77790-47-7Relevant academic research and scientific papers
Total Synthesis of Quercetin 3-Sophorotrioside
Du, Yuguo,Wei, Guohua,Linhardt, Robert J.
, p. 2206 - 2209 (2007/10/03)
5,7-Dihydroxy-3-[β-D-glucopyranosyl-(1→2)-β -D-glucopyranosyl-(1→2)-β-D-glucopyranosyl]-2-(3,4-dihydroxyphenyl) -4H-1-benzopyran-4-one (quercetin 3-sophorotrioside), a flavonol triglycoside, isolated from Pisum sativum shoots and showing protective effect
Syntheses of O-β-D-mannosyl-(1 → 4)-O-α-D-mannosyl-(1 → 3)-L-rhamnose and O-(2-acetamido-2-deoxy-β-D-mannosyl)-(1 → 4)-O-α-D-galactosyl-(1 → 4)-D-galactose via in-situ-activating glycosylation using 2-O-acetyl-3,4,6-tri-O-benzyl-D-glucose
Koto, Shinkiti,Shinoda, Yoshika,Hirooka, Motoko,Sekino, Akiko,Ishizumi, Sachiko,Koma, Mutsuko,Matuura, Chieko,Sakata, Naoko
, p. 1603 - 1615 (2007/10/03)
O-β-D-Mannopyranosyl-(1 → 4)-O-α-D-mannopyranosyl-(1 → 3)-L-rhamnopyranose, a trisaccharide including a repeating unit of the O-specific polysaccharide (OSP) of Bulkholderia vietnamiensis strain LMG 6988, and O-(2-acetamido-2-deoxy-β-D-mannopyranosyl)-(1 → 4)-O-α-D-galactopyranosyl-(1 → 4)-D-galactopyranose, a trisaccharide including a repeating unit of OSP of Acinetobactor baumannii serogroup O18, were synthesized by means of in-situ-activating glycosylation using 2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranose (2ATBG) and a reagent mixture of p-nitrobenzenesulfonyl chloride, silver triflate, and 1,8-diazabicyclo[5.4.0]undec-7-ene, and related systems. New syntheses of 2ATBG, allyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside, benzyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside, and 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-mannopyranose are described.
Stereoselective 1,2-cis glycosylation of 2-O-Allyl protected thioglycosides
Aloui, Mahmoud,Chambers, David J.,Cumpstey, Ian,Fairbanks, Antony J.,Redgrave, Alison J.,Seward, Christopher M. P.
, p. 2608 - 2621 (2007/10/03)
The technique of intramolecular aglycon delivery (IAD), whereby a glycosyl acceptor is temporarily appended to a hydroxyl group of a glycosyl donor is an attractive method that can allow the synthesis of 1,2-cis glycosides in an entirely stereoselective f
Synthesis and enzymatic evaluation of modified acceptors of recombinant blood group A and B glycosyltransferases
Mukherjee, Ali,Palcic, Monica M.,Hindsgaul, Ole
, p. 1 - 21 (2007/10/03)
The disaccharide α-L-Fucp-(1→2)-β-D-Galp-(1→O)-Octyl (1) is an acceptor for the human blood group A and B glycosyltransferases. Seven analogues of 1, containing deoxy, methoxy and arabino modifications of the Fuc residue, were chemically synthesized and kinetically evaluated in radioactive enzymatic assays. Both the enzymes tolerate modification of the 3'-OH on the fucose residue. The 2'-OH was found to be key to the recognition of the acceptors by these enzymes. The arabino derivative was recognized as an acceptor by the A transferase (K(m) of 200 μM), but not the B transferase and is the first synthetic acceptor capable of distinguishing between the two enzyme activities. (C) 2000 Elsevier Science Ltd.
3,4,6-Tri-O-benzyl-α-D-arabino-hexopyranos-2-ulosyl Bromide: A Versatile Glycosyl Donor for the Efficient Generation of β-D-Mannopyranosidic Linkages
Lichtenthaler, Frieder W.,Schneider-Adams, Thomas
, p. 6728 - 6734 (2007/10/02)
An expedient four-step sequence is described for the conversion of acetobromoglucose into the title 2-oxohexosyl ("ulosyl") bromide 4.Due to its O-benzyl protection, 4 is considerably more reactive than its acylated analogs 1-3: Ag2CO3-promoted glycosidat
SYNTHETIC, CONFORMATIONAL, AND IMMUNOCHEMICAL STUDIES OF MODIFIED LEWIS b AND Y HUMAN BLOOD-GROUP DETERMINANTS TO SERVE AS PROBES FOR THE COMBINING SITE OF THE LECTIN IV OF Griffonia simplicifolia
Spohr, Ulrike,Lemieux, Raymond U.
, p. 211 - 238 (2007/10/02)
Synheses of the methyl glycosides of the Lewis b 2)-β-D-Gal-(1->3)4)>-β-D-GlcNAc-> and Y 2)-β-D-Gal-(1->4)3)>-β-D-GlcNAc-> human blood-group determinants and both their 6a-deoxy and N-deacetylated deriva
LEWISSAEURE-KATALYSIERTE SYNTHESEN VON DI- UND TRI-SACCHARID-SEQUENZEN DER O- UND N-GLYCOPROTEINE, ANWENDUNG VON TRIMETHYLSILYLTRIFLUOROMETHANESULFONAT
Paulsen, Hans,Paal, Michael
, p. 53 - 70 (2007/10/02)
In the presence of trimethylsilyltrifluoromethanesulfonate as Lewis acid catalyst, β-acetates reacted, as glycosyl donors and with neighboring-group participation, with secondary hydroxyl groups of saccharides having low reactivity to give β-glycosidicall
