Bishydrazide glycoconjugates for lectin recognition and capture of bacterial pathogens

Avijit Kumar Adak, Alexei P. Leonov, Ning Ding, Jyothi Thundimadathil, Sumith Kularatne, Philip S. Low, Alexander Wei

Research output: Contribution to journalArticle

30 Scopus citations

Abstract

Bishydrazides are versatile linkers for attaching glycans to substrates for lectin binding and pathogen detection schemes. The α,ω- bishydrazides of carboxymethylated hexa(ethylene glycol) (4) can be conjugated at one end to unprotected oligosaccharides, then attached onto carrier proteins, tethered onto activated carboxyl-terminated surfaces, or functionalized with a photoactive cross-linking agent for lithographic patterning. Glycoconjugates of bishydrazide 4 can also be converted into dithiocarbamates (DTCs) by treatment with CS2 under mild conditions, for attachment onto gold substrates. The immobilized glycans serve as recognition elements for cell-surface lectins and enable the detection and capture of bacterial pathogens such as Pseudomonas aeruginosa by their adsorption onto micropatterned substrates. A detection limit of 103 cfu/mL is demonstrated, using a recently introduced method based on optical pattern recognition.

Original languageEnglish (US)
Pages (from-to)2065-2075
Number of pages11
JournalBioconjugate chemistry
Volume21
Issue number11
DOIs
StatePublished - Nov 17 2010

ASJC Scopus subject areas

  • Biotechnology
  • Bioengineering
  • Biomedical Engineering
  • Pharmacology
  • Pharmaceutical Science
  • Organic Chemistry

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