Literature DB >> 20011026

Concise assembly of linear alpha(1-->6)-linked octamannan fluorescent probe.

Mohammad S Aqueel1, Vibha Pathak, Ashish K Pathak.   

Abstract

Synthesis of a fluorescently labelled (dansylated) linear alpha(1-->6)-linked octamannan, using glycosyl fluoride donors and thioglycosyl acceptors is described. A selective and convergent two-stage activation progression was executed to construct di-, tetra and octa-mannosyl thioglycosides in three glycosylation steps with excellent yield. Further a 5-N,N-Dimethylaminonaphthalene-1-sulfonamidoethyl (dansyl) group was coupled to 1-azidoethyl octamannosyl thioglycoside. Global deprotection of the coupled product afforded the desired dansylated homo-linear alpha(1-->6)-linked octamannan.

Entities:  

Year:  2008        PMID: 20011026      PMCID: PMC2598757          DOI: 10.1016/j.tetlet.2008.09.164

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  23 in total

1.  Polysaccharides as drug carriers: biodisposition of fluorescein-labeled dextrans in mice.

Authors:  Y Kaneo; T Uemura; T Tanaka; S Kanoh
Journal:  Biol Pharm Bull       Date:  1997-02       Impact factor: 2.233

2.  A facile and effective synthesis of alpha-(1-->6)-linked mannose di-, tri-, tetra-, hexa-, octa-, and dodecasaccharides, and beta-(1-->6)-linked glucose di-, tri-, tetra-, hexa-, and octasaccharides using sugar trichloroacetimidates as the donors and unprotected or partially protected glycosides as the acceptors.

Authors:  Y Zhu; F Kong
Journal:  Carbohydr Res       Date:  2001-05-08       Impact factor: 2.104

3.  Facile synthesis of a comb-like mannohexaose: a trimer of the disaccharide repeating unit of the cell-wall mannans of Aphanoascus mephitatus and related species.

Authors:  L Heng; J Ning; F Kong
Journal:  Carbohydr Res       Date:  2001-04-23       Impact factor: 2.104

4.  A role for macrophage scavenger receptors in atherosclerosis and susceptibility to infection.

Authors:  H Suzuki; Y Kurihara; M Takeya; N Kamada; M Kataoka; K Jishage; O Ueda; H Sakaguchi; T Higashi; T Suzuki; Y Takashima; Y Kawabe; O Cynshi; Y Wada; M Honda; H Kurihara; H Aburatani; T Doi; A Matsumoto; S Azuma; T Noda; Y Toyoda; H Itakura; Y Yazaki; T Kodama
Journal:  Nature       Date:  1997-03-20       Impact factor: 49.962

5.  Evidence for adhesin activity in the acid-stable moiety of the phosphomannoprotein cell wall complex of Candida albicans.

Authors:  T Kanbe; J E Cutler
Journal:  Infect Immun       Date:  1994-05       Impact factor: 3.441

6.  Synthesis and properties of dextran-5-aminosalicylic acid ester as a potential colon-specific prodrug of 5-aminosalicylic acid.

Authors:  Y J Jung; J S Lee; H H Kim; Y T Kim; Y M Kim
Journal:  Arch Pharm Res       Date:  1998-04       Impact factor: 4.946

Review 7.  Mannose-targeted systems for the delivery of therapeutics.

Authors:  Juan M Irache; Hesham H Salman; Carlos Gamazo; Socorro Espuelas
Journal:  Expert Opin Drug Deliv       Date:  2008-06       Impact factor: 6.648

8.  Regioselective strategies mediated by lanthanide triflates for efficient assembly of oligomannans.

Authors:  K N Jayaprakash; Siddhartha Ray Chaudhuri; Changalvala V S R Murty; Bert Fraser-Reid
Journal:  J Org Chem       Date:  2007-06-27       Impact factor: 4.354

9.  Oligomannan synthesis using ionic liquid supported glycosylation.

Authors:  Ashish K Pathak; Charu K Yerneni; Zac Young; Vibha Pathak
Journal:  Org Lett       Date:  2007-12-11       Impact factor: 6.005

10.  Yeast flocculation: receptor definition by mnn mutants and concanavalin A.

Authors:  M Stratford
Journal:  Yeast       Date:  1992-08       Impact factor: 3.239

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  2 in total

1.  Imidazolium cation supported solution-phase assembly of homolinear alpha(1-->6)-linked octamannoside: an efficient alternate approach for oligosaccharide synthesis.

Authors:  Charu K Yerneni; Vibha Pathak; Ashish K Pathak
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

2.  Lipoarabinomannan biosynthesis in Corynebacterineae: the interplay of two α(1→2)-mannopyranosyltransferases MptC and MptD in mannan branching.

Authors:  Arun K Mishra; Karin Krumbach; Doris Rittmann; Ben Appelmelk; Vibha Pathak; Ashish K Pathak; Jerome Nigou; Jeroen Geurtsen; Lothar Eggeling; Gurdyal S Besra
Journal:  Mol Microbiol       Date:  2011-04-04       Impact factor: 3.501

  2 in total

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