(1->4)]-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-[alpha-L-Fucp-(1->3)]-D-Glcp Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O[C@H]4[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O4)O)[C@H](O[C@H]4[C@H]([C@H](O)[C@H](O)[C@H](C)O4)O)[C@@H](CO)O3)NC(C)=O)[C@@H](O)[C@@H](CO)O2)O)[C@@H](CO)OC(O)[C@@H]1O DMYPRRDPOMGEAK-XWDFSUOISA-N 0.000 claims description 4
- AXQLFFDZXPOFPO-UNTPKZLMSA-N beta-D-Galp-(1->3)-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-beta-D-Glcp Chemical compound O([C@@H]1O[C@H](CO)[C@H](O)[C@@H]([C@H]1O)O[C@H]1[C@@H]([C@H]([C@H](O)[C@@H](CO)O1)O[C@H]1[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O1)O)NC(=O)C)[C@H]1[C@H](O)[C@@H](O)[C@H](O)O[C@@H]1CO AXQLFFDZXPOFPO-UNTPKZLMSA-N 0.000 claims description 4
- 230000016396 cytokine production Effects 0.000 claims description 4
- 229930182470 glycoside Natural products 0.000 claims description 4
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims description 4
- OQIUPKPUOLIHHS-UHFFFAOYSA-N lacto-N-difucohexaose I Natural products OC1C(O)C(O)C(C)OC1OC1C(OC2C(C(CO)OC(OC3C(C(OC(C(O)CO)C(O)C(O)C=O)OC(CO)C3O)O)C2NC(C)=O)OC2C(C(O)C(O)C(C)O2)O)OC(CO)C(O)C1O OQIUPKPUOLIHHS-UHFFFAOYSA-N 0.000 claims description 4
- DMYPRRDPOMGEAK-UHFFFAOYSA-N lacto-N-difucohexaose II Natural products OC1C(O)C(O)C(C)OC1OC1C(OC2C(C(OC3C(C(OC4C(C(O)C(O)C(CO)O4)O)C(OC4C(C(O)C(O)C(C)O4)O)C(CO)O3)NC(C)=O)C(O)C(CO)O2)O)C(CO)OC(O)C1O DMYPRRDPOMGEAK-UHFFFAOYSA-N 0.000 claims description 4
- IEQCXFNWPAHHQR-UHFFFAOYSA-N lacto-N-neotetraose Natural products OCC1OC(OC2C(C(OC3C(OC(O)C(O)C3O)CO)OC(CO)C2O)O)C(NC(=O)C)C(O)C1OC1OC(CO)C(O)C(O)C1O IEQCXFNWPAHHQR-UHFFFAOYSA-N 0.000 claims description 4
- USIPEGYTBGEPJN-UHFFFAOYSA-N lacto-N-tetraose Natural products O1C(CO)C(O)C(OC2C(C(O)C(O)C(CO)O2)O)C(NC(=O)C)C1OC1C(O)C(CO)OC(OC(C(O)CO)C(O)C(O)C=O)C1O USIPEGYTBGEPJN-UHFFFAOYSA-N 0.000 claims description 4
- 229940062780 lacto-n-neotetraose Drugs 0.000 claims description 4
- RBMYDHMFFAVMMM-PLQWBNBWSA-N neolactotetraose Chemical compound O([C@H]1[C@H](O)[C@H]([C@@H](O[C@@H]1CO)O[C@@H]1[C@H]([C@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O)O[C@H](CO)[C@@H]1O)O)NC(=O)C)[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O RBMYDHMFFAVMMM-PLQWBNBWSA-N 0.000 claims description 4
- 239000004633 polyglycolic acid Substances 0.000 claims description 4
- 206010020751 Hypersensitivity Diseases 0.000 claims description 3
- LUEWUZLMQUOBSB-UHFFFAOYSA-N UNPD55895 Natural products OC1C(O)C(O)C(CO)OC1OC1C(CO)OC(OC2C(OC(OC3C(OC(O)C(O)C3O)CO)C(O)C2O)CO)C(O)C1O LUEWUZLMQUOBSB-UHFFFAOYSA-N 0.000 claims description 3
- FYGDTMLNYKFZSV-SKWQFERISA-N alpha-D-Galp-(1->4)-beta-D-Galp-(1->4)-beta-D-Glcp Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@@H](CO)O[C@@H](O[C@@H]2[C@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-SKWQFERISA-N 0.000 claims description 3
- 208000035475 disorder Diseases 0.000 claims description 3
- 230000002519 immonomodulatory effect Effects 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- TYALNJQZQRNQNQ-UHFFFAOYSA-N #alpha;2,6-sialyllactose Natural products O1C(C(O)C(O)CO)C(NC(=O)C)C(O)CC1(C(O)=O)OCC1C(O)C(O)C(O)C(OC2C(C(O)C(O)OC2CO)O)O1 TYALNJQZQRNQNQ-UHFFFAOYSA-N 0.000 claims description 2
- XBTVQEDXNQTVKN-WDSKDSINSA-N (2s,4s)-4-(hydroxymethyl)-1-methylpyrrolidine-2-carboxylic acid Chemical compound CN1C[C@@H](CO)C[C@H]1C(O)=O XBTVQEDXNQTVKN-WDSKDSINSA-N 0.000 claims description 2
- CILYIEBUXJIHCO-UHFFFAOYSA-N 102778-91-6 Natural products O1C(C(O)C(O)CO)C(NC(=O)C)C(O)CC1(C(O)=O)OC1C(O)C(OC2C(C(O)C(O)OC2CO)O)OC(CO)C1O CILYIEBUXJIHCO-UHFFFAOYSA-N 0.000 claims description 2
- 229940062827 2'-fucosyllactose Drugs 0.000 claims description 2
- AYRXSINWFIIFAE-UHFFFAOYSA-N 2,3,4,5-tetrahydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanal Chemical compound OCC1OC(OCC(O)C(O)C(O)C(O)C=O)C(O)C(O)C1O AYRXSINWFIIFAE-UHFFFAOYSA-N 0.000 claims description 2
- HWHQUWQCBPAQQH-UHFFFAOYSA-N 2-O-alpha-L-Fucosyl-lactose Natural products OC1C(O)C(O)C(C)OC1OC1C(O)C(O)C(CO)OC1OC(C(O)CO)C(O)C(O)C=O HWHQUWQCBPAQQH-UHFFFAOYSA-N 0.000 claims description 2
- HWHQUWQCBPAQQH-BWRPKUOHSA-N 2-fucosyllactose Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O HWHQUWQCBPAQQH-BWRPKUOHSA-N 0.000 claims description 2
- OIZGSVFYNBZVIK-FHHHURIISA-N 3'-sialyllactose Chemical compound O1[C@@H]([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C[C@@]1(C(O)=O)O[C@@H]1[C@@H](O)[C@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O)O[C@H](CO)[C@@H]1O OIZGSVFYNBZVIK-FHHHURIISA-N 0.000 claims description 2
- WJPIUUDKRHCAEL-UHFFFAOYSA-N 3FL Natural products OC1C(O)C(O)C(C)OC1OC1C(OC2C(C(O)C(O)C(CO)O2)O)C(CO)OC(O)C1O WJPIUUDKRHCAEL-UHFFFAOYSA-N 0.000 claims description 2
- KNCBIECJUBQYDY-GIGDJUIZSA-N 6'-sialyllactosamine Chemical compound O1[C@@H]([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C[C@@]1(C(O)=O)OC[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](N)C=O)O1 KNCBIECJUBQYDY-GIGDJUIZSA-N 0.000 claims description 2
- RPSBVJXBTXEJJG-RAMSCCQBSA-N 6-Sialyl-N-acetyllactosamine Chemical compound O[C@@H]1[C@@H](NC(=O)C)C(O)O[C@H](CO)[C@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO[C@@]2(O[C@H]([C@H](NC(C)=O)[C@@H](O)C2)[C@H](O)[C@H](O)CO)C(O)=O)O1 RPSBVJXBTXEJJG-RAMSCCQBSA-N 0.000 claims description 2
- JDVVGAQPNNXQDW-TVNFTVLESA-N Castinospermine Chemical compound C1[C@H](O)[C@@H](O)[C@H](O)[C@H]2[C@@H](O)CCN21 JDVVGAQPNNXQDW-TVNFTVLESA-N 0.000 claims description 2
- SHZGCJCMOBCMKK-SVZMEOIVSA-N D-fucopyranose Chemical compound C[C@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O SHZGCJCMOBCMKK-SVZMEOIVSA-N 0.000 claims description 2
- 229920000855 Fucoidan Polymers 0.000 claims description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 2
- 102000004877 Insulin Human genes 0.000 claims description 2
- 108090001061 Insulin Proteins 0.000 claims description 2
- SHZGCJCMOBCMKK-PQMKYFCFSA-N L-Fucose Natural products C[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O SHZGCJCMOBCMKK-PQMKYFCFSA-N 0.000 claims description 2
- 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 claims description 2
- MBLBDJOUHNCFQT-UHFFFAOYSA-N N-acetyl-D-galactosamine Natural products CC(=O)NC(C=O)C(O)C(O)C(O)CO MBLBDJOUHNCFQT-UHFFFAOYSA-N 0.000 claims description 2
- CILYIEBUXJIHCO-UITFWXMXSA-N N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose Chemical compound O1[C@@H]([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C[C@@]1(C(O)=O)O[C@@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O)[C@H](O)O[C@@H]2CO)O)O[C@H](CO)[C@@H]1O CILYIEBUXJIHCO-UITFWXMXSA-N 0.000 claims description 2
- OIZGSVFYNBZVIK-UHFFFAOYSA-N N-acetylneuraminosyl-D-lactose Natural products O1C(C(O)C(O)CO)C(NC(=O)C)C(O)CC1(C(O)=O)OC1C(O)C(OC(C(O)CO)C(O)C(O)C=O)OC(CO)C1O OIZGSVFYNBZVIK-UHFFFAOYSA-N 0.000 claims description 2
- QTTBTWBLKGPTIG-XKBZFVNYSA-N NCC(=O)C1(O)[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@H](O2)CO)[C@H](O1)CO Chemical compound NCC(=O)C1(O)[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@H](O2)CO)[C@H](O1)CO QTTBTWBLKGPTIG-XKBZFVNYSA-N 0.000 claims description 2
- KUIFHYPNNRVEKZ-VIJRYAKMSA-N O-(N-acetyl-alpha-D-galactosaminyl)-L-threonine Chemical compound OC(=O)[C@@H](N)[C@@H](C)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NC(C)=O KUIFHYPNNRVEKZ-VIJRYAKMSA-N 0.000 claims description 2
- 241000589517 Pseudomonas aeruginosa Species 0.000 claims description 2
- 239000007983 Tris buffer Substances 0.000 claims description 2
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims description 2
- SNFSYLYCDAVZGP-UHFFFAOYSA-N UNPD26986 Natural products OC1C(O)C(O)C(C)OC1OC1C(OC2C(OC(O)C(O)C2O)CO)OC(CO)C(O)C1O SNFSYLYCDAVZGP-UHFFFAOYSA-N 0.000 claims description 2
- ACRPXCXKILJIJN-KCDKBNATSA-N [(2r,3s,4r,5r)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl] hydrogen sulfate Chemical compound OC[C@@H](O)[C@H](OS(O)(=O)=O)[C@H](O)[C@@H](O)C=O ACRPXCXKILJIJN-KCDKBNATSA-N 0.000 claims description 2
- GZCGUPFRVQAUEE-KAZBKCHUSA-N aldehydo-D-talose Chemical compound OC[C@@H](O)[C@H](O)[C@H](O)[C@H](O)C=O GZCGUPFRVQAUEE-KAZBKCHUSA-N 0.000 claims description 2
- 208000030961 allergic reaction Diseases 0.000 claims description 2
- NKJKPKMCVCXPMF-WXJHIGGDSA-N alpha-D-Galp-(1->3)-[alpha-L-Fucp-(1->2)]-beta-D-Galp-(1->4)-beta-D-GlcpNAc Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](O[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@@H](O)[C@H](NC(C)=O)[C@H]1O NKJKPKMCVCXPMF-WXJHIGGDSA-N 0.000 claims description 2
- XBSNXOHQOTUENA-KRAHZTDDSA-N alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-[alpha-L-Fuc-(1->4)]-D-GlcNAc Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](O[C@H]2[C@@H]([C@@H](O[C@]3(O[C@H]([C@H](NC(C)=O)[C@@H](O)C3)[C@H](O)[C@H](O)CO)C(O)=O)[C@@H](O)[C@@H](CO)O2)O)[C@@H](NC(C)=O)C(O)O[C@@H]1CO XBSNXOHQOTUENA-KRAHZTDDSA-N 0.000 claims description 2
- NIGUVXFURDGQKZ-UQTBNESHSA-N alpha-Neup5Ac-(2->3)-beta-D-Galp-(1->4)-[alpha-L-Fucp-(1->3)]-beta-D-GlcpNAc Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](O[C@H]2[C@@H]([C@@H](O[C@]3(O[C@H]([C@H](NC(C)=O)[C@@H](O)C3)[C@H](O)[C@H](O)CO)C(O)=O)[C@@H](O)[C@@H](CO)O2)O)[C@@H](CO)O[C@@H](O)[C@@H]1NC(C)=O NIGUVXFURDGQKZ-UQTBNESHSA-N 0.000 claims description 2
- SQDFRWJUKVCUOT-JGMUFZQJSA-N beta-D-Galp3S-(1->4)-[alpha-L-Fucp-(1->3)]-beta-D-GlcpNAc Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](O[C@H]2[C@@H]([C@@H](OS(O)(=O)=O)[C@@H](O)[C@@H](CO)O2)O)[C@@H](CO)O[C@@H](O)[C@@H]1NC(C)=O SQDFRWJUKVCUOT-JGMUFZQJSA-N 0.000 claims description 2
- LUEWUZLMQUOBSB-MHJOMNRISA-N beta-D-Manp-(1->4)-beta-D-Manp-(1->4)-beta-D-Manp-(1->4)-D-Manp Chemical compound O[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@@H](O[C@@H]2[C@H](O[C@@H](O[C@@H]3[C@H](OC(O)[C@@H](O)[C@H]3O)CO)[C@@H](O)[C@H]2O)CO)[C@@H](O)[C@H]1O LUEWUZLMQUOBSB-MHJOMNRISA-N 0.000 claims description 2
- GUBGYTABKSRVRQ-HEJLOQJISA-N beta-D-galactopyranosyl-(1->4)-D-galactopyranose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-HEJLOQJISA-N 0.000 claims description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 2
- 229920002988 biodegradable polymer Polymers 0.000 claims description 2
- 239000004621 biodegradable polymer Substances 0.000 claims description 2
- 150000001718 carbodiimides Chemical class 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- DLGJWSVWTWEWBJ-HGGSSLSASA-N chondroitin Chemical compound CC(O)=N[C@@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1OC1[C@H](O)[C@H](O)C=C(C(O)=O)O1 DLGJWSVWTWEWBJ-HGGSSLSASA-N 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- 238000000586 desensitisation Methods 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 201000010099 disease Diseases 0.000 claims description 2
- LXBIFEVIBLOUGU-JGWLITMVSA-N duvoglustat Chemical compound OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O LXBIFEVIBLOUGU-JGWLITMVSA-N 0.000 claims description 2
- 239000008103 glucose Substances 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 229940125396 insulin Drugs 0.000 claims description 2
- 230000031261 interleukin-10 production Effects 0.000 claims description 2
- 230000017306 interleukin-6 production Effects 0.000 claims description 2
- RQNFGIWYOACERD-UHFFFAOYSA-N lacto-N-Difucosylhexaose I Natural products OC1C(O)C(O)C(C)OC1OC1C(OC2C(C(CO)OC(OC3C(C(OC4C(OC(O)C(O)C4O)CO)OC(CO)C3O)O)C2NC(C)=O)OC2C(C(O)C(O)C(C)O2)O)OC(CO)C(O)C1O RQNFGIWYOACERD-UHFFFAOYSA-N 0.000 claims description 2
- 230000031990 negative regulation of inflammatory response Effects 0.000 claims description 2
- 239000012038 nucleophile Substances 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 229920001606 poly(lactic acid-co-glycolic acid) Polymers 0.000 claims description 2
- 239000004626 polylactic acid Substances 0.000 claims description 2
- 238000012216 screening Methods 0.000 claims description 2
- 239000000758 substrate Substances 0.000 claims description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 2
- 150000004043 trisaccharides Chemical class 0.000 claims description 2
- JDVVGAQPNNXQDW-WCMLQCRESA-N Castanospermine Natural products O[C@H]1[C@@H](O)[C@H]2[C@@H](O)CCN2C[C@H]1O JDVVGAQPNNXQDW-WCMLQCRESA-N 0.000 claims 1
- 229920000926 Galactomannan Polymers 0.000 claims 1
- 108700021638 Neuro-Oncological Ventral Antigen Proteins 0.000 claims 1
- 125000000600 disaccharide group Chemical group 0.000 claims 1
- UYQJCPNSAVWAFU-UHFFFAOYSA-N malto-tetraose Natural products OC1C(O)C(OC(C(O)CO)C(O)C(O)C=O)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(O)C(CO)O2)O)C(CO)O1 UYQJCPNSAVWAFU-UHFFFAOYSA-N 0.000 claims 1
- LUEWUZLMQUOBSB-OUBHKODOSA-N maltotetraose Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O[C@@H]3[C@@H](O[C@@H](O)[C@H](O)[C@H]3O)CO)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O LUEWUZLMQUOBSB-OUBHKODOSA-N 0.000 claims 1
- 238000005259 measurement Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 5
- 230000028993 immune response Effects 0.000 description 2
- PFYHYHZGDNWFIF-UHFFFAOYSA-N (+)-DMDP Natural products OCC1NC(CO)C(O)C1O PFYHYHZGDNWFIF-UHFFFAOYSA-N 0.000 description 1
- PFYHYHZGDNWFIF-KVTDHHQDSA-N 2,5-bis(hydroxymethyl)-3,4-dihydroxypyrrolidine Chemical compound OC[C@H]1N[C@H](CO)[C@@H](O)[C@@H]1O PFYHYHZGDNWFIF-KVTDHHQDSA-N 0.000 description 1
- JDVVGAQPNNXQDW-SLBCVNJHSA-N 6-epicastanospermine Natural products C1[C@@H](O)[C@@H](O)[C@H](O)[C@H]2[C@@H](O)CCN21 JDVVGAQPNNXQDW-SLBCVNJHSA-N 0.000 description 1
- 206010052779 Transplant rejections Diseases 0.000 description 1
- 230000006472 autoimmune response Effects 0.000 description 1
- 208000037765 diseases and disorders Diseases 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021078275A JP7369734B2 (ja) | 2015-05-27 | 2021-05-06 | 免疫応答を調節するための、炭水化物で修飾された粒子および粒子製剤 |
| JP2023109210A JP2023130428A (ja) | 2015-05-27 | 2023-07-03 | 免疫応答を調節するための、炭水化物で修飾された粒子および粒子製剤 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562167054P | 2015-05-27 | 2015-05-27 | |
| US62/167,054 | 2015-05-27 | ||
| PCT/US2016/034765 WO2016191723A1 (en) | 2015-05-27 | 2016-05-27 | Carbohydrate-modified particles and particulate formulations for modulating an immune response |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021078275A Division JP7369734B2 (ja) | 2015-05-27 | 2021-05-06 | 免疫応答を調節するための、炭水化物で修飾された粒子および粒子製剤 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018515627A JP2018515627A (ja) | 2018-06-14 |
| JP2018515627A5 true JP2018515627A5 (enExample) | 2019-06-27 |
| JP6882269B2 JP6882269B2 (ja) | 2021-06-02 |
Family
ID=57393770
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018514933A Active JP6882269B2 (ja) | 2015-05-27 | 2016-05-27 | 免疫応答を調節するための、炭水化物で修飾された粒子および粒子製剤 |
| JP2021078275A Active JP7369734B2 (ja) | 2015-05-27 | 2021-05-06 | 免疫応答を調節するための、炭水化物で修飾された粒子および粒子製剤 |
| JP2023109210A Pending JP2023130428A (ja) | 2015-05-27 | 2023-07-03 | 免疫応答を調節するための、炭水化物で修飾された粒子および粒子製剤 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021078275A Active JP7369734B2 (ja) | 2015-05-27 | 2021-05-06 | 免疫応答を調節するための、炭水化物で修飾された粒子および粒子製剤 |
| JP2023109210A Pending JP2023130428A (ja) | 2015-05-27 | 2023-07-03 | 免疫応答を調節するための、炭水化物で修飾された粒子および粒子製剤 |
Country Status (12)
| Country | Link |
|---|---|
| US (3) | US20160346382A1 (enExample) |
| EP (1) | EP3302446A4 (enExample) |
| JP (3) | JP6882269B2 (enExample) |
| KR (1) | KR102808155B1 (enExample) |
| CN (2) | CN108024969A (enExample) |
| AU (1) | AU2016267671B2 (enExample) |
| BR (1) | BR112017025422A2 (enExample) |
| IL (2) | IL293655B2 (enExample) |
| MX (1) | MX2017015127A (enExample) |
| RU (1) | RU2752620C2 (enExample) |
| WO (1) | WO2016191723A1 (enExample) |
| ZA (1) | ZA201708600B (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9597385B2 (en) | 2012-04-23 | 2017-03-21 | Allertein Therapeutics, Llc | Nanoparticles for treatment of allergy |
| EP3760223A1 (en) | 2013-04-03 | 2021-01-06 | N-Fold Llc | Nanoparticle composition for desensitizing a subject to peanut allergens |
| JP7653696B2 (ja) | 2016-12-09 | 2025-03-31 | ノースウエスタン ユニバーシティ | 骨形成促進温度応答性巨大分子 |
| WO2018209259A1 (en) * | 2017-05-11 | 2018-11-15 | Northwestern University | Intravascular retrievable cell delivery system |
| WO2019023060A2 (en) | 2017-07-28 | 2019-01-31 | Kimberly-Clark Worldwide, Inc. | NANOPOROUS SUPERABSORBENT PARTICLES |
| BR112021004081A2 (pt) * | 2018-09-04 | 2021-05-25 | Ecole Polytechnique Federale De Lausanne (Epfl) | nanopartículas virucidas, composição farmacêutica, composição virucida, método de desinfecção e/ou esterilização, dispositivo e uso das nanopartículas virucidas |
| GB201819759D0 (en) * | 2018-12-04 | 2019-01-23 | Phytoquest Ltd | Bioactive phytochemicals in zizphus and guarana |
| CN115212198A (zh) * | 2021-04-15 | 2022-10-21 | 北京大学第三医院（北京大学第三临床医学院） | 一种组合物在制备预防、缓解、治疗泪腺功能低下的药物方面的应用 |
| CN113143939A (zh) * | 2021-06-07 | 2021-07-23 | 长春中医药大学 | 贝母素甲在制备预防和/或治疗溃疡性结肠炎药物中的应用 |
| CN114042441B (zh) * | 2021-12-09 | 2024-05-03 | 云南师范大学 | 在血液灌流树脂微球表面修饰并固载肝素的方法及其制备的吸附剂 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HRP20020387A2 (en) * | 1999-11-12 | 2005-10-31 | Maxygen Holdings Ltd. | Interferon gamma conjugates |
| RU2268749C2 (ru) * | 1999-11-12 | 2006-01-27 | Максиджен Холдингз Лтд | КОНЪЮГАТЫ γ-ИНТЕРФЕРОНА |
| US20040047866A1 (en) * | 2002-09-09 | 2004-03-11 | President And Fellows Of Harvard College | Immunomodulatory methods using carbohydrate antigens |
| US9267937B2 (en) * | 2005-12-15 | 2016-02-23 | Massachusetts Institute Of Technology | System for screening particles |
| US8343497B2 (en) * | 2008-10-12 | 2013-01-01 | The Brigham And Women's Hospital, Inc. | Targeting of antigen presenting cells with immunonanotherapeutics |
| CN103665170A (zh) * | 2008-12-05 | 2014-03-26 | 安吉奥开米公司 | 肽治疗剂轭合物及其应用 |
| US10988516B2 (en) * | 2012-03-26 | 2021-04-27 | Uti Limited Partnership | Methods and compositions for treating inflammation |
| EP3939572B1 (en) * | 2012-04-12 | 2024-03-27 | Yale University | Vehicles for controlled delivery of different pharmaceutical agents |
| CN105848649B (zh) * | 2013-11-01 | 2019-08-02 | 耶鲁大学 | 用于免疫疗法的模块化粒子 |
-
2016
- 2016-05-27 MX MX2017015127A patent/MX2017015127A/es unknown
- 2016-05-27 US US15/167,443 patent/US20160346382A1/en not_active Abandoned
- 2016-05-27 CN CN201680042316.4A patent/CN108024969A/zh active Pending
- 2016-05-27 JP JP2018514933A patent/JP6882269B2/ja active Active
- 2016-05-27 IL IL293655A patent/IL293655B2/en unknown
- 2016-05-27 WO PCT/US2016/034765 patent/WO2016191723A1/en not_active Ceased
- 2016-05-27 EP EP16800823.3A patent/EP3302446A4/en active Pending
- 2016-05-27 KR KR1020177037203A patent/KR102808155B1/ko active Active
- 2016-05-27 IL IL255944A patent/IL255944B/en unknown
- 2016-05-27 AU AU2016267671A patent/AU2016267671B2/en active Active
- 2016-05-27 RU RU2017145397A patent/RU2752620C2/ru active
- 2016-05-27 BR BR112017025422A patent/BR112017025422A2/pt not_active Application Discontinuation
- 2016-05-27 CN CN202311611119.8A patent/CN117815381A/zh active Pending
-
2017
- 2017-12-18 ZA ZA2017/08600A patent/ZA201708600B/en unknown
-
2020
- 2020-11-24 US US17/247,045 patent/US20210205443A1/en not_active Abandoned
-
2021
- 2021-05-06 JP JP2021078275A patent/JP7369734B2/ja active Active
-
2022
- 2022-09-28 US US17/936,208 patent/US20230058412A1/en active Pending
-
2023
- 2023-07-03 JP JP2023109210A patent/JP2023130428A/ja active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2018515627A5 (enExample) | ||
| Moran et al. | Immunomodulatory properties of chitosan polymers | |
| RU2017145397A (ru) | Модифицированные углеводами частицы и порошкообразные композиции для модуляции иммунного ответа | |
| Su et al. | Carbohydrate-based macromolecular biomaterials | |
| Turley et al. | Chitin-derived polymer deacetylation regulates mitochondrial reactive oxygen species dependent cGAS-STING and NLRP3 inflammasome activation | |
| US11517628B2 (en) | Particles for spatiotemporal release of agents | |
| Cunha et al. | Inhalable chitosan microparticles for simultaneous delivery of isoniazid and rifabutin in lung tuberculosis treatment | |
| Ghattas et al. | Chitosan immunomodulation: insights into mechanisms of action on immune cells and signaling pathways | |
| Zhao et al. | Bioinspired heteromultivalent ligand-decorated nanotherapeutic for enhanced photothermal and photodynamic therapy of antibiotic-resistant bacterial pneumonia | |
| JP2021001208A (ja) | グリカン治療剤及び治療方法 | |
| JP2019088288A (ja) | ＩＬ‐１５とＩＬ‐１５Ｒαとの複合体及びその使用 | |
| JP2006502129A (ja) | 腎臓濾過および腎臓通過中のリソソーム分解に対して耐性を示す抗微生物性荷電ポリマー、その組成物および使用方法 | |
| Huang et al. | Potent antigen-adjuvant delivery system by conjugation of Mycobacterium tuberculosis Ag85B-HspX fusion protein with arabinogalactan-Poly (I: C) conjugate | |
| US20150118318A1 (en) | Methods of Treating Inflammatory and Autoimmune Diseases and Disorders | |
| KR20170094121A (ko) | 조성물 및 그의 사용 방법 | |
| Rodrigues et al. | Activation of macrophages: Establishing a role for polysaccharides in drug delivery strategies envisaging antibacterial therapy | |
| Liu et al. | Chemical conjugation of zwitterionic polymer protects immunogenic enzyme and preserves activity with no detectable polymer-specific antibody response | |
| Nam et al. | Engineered polysaccharides for controlling innate and adaptive immune responses | |
| KR20230041032A (ko) | 중합체 복합 제제를 포함하는 제제 및 조성물 | |
| Tsvetkov et al. | Synthesis of biotin-tagged chitosan oligosaccharides and assessment of their immunomodulatory activity | |
| CN105007924A (zh) | 用于在治疗感染中应用的合成或重组岩藻糖基化低聚糖 | |
| KR20190005182A (ko) | 면억억제 화합물로서의 글리코겐 및 피토글리코겐 나노입자, 및 이의 조성물 및 사용 방법 | |
| Moreno-Mendieta et al. | Raw starch microparticles have immunostimulant activity in mice vaccinated with BCG and challenged with Mycobacterium tuberculosis | |
| CN1794999A (zh) | 神经损伤治疗剂 | |
| Castro et al. | Controlled release biopolymers for enhancing the immune response |