Literature DB >> 18633525

Toward solution-phase automated iterative synthesis: fluorous-tag assisted solution-phase synthesis of linear and branched mannose oligomers.

Firoz A Jaipuri1, Nicola L Pohl.   

Abstract

We report herein the first synthesis of linear and branched mannose oligosaccharides using fluorous-tag assistance with reagents and FSPE protocols that are amenable to automation. The particular fluorous linker proved to maintain solubility of the growing oligosaccharide chain such that identical reaction solvent conditions and purification protocols could be used between glycosylation and deprotection reactions, thereby rendering the procedures amenable to automation.

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Year:  2008        PMID: 18633525     DOI: 10.1039/b803451f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  34 in total

1.  HPLC-assisted automated oligosaccharide synthesis.

Authors:  N Vijaya Ganesh; Kohki Fujikawa; Yih Horng Tan; Keith J Stine; Alexei V Demchenko
Journal:  Org Lett       Date:  2012-05-30       Impact factor: 6.005

Review 2.  Automated Chemical Oligosaccharide Synthesis: Novel Approach to Traditional Challenges.

Authors:  Matteo Panza; Salvatore G Pistorio; Keith J Stine; Alexei V Demchenko
Journal:  Chem Rev       Date:  2018-06-28       Impact factor: 60.622

3.  Carbohydrate-functionalized nanovaccines preserve HIV-1 antigen stability and activate antigen presenting cells.

Authors:  J E Vela Ramirez; R Roychoudhury; H H Habte; M W Cho; N L B Pohl; B Narasimhan
Journal:  J Biomater Sci Polym Ed       Date:  2014-07-28       Impact factor: 3.517

4.  Fluorous supported modular synthesis of heparan sulfate oligosaccharides.

Authors:  Chengli Zong; Andre Venot; Omkar Dhamale; Geert-Jan Boons
Journal:  Org Lett       Date:  2013-01-08       Impact factor: 6.005

5.  High-throughput synthesis of carbohydrates and functionalization of polyanhydride nanoparticles.

Authors:  Brenda R Carrillo-Conde; Rajarshi Roychoudhury; Ana V Chavez-Santoscoy; Balaji Narasimhan; Nicola L B Pohl
Journal:  J Vis Exp       Date:  2012-07-06       Impact factor: 1.355

6.  HPLC-Assisted Automated Oligosaccharide Synthesis: Implementation of the Autosampler as a Mode of the Reagent Delivery.

Authors:  Salvatore G Pistorio; Swati S Nigudkar; Keith J Stine; Alexei V Demchenko
Journal:  J Org Chem       Date:  2016-09-14       Impact factor: 4.354

Review 7.  Recent progress in chemical and chemoenzymatic synthesis of carbohydrates.

Authors:  Saddam Muthana; Hongzhi Cao; Xi Chen
Journal:  Curr Opin Chem Biol       Date:  2009-10-14       Impact factor: 8.822

8.  Assembly of a Complex Branched Oligosaccharide by Combining Fluorous-Supported Synthesis and Stereoselective Glycosylations using Anomeric Sulfonium Ions.

Authors:  Wei Huang; Qi Gao; Geert-Jan Boons
Journal:  Chemistry       Date:  2015-08-06       Impact factor: 5.236

9.  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

Review 10.  Glycan arrays: recent advances and future challenges.

Authors:  Oyindasola Oyelaran; Jeffrey C Gildersleeve
Journal:  Curr Opin Chem Biol       Date:  2009-07-20       Impact factor: 8.822

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