ArticleOrganic & biomolecular chemistry2011
Stereoselective synthesis of light-activatable perfluorophenylazide-conjugated carbohydrates for glycoarray fabrication and evaluation of structural effects on protein binding by SPR imaging.
Article in Organic & biomolecular chemistry, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed, 35 citations in OpenAlex.
- Maltoheptaose-Presenting Nanoscale Glycoliposomes for the Delivery of Rifampicin toACS applied nano materials · 2021Article
- Functionalization of pristine graphene for the synthesis of covalent graphene-polyaniline nanocomposite.RSC advances · 2020Article
- Synthesis and Structure-Activity Relationship Study of Antimicrobial Auranofin against ESKAPE Pathogens.Journal of medicinal chemistry · 2019Article
- Synthesis of Carbohydrate-Grafted Glycopolymers Using a Catalyst-Free, Perfluoroarylazide-Mediated Fast Staudinger Reaction.Molecules (Basel, Switzerland) · 2019Article
- Flavin Conjugated Polydopamine Nanoparticles Displaying Light-Driven Monooxygenase Activity.Frontiers in chemistry · 2019Article
- Immobilization of glycans on solid surfaces for application in glycomics.Journal of carbohydrate chemistry · 2018Article
- Reversible Self-Assembled Monolayers (rSAMs): Adaptable Surfaces for Enhanced Multivalent Interactions and Ultrasensitive Virus Detection.ACS central science · 2017Article
- Interactions between shape-persistent macromolecules as probed by AFM.Beilstein journal of organic chemistry · 2017Article
- Synthesis of multifunctional cellulose nanocrystals for lectin recognition and bacterial imaging.Biomacromolecules · 2015Article
- Carbohydrate conjugation through microwave-assisted functionalization of single-walled carbon nanotubes using perfluorophenyl azides.Carbohydrate research · 2015Article
- Glycan-functionalized fluorescent chitin nanocrystals for biorecognition applications.Bioconjugate chemistry · 2014Article
- Review
- Sensing lectin-glycan interactions using lectin super-microarrays and glycans labeled with dye-doped silica nanoparticles.Biosensors & bioelectronics · 2013Article
- Stereocontrolled 1-Pure and applied chemistry. Chimie pure et appliquee · 2013Article
Corrections and comments
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Authors and funding
5 authors at 2 institutions in 2 countries.
Funding
Abstract
A series of light-activatable perfluorophenylazide (PFPA)-conjugated carbohydrate structures have been synthesized and applied to glycoarray fabrication. The glycoconjugates were structurally varied with respect to anomeric attachment, S-, and O-linked carbohydrates, respectively, as well as linker structure and length. Efficient stereoselective synthetic routes were developed, leading to the formation of the PFPA-conjugated structures in good yields over few steps. The use of glycosyl thiols as donors proved especially efficient and provided the final compounds in up to 70% total yield with high anomeric purities. PFPA-based photochemistry was subsequently used to generate carbohydrate arrays on a polymeric surface, and surface plasmon resonance imaging (SPRi) was applied for evaluation of carbohydrate-protein interactions using the plant lectin Concanavalin A (Con A) as a probe. The results indicate better performance and equal efficiency of S- and O-linked structures with intermediate linker length.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.