138552-46-2Relevant academic research and scientific papers
Effect of Anomeric Configuration on Stereocontrolled α-Glycosylation of l -Fucose
Wang, Lihao,Fan, Fei,Wu, Haotian,Gao, Lei,Zhang, Ping,Sun, Tiantian,Yang, Chendong,Yu, Guangli,Cai, Chao
, p. 2701 - 2706 (2018/12/13)
In this letter, we report an approach to the stereoselective α-glycosylation of l -fucose that is exemplified by effect of anomeric configuration. The neighboring group participation is not compatible with α-glycosylation of l -fucose, therefore the remote participation by 4- O -Bz was employed to control the formation of 1,2- cis -glycosidic bond. Furthermore, we found the anomeric configuration of fucose donor is crucial to stereoselectivity of the glycosylated products. The α/β-mixed products were generated by using β-anomeric donor while the glycosyl donor in α configuration yielded products in high α-selectivity possibly due to the distinct pathway to forming the key intermediates. This phenomenon supplies the basis for the synthesis of complicated natural carbohydrates containing fucose α-glycoside, such as fucoidans, fucosylated N -glycans, and fucosylated chondroitin sulfates, etc.
METHOD FOR PREPARING 2'-O-FUCOSYLLACTOSE
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Page/Page column 24; 29; 30, (2017/09/27)
The present invention relates to a method for preparing 2'-O-fucosyllactose and to the protected fucosyl donor of the formula (I) used in this method. The method comprises reacting the fucose derivative of the formula (I) below with the compound of the ge
INFLAMMATION IMAGING AND THERAPY
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Page/Page column 23, (2014/03/22)
An imaging agent comprising a conjugate of an oligosaccharide moiety with an imaging moiety. The oligosaccharide is Lewis A or Lewis B or a mimetic thereof, or a pharmaceutically acceptable salt or PEGylated form of Lewis A or Lewis B or its mimetics. Lewis A and Lewis B and its mimetics are also provided for use in the therapeutic treatment of inflammatory diseases, autoimmune diseases and cancer.
Synthesis of benzaldehyde-functionalized LewisX trisaccharide analogs for glyco-SAM formation
Kopitzki, Sebastian,Dilmaghani, Karim Akbari,Thiem, Joachim
, p. 10621 - 10636 (2013/11/19)
LewisX (Lex) antigen based carbohydrate-carbohydrate interactions are mediated by complexation of metal ions. Although theoretical studies about the influence of participating hydroxyl groups in the Le x trisaccharide head group (Gal
Synthesis and biological evaluation of a library of glycoporphyrin compounds
Daly, Robin,Vaz, Gisela,Davies, Anthony M.,Senge, Mathias O.,Scanlan, Eoin M.
supporting information, p. 14671 - 14679 (2013/01/15)
A library of glycosylated porphyrins (glycoporphyrins) was prepared and the compounds were evaluated for their photodynamic therapy (PDT) activity against the oesophageal squamous-cell carcinoma cell line OE21 in vitro. A synthetic methodology was develop
InCl3 as a powerful catalyst for the acetylation of carbohydrate alcohols under microwave irradiation
Das, Saibal Kumar,Reddy, K. Anantha,Krovvidi, V. L. Narasimha Rao,Mukkanti
, p. 1387 - 1392 (2007/10/03)
Indium(III) chloride catalyzed microwave assisted acetylation of different carbohydrates is an efficient synthesis of per-O-acetyl derivatives and provides the products in good to excellent yields.
SPECIFIC ANTAGONIST FOR BOTH E- AND P-SELECTINS
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Page/Page column 10/22, (2010/02/11)
Compounds and methods are provided for modulating in vitro and in vivo processes mediated by selectin binding. More specifically, selectin modulators and their use are described, wherein the selectin modulators that modulate (e.g., inhibit or enhance) a selectin-mediated function comprise a particular glycomimetic linked to a particular BASA (Benzyl Amino Sulfonic Acid).
A mild and convenient indium(III) chloride-catalyzed synthesis of thioglycosides
Das, Saibal Kumar,Roy, Joyita,Reddy, Kalusani Anantha,Abbineni, Chandrasekhar
, p. 2237 - 2240 (2007/10/03)
The efficiency of glycosidation reactions generally involves a high chemical yield, as well as high/complete stereo- and regioselectivity. All these depend on the compatibility of the reactivity of glycosyl donors and acceptors. Among glycosyl donors, thi
The design, synthesis, and evaluation of novel conformationally rigid analogues of sialyl Lewis(x)
Murphy, Paul V.,Hubbard, Rod E.,Manallack, David T.,Wills, Ruth E.,Montana, John G.,Taylor, Richard J. K.
, p. 2421 - 2439 (2007/10/03)
The design and synthesis of a series of analogues of sialyl Lewis(x) (1) which incorporate conformationally rigid tetralin and naphthalene ring systems (2-4) has led to novel compounds which have similar potency to 1 as inhibitors of cell adhesion. Copyright (C) 1998 Elsevier Science Ltd.
An approach towards the synthesis of 1,2-trans glycosyl phosphates via iodonium ion assisted activation of thioglycosides
Veeneman,Broxterman,Van der Marel,Van Boom
, p. 6175 - 6178 (2007/10/02)
Phosphorylation of benzoylated ethyl 1,2-trans 1-thioglycosides with dibenzyl phosphate in the presence of NIS gave, after removal of all protecting groups, 1,2-trans glycosyl phosphates. The scope of the stereoselective method was demonstrated by the syn
