Title:
PREPARATION METHOD FOR SURFACE CAPSULAR POLYSACCHARIDE STRUCTURAL DERIVATIVE OF GRAM-POSITIVE BACTERIA
Document Type and Number:
WIPO Patent Application WO/2019/179325
Kind Code:
A1
Abstract:
The present invention relates to the field of carbohydrate chemistry, and discloses a preparation method for a surface capsular polysaccharide structural derivative of Gram-positive bacteria. In the present invention, glucose is used as a glycosyl donor to obtain a target β-glycosidic bond; then, a disaccharide block is successfully synthesized by means of a method of a redox glucose C-2 position; next, the disaccharide block is used as a repeating unit to synthesize an oligosaccharide structure of a target, for example, a Gram-positive cell wall capsular polysaccharide structural derivative [→3)-α-D-Manp-(1→4)-β-D-Rhap-(1→] 5-Linker. A reducing end of a hexose is connected to the linker for use in future linkage with a protein to form a glycoconjugate used for immunological research. The method provided by the present invention is simple, time-saving, labor-saving and low-cost, and the obtained Gram-positive bacteria surface capsular polysaccharide structural derivative may be used for the development and preparation of medicines related to autism.
Inventors:
YIN JIAN (CN)
HU JING (CN)
SEEBERGER PETER (CN)
CAI JUNTAO (CN)
HU JING (CN)
SEEBERGER PETER (CN)
CAI JUNTAO (CN)
Application Number:
PCT/CN2019/077636
Publication Date:
September 26, 2019
Filing Date:
March 11, 2019
Export Citation:
Assignee:
UNIV JIANGNAN (CN)
International Classes:
C07H5/10; C07H1/00; C07H3/04; C07H3/06; C07H9/04; C07H13/04; C08B37/00; G01N33/48
Foreign References:
| CN108329362A | 2018-07-27 |
Other References:
SCHULE G. ET AL.: "Efficient Convergent Block Synthesis of a Pyruvated Tetrasaccharide 5-Aminopentyl Glycoside Related to Streptococcus pneumoniae Type 27", TETRAHEDRON, vol. 52, no. 8, 1 January 1996 (1996-01-01), pages 2925 - 2936, XP004104379
SUZUKI, K. ET AL.: "High-Yielding and Controlled Dissociation of Glycosides Producing B- and C-Ion Species under Collision-Induced Dissociation MS/MS Conditions and Use in Structural Determination", ANALYTICAL CHEMISTRY, vol. 79, no. 23, 1 December 2007 (2007-12-01), pages 9022 - 9029, XP055638062
DENG, KAI ET AL.: "Encoding Substrates with Mass Tags to Resolve Stereospecific Reactions Using Nimzyme", RAPID COMMUN. MASS SPECTROM., vol. 26, no. 6, 31 December 2012 (2012-12-31), pages 611 - 615
MULLER, D. ET AL.: "Chemical Synthesis of Globotriose and Galabiose: Relative Stabilities of Their Complexes with Escherichia Coli Shiga-Like Toxin-1 as Determined by Denaturation- Titration with Guanidinium Chloride", J. CHEM. SOC.PERKIN TRANSACTIONS 1: ORGANIC AND BIO-ORGANIC CHEMISTRY, vol. 1998, no. 15, 1 January 1998 (1998-01-01), pages 2287 - 2294, XP055638069
ANISH, C. ET AL.: "Immunogenicity and Diagnostic Potential of Synthetic Antigenic Cell Surface Glycans of Leishmania", ACS CHEM. BIOL, vol. 8, 4 September 2013 (2013-09-04), pages 2412 - 2422, XP055245432, doi:10.1021/cb400602k
SUZUKI, K. ET AL.: "High-Yielding and Controlled Dissociation of Glycosides Producing B- and C-Ion Species under Collision-Induced Dissociation MS/MS Conditions and Use in Structural Determination", ANALYTICAL CHEMISTRY, vol. 79, no. 23, 1 December 2007 (2007-12-01), pages 9022 - 9029, XP055638062
DENG, KAI ET AL.: "Encoding Substrates with Mass Tags to Resolve Stereospecific Reactions Using Nimzyme", RAPID COMMUN. MASS SPECTROM., vol. 26, no. 6, 31 December 2012 (2012-12-31), pages 611 - 615
MULLER, D. ET AL.: "Chemical Synthesis of Globotriose and Galabiose: Relative Stabilities of Their Complexes with Escherichia Coli Shiga-Like Toxin-1 as Determined by Denaturation- Titration with Guanidinium Chloride", J. CHEM. SOC.PERKIN TRANSACTIONS 1: ORGANIC AND BIO-ORGANIC CHEMISTRY, vol. 1998, no. 15, 1 January 1998 (1998-01-01), pages 2287 - 2294, XP055638069
ANISH, C. ET AL.: "Immunogenicity and Diagnostic Potential of Synthetic Antigenic Cell Surface Glycans of Leishmania", ACS CHEM. BIOL, vol. 8, 4 September 2013 (2013-09-04), pages 2412 - 2422, XP055245432, doi:10.1021/cb400602k
Attorney, Agent or Firm:
HARBIN SHINEIP INTELLECTUAL PROPERTY AGENCY CO., LTD. (CN)
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