119471-45-3Relevant academic research and scientific papers
The 2,2-Dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) Group: A Novel Protecting Group in Carbohydrate Chemistry
Liu, Hui,Zhou, Si-Yu,Wen, Guo-En,Liu, Xu-Xue,Liu, De-Yong,Zhang, Qing-Ju,Schmidt, Richard R.,Sun, Jian-Song
supporting information, p. 8049 - 8052 (2019/10/11)
The 2,2-dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) group was introduced to synthetic carbohydrate chemistry as a protecting group (PG) for the first time. Benefiting from a unique chemical structure and novel deprotection conditions, the DMNPA group can be cleaved rapidly and mutually orthogonal to other PGs. Orchestrated application of the DMNPA group with other PGs led to the highly efficient synthesis of the glycan of thornasterside A.
Glycoconjugates and use thereof as vaccine against Shigella flexneri serotype 3a and X
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, (2014/09/03)
The present invention relates to compounds derived from sugars which reproduce the epitopes of Shigella flexneri serotypes 3a and X and to the use thereof for the preparation of vaccine compositions. More specifically, the subject matter of the present in
Synthesis of oligosaccharide fragments of the rhamnogalacturonan of Nerium indicum
Ma, Yuyong,Cao, Xin,Yu, Biao
, p. 63 - 74 (2013/10/21)
Three trisaccharides, one pentasaccharide, and one heptasaccharide, namely α-D-GalA-(1→2)-α-L-Rha-(1→4)-β-D-GalA-OC 3H7 (1), α-L-Rha-(1→4)-α-D-GalA- (1→4)-β-D-GalA-OC3H7 (2), α-D-GalA- (1→4)-α-DGalA-(1→2)-α-L-Rh
Novel O-acetylated decasaccharides
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, (2011/12/01)
The present invention relates to diversely acetylated decasaccharides of formula (I) representative of two repeating units of Shigella flexneri serotype 2a O-antigen, conjugates and method of preparation thereof. These compounds exhibit antigenic properties and are particularly useful for the diagnosis of Shigella infection. wherein R1 and R2 are as defined in claim 1.
Synthesis of two tetra- and four pentasaccharide fragments of Shigella flexneri serotypes 3a and X O-antigens from a common tetrasaccharide intermediate
Boutet, Julien,Mulard, Laurence A.
experimental part, p. 5526 - 5542 (2009/05/11)
Relying on trichloroacetimidate chemistry, six tetra- and pentasaccharide fragments of the {2)-[α-D-Glcp-(1→3)]-α-L-Rhap-(1→2)- α-L-Rhap-(1→3)-[Ac→2]-α-L-Rhap-(1→3) -β-D-GlcpNAc-(1→}n ((E)ABAcCD)n polymer were synthesized
Synthesis of glycosyl phosphates from 1,2-orthoesters and application to in situ glycosylation reactions
Ravida, Alessandra,Liu, Xinyu,Kovacs, Linda,Seeberger, Peter H.
, p. 1815 - 1818 (2007/10/03)
A series of glycosyl phosphates were prepared in high yield by treatment of the corresponding 1,2-orthoesters with dibutyl phosphate. Glycosyl phosphates are efficient glycosylating agents even when used in crude form or when generated in situ. The immuno
Capsular polysaccharide of Streptococcus pneumoniae type 19F: Synthesis of the repeating unit
Bousquet, Ennio,Khitri, Malika,Lay, Luigi,Nicotra, Francesco,Panza, Luigi,Russo, Giovanni
, p. 171 - 181 (2007/10/03)
A new and more versatile synthesis of β-d-ManpNAc-(1→4)-α-d-Glcp-(1→2)-α-l-Rhap, the trisaccharide repeating unit of the Streptococcus pneumoniae type 19F capsular polysaccharide, is described. The present approach allows a simple access to different fragments containing the trisaccharide and the conjugation of the product(s) to a protein through the selective manipulation of the anomeric position at the reducing end and of the HO-4 function at the nonreducing end. The synthetic scheme shows an efficient application of the sulfoxide method for the stereoselective and high yielding formation of the glycosidic linkages. Copyright (C) 1998 Elsevier Science Ltd. A new and more versatile synthesis of β-D-ManpNAc-(1→4)-α-D-Glcp-(1→2)-α-L-Rhap, the trisaccharide repeating unit of the Streptococcus pneumoniae type 19F capsular polysaccharide, is described. The present approach allows a simple access to different fragments containing the trisaccharide and the conjugation of the product(s) to a protein through the selective manipulation of the anomeric position at the reducing end and of the HO-4 function at the nonreducing end. The synthetic scheme shows an efficient application of the sulfoxide method for the stereoselective and high yielding formation of the glycosidic linkages.
SYNTHESIS OF METHYL 3-DECANOATE, A RHAMNOLIPID FROM Pseudomonas aeruginosa
Westerduin, Pieter,Haan, Paul E. De,Dees, Michel J.,Boom, Jacques H. van
, p. 195 - 206 (2007/10/02)
Condensation of (3R)-3-levulinoyloxydecanoic acid (16) with methyl (3R)-3-hydroxydecanoate (13) afforded, after selective delevulinoylation, methyl (3R)-3-decanoate (18).Boron trifluoride etherate-promoted coupling of 3,4-di-O-b
