Quantum dots (QD) are inorganic nanocrystals with outstanding optical properties, specially suited for biological imaging applications. Their attachment to biomolecules in mild aqueous conditions for the design of bioconjugates is therefore highly desirable. 1,3-dipolar [3 + 2] cycloaddition between azides and terminal alkynes ("click chemistry") could represent an attractive QD functionalization method. Unfortunately, the use of the popular Cu(I)-catalyzed version of this reaction is not applicable for achieving this goal, since the presence of copper dramatically alters the luminescence properties of QD dispersions. We demonstrate here that copper-free click chemistry, between strained cyclooctyne functionalized QD and azido-biomolecules, leads to highly luminescent conjugates. In addition, we show that QD-cyclooctyne can be used at previously unreported low concentration (250 nM) for imaging the incorporation of azido-modified sialic acid in cell membrane glycoproteins.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/bc900564w | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Synthesis and Characterization of α,ω-End Orthogonally Functionalizable Glycopolymers from Native Glycans.
Polym Chem
May 2024
Department of Chemistry, Chemical and Biomedical Engineering and Center for Gene Regulation in Health and Disease (GRHD), Cleveland State University, 2121 Euclid Avenue, Cleveland, Ohio 44115, United States.
Glycopolymers have been employed as biomimetic glycoconjugates in both biological and biomedical research and applications. Among them, chain-end functionalized glycopolymers are very often explored for protein modification, microarray, biosensor, bioprobe and other applications. Herein, we report a straightforward synthesis of α,ω-end orthogonally functionalizable glycopolymers.
View Article and Find Full Text PDFNoncanonical Amino Acid Tools and Their Application to Membrane Protein Studies.
Chem Rev
November 2024
Faculty of Life Science, Institute of Biochemistry, Leipzig University, Leipzig 04103, Germany.
Article Synopsis
- Methods in chemical biology, specifically genetic code expansion (GCE), have greatly improved the study of integral membrane proteins by allowing the incorporation of noncanonical amino acids (ncAAs).
- GCE is particularly challenging for membrane proteins due to their unique characteristics and low expression levels, requiring effective use of mammalian cell cultures for functional expression.
- Recent advancements include engineered AARS/tRNA pairs for better performance in mammalian cells, bioorthogonal reactions for attaching probes to live cell membrane proteins, and an expanded selection of ncAAs for in-depth analysis of protein structure and dynamics.
eSOMA-DM1, a Maytansinoid-Based Theranostic Small-Molecule Drug Conjugate for Neuroendocrine Tumors.
Bioconjug Chem
November 2024
Department of Radiology and Nuclear Medicine, Erasmus MC, University Medical Center Rotterdam, Rotterdam 3015 GD, the Netherlands.
Article Synopsis
- Conventional chemotherapy is limited by its non-selective nature, leading to severe side effects, but small-molecule drug conjugates (SMDCs) offer a more targeted delivery to tumors.
- The study introduces eSOMA-DM1, a new SMDC designed to target somatostatin receptor subtype 2 (SSTR2) and combines a cytotoxic agent with a chelate for improved monitoring and combination therapy.
- In experiments, eSOMA-DM1 showed promising tumor uptake in animal models, outperforming the traditional DOTA-TATE compound, while also demonstrating prolonged circulation in the bloodstream.
Click-Chemistry-Enabled Functionalization of Cellulose Nanocrystals with Single-Stranded DNA for Directed Assembly.
ACS Biomater Sci Eng
October 2024
School of Materials Science and Engineering, Georgia Institute of Technology, Atlanta, Georgia 30332, United States.
Controlling the self-assembly of cellulose nanocrystals (CNCs) requires precise control over their surface chemistry for the directed assembly of advanced nanocomposites with tailored mechanical, thermal, and optical properties. In this work, in contrast to traditional chemistries, we conducted highly selective click-chemistry functionalization of cellulose nanocrystals with complementary DNA strands via a three-step hybridization-guided process. By grafting terminally functionalized oligonucleotides through copper-free click chemistry, we successfully facilitated the assembly of brushlike DNA-modified CNCs into bundled nanostructures with distinct chiral optical dichroism in thin films.
View Article and Find Full Text PDFObjective: Implantation of an endovascular device disrupts the homeostatic CD31:CD31 interactions among quiescent endothelial cells (ECs), platelets, and circulating leukocytes. The aim of this study was to design an endothelial-mimetic coating of nitinol and cobalt-chromium (CoCr) surfaces and stents using synthetic CD31 peptides, to promote device endothelialization and pacific integration within the arterial wall.
Methods: Peptides mimicking the domains 1 (D1) and 2 (D2) of CD31 were synthetized and immobilized onto experimental nitinol and CoCr surfaces using a three-step, dip-coating, mussel-inspired protocol using copper-free click chemistry.
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!