专利号:US-9938312-B2 优先权日:2011-03-25 标题 :Compounds and methods for chemical and chemo-enzymatic synthesis of complex glycans 发明人:BOONS GEERT-JAN; WANG ZHEN 权利人:BOONS GEERT JAN; WANG ZHEN; UNIV GEORGIA 摘要:The present invention provides chemical and chemo-enzymatic methods for the synthesis of a wide array of complex asymmetric multi-antennary glycans.
专利号:US-11834468-B2 优先权日:2017-07-03 标 题:Protected tetrasaccharides, their process of preparation and their use as transglucosylase acceptor substrates in the chemo-enzymatic synthesis of Shigella flexneri specific oligosaccharides 发明人:MULARD LAURENCE; LE HEIGET GUILLAUME; HU ZHAOHU; BAREL LOUIS-ANTOINE; ANDRE ISABELLE; MOULIS CLAIRE; REMAUD-SIMEON MAGALI; BARBE SOPHIE; BENKOULOUCHE MOUNIR; BEN IMEDDOURENE AKLI 权利人:PASTEUR INSTITUT; AGRONOMIQUE INST NAT RECH; INSTITUT NAT DES SCIENCES APPLIQUEES DE TOULOUSE; CENTRE NAT RECH SCIENT 摘要:The present invention provides protected tetrasaccharides, their process of preparation and their use in the synthesis of oligosaccharides, in particular fragments of O-antigens from Shigella flexneri, for example of serotype 1a, 1b, 2a, 2b, 3a, X, 4a, 4b, 5a, 5b, 7a or 7b.
专利号:US-2025282809-A1 优先权日:2024-05-10 标题:Chemical Synthesis Method for Pseudomonas aeruginosa Serotype O5 O-Antigen Oligosaccharide 发明人:YIN JIAN; HU JING; TIAN GUANGZONG 权利人:UNIV JIANGNAN 摘要:Disclosed is a chemical synthesis method for Pseudomonas aeruginosa O5 serotype O-antigen oligosaccharide, which belongs to the field of chemical synthesis. In the disclosure, O-antigen trisaccharide is constructed with a D-glucuronic acid building block and a D-fucosamine building block, where the stereoselective synthesis of a 1,2-α-cis-glycosidic bond of D-fucosamine depends on remote acyl participation and reagent regulation, and synthesis of two types of 1,2-β-trans-glycosidic bonds of 2,3-diaminomannuronic acids is achieved via S N 2 nucleophilic substitution of azido at position C2; and via selective assembly of protecting groups, orthogonal modification of modifying groups, and regulation of the reactivity of glycosyl donors and acceptors, multifunctional modified O-antigen target trisaccharide is successfully prepared. According to the method in the disclosure, the raw materials are cheap and easily available, and the preparation method is simple and easy to repeat. Therefore, the method has a very good application prospect in developing vaccines against P. aeruginosa.
专利号:US-2014234364-A1 优先权日:2011-09-23 标 题:Total synthesis and immunological evaluation of saccharide moieties of the lipopolysaccharide from neisseria meningitidis 发明人:SEEBERGER PETER H; YANG YOU; ANISH CHAKKUMKAL; REINHARDT ANIKA 权利人:MAX PLANCK GES ZUR FÖRDERUNG DER WISSENSCHAFTEN E V 摘要:The present invention relates to the total chemical synthesis of the monosaccharide 35 # (R′â•?H), the disaccharide 36 # (R′≠H; R″â•?H), the trisaccharide 37 # (R′≠H; R″≠H; R′″≠H) and the tetrasaccharide 1 # (R′≠H; R″≠H; R′″≠H) of the following general formula wherein R represents —Y—NH 2 Y represents a linker R′ is H or R″ is H or R′″ is H or of the lipopolysaccharide from Neisseria meningitidis , as well as to the trisaccharide 37 # and the tetrasaccharide 1 # , to vaccines containing at least one of the saccharides 1 # , 35 # , 36 # , and 37 # and to the use of such vaccine for immunization against diseases caused by infection with bacteria containing the tetrasaccharide α-GlcNAc-(1→2)-α-Hep-( 1→3 )-α-Hep-(1→5)-α-Kdo or the trisaccharide α-Hep-(1→3)-α-Hep-(1→5)-α-Kdo or α-GlcNAc-(1→2)-±-Hep-(1→3)-α-Hep, especially for immunization against meningitis, septicaemia, pneumonia and nasopharyngitis caused by Neisseria meningitidis.
专利号:US-12133887-B2 优先权日:2018-12-18 标题 :Chemical synthesis of oligosaccharides of Pseudomonas aeruginosa serotype O11 O-antigen 发明人:YIN JIAN; HU JING; LIU ZHONGHUA; QIN CHUNJUN 权利人:UNIV JIANGNAN 摘要:The disclosure discloses a chemical synthesis method of oligosaccharides of a Pseudomonas aeruginosa serotype O11 O-antigen, and belongs to the field of chemistry. The disclosure includes constructing an O-antigen trisaccharide by using a D-glucose building block, an L-fucosamine building block and a D-fucosamine building block; wherein the D-glucose building block or the L-fucosamine building block is linked with the D-fucosamine building block through a 1,2-α-cis-glycosidic bond, the D-glucose building block is linked with the L-fucosamine building block through a 1,2-β-trans-glycosidic bond, and the construction of the 1,2-α-cis-glycosidic bond is conducted in a mixed solvent; and the mixed solvent includes two or more of dichloromethane, diethyl ether and thiophene. According to the method of the disclosure, D-mannose is taken as a raw material, D-fucose is obtained simply, conveniently and efficiently, depending on suitable mixed solvents, the uniform construction of a cis-glycosidic bond of the D-fucose is achieved, the stereoselectivity can be up to 100%, and a very good application prospect in the aspects of the development of novel medicines and vaccines against Pseudomonas aeruginosa and the like is achieved.
专利号:WO-2024168123-A1 优先权日:2023-02-09 标 题 :Synthesis of core 2 o-sialyl lewis-x polysaccharides 发明人:CHAIKOF ELLIOT; DHAKAL BIBEK; MANDHAPATI APPI; ERADI PRADHEEP 权利人:BETH ISRAEL DEACONESS MEDICAL CT INC 摘要:Provided herein are methods and compounds useful in the preparation of Core 2 O -sialyl Lewis x polysaccharides including compounds of Formula (C).