Total Synthesis of Conjugation-Ready Tetrasaccharide Repeating Units of a Multidrug-Resistant Pathogen <i>Acinetobacter baumannii</i> Strain 34 and O5
Diksha Rai, Suvarn S. Kulkarni
Abstract
Herein, we report the first total synthesis of conjugation-ready tetrasaccharide repeating units of Acinetobacter baumannii strain 34 and O5 comprising a common disaccharide motif [α- l -FucpNAc-(1→4)-α- d -GalpNAcA]. The installation of 1,2- cis linkages employing a disarmed 2-azido- d -galacturonic acid derivative as the donor is addressed here. The synthesis of the tetrasaccharide repeating units of A. baumannii strain 34 and O5 is accomplished via the longest linear sequences of 19 steps in 9.8% and 21 steps in 8.4% overall yields, respectively.
Topics & Concepts
TetrasaccharideAcinetobacter baumanniiChemistryStereochemistryTotal synthesisDisaccharideStrain (injury)Derivative (finance)AcinetobacterMultiple drug resistanceCombinatorial chemistryBacteriaAntibioticsBiochemistryBiologyPseudomonas aeruginosaGeneticsEconomicsPolysaccharideAnatomyFinancial economicsCarbohydrate Chemistry and SynthesisLegume Nitrogen Fixing SymbiosisGenomics and Phylogenetic Studies