A5087371579- Glycosylation and Glycoproteins Research
- Carbohydrate Chemistry and Synthesis
- Proteoglycans and glycosaminoglycans research
- Chemical Synthesis and Analysis
- Synthesis and Catalytic Reactions
- Pluripotent Stem Cells Research
- Asymmetric Synthesis and Catalysis
- CRISPR and Genetic Engineering
- Mass Spectrometry Techniques and Applications
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Sphingolipid Metabolism and Signaling
- Analytical Chemistry and Chromatography
- Click Chemistry and Applications
- 3D Printing in Biomedical Research
- Nanoplatforms for cancer theranostics
- Pneumonia and Respiratory Infections
- Microbial Metabolites in Food Biotechnology
- Toxoplasma gondii Research Studies
- Photodynamic Therapy Research Studies
- Photoacoustic and Ultrasonic Imaging
- Computational Drug Discovery Methods
- Hair Growth and Disorders
- Catalytic C–H Functionalization Methods
- Skin and Cellular Biology Research
Emory University
2024
Freie Universität Berlin
2011-2021
Max Planck Institute of Colloids and Interfaces
2011-2021
University of Virginia
2019-2021
Max Planck Society
2013-2016
Scripps Research Institute
2008-2010
Sogang University
2003-2006
Using a high-throughput chemical screen, we identified two small molecules that enhance the survival of human embryonic stem cells (hESCs). By characterizing their mechanisms action, discovered an essential role E-cadherin signaling for ESC survival. Specifically, showed primary cause hESC death following enzymatic dissociation comes from irreparable disruption signaling, which then leads to fatal perturbation integrin signaling. Furthermore, found stability and resulting ESCs were...
Glycosaminoglycans (GAGs) are important sulfated carbohydrates prevalent in the extracellular matrix. The synthesis of structurally defined GAGs requires laborious procedures, and incorporating sulfation patterns is challenging. automated chondroitin hexasaccharides on solid support has been achieved using a photolabile linker that efficiently cleaved continuous-flow photoreactor. As service to our authors readers, this journal provides supporting information supplied by authors. Such...
The diversity of stereochemical isomers present in glycans and glycoconjugates poses a formidable challenge for comprehensive structural analysis. Typically, sophisticated mass spectrometry (MS)-based techniques are used combination with chromatography or ion-mobility separation. However, coexisting structurally similar often render an unambiguous identification impossible. Other powerful such as gas-phase infrared (IR) spectroscopy have been limited to smaller glycans, since conformational...
Significance Rapid access to defined, pure biomacromolecules is key biochemical and biophysical investigations as evidenced by the impact automated solid-phase synthesis of oligonucleotides oligopeptides had on basic research. Here, a strategy well new instrument routinely oligosaccharides reported. The method produces glycans quickly reliably accelerate fundamental advances in glycobiology.
Interactions between glycans and glycan binding proteins are essential for numerous processes in all kingdoms of life. Glycan microarrays an excellent tool to examine protein-glycan interactions. Here, we present a microbe-focused microarray platform based on oligosaccharides obtained by chemical synthesis. Glycans were generated combining different carbohydrate synthesis approaches including automated assembly, solution-phase synthesis, chemoenzymatic methods. The current library more than...
Automated glycan assembly (AGA) has advanced from a concept to commercial technology that rapidly provides access diverse oligosaccharide chains as long 30-mers. To date, AGA was mainly employed incorporate trans-glycosidic linkages, where C2 participating protecting groups ensure stereoselective couplings. Stereocontrol during the installation of cis-glycosidic linkages cannot rely on C2-participation and anomeric mixtures are typically formed. Here, we demonstrate oligosaccharides...
Automated glycan assembly enabled antibody reverse engineering to develop a semisynthetic carbohydrate–based vaccine against the highly virulent Streptococcus pneumoniae serotype 8.
Automated glycan assembly (AGA) enables rapid access to oligosaccharides. The overall length of polymers created via automated solid phase synthesis depends on very high yields at every step obtain full products. long serves as the ultimate test efficiency and reliability synthetic processes. A series Man-(1 → 6)-α-Man linked oligosaccharides up a 50mer, longest sequence yet assembled from monosaccharides, has been realized 102 synthesis. We identified suitable mannose building block applied...
Various enantiomerically pure 2-acylaziridines were prepared efficiently from the corresponding aziridine-2-carboxylate via Weinreb's amide and subsequent treatment of organometallic compounds. The carbonyl group those was stereoselectively reduced by NaBH4 in presence ZnCl2 to give erythro-1,2-amino alcohols with high diastereoselectivities chemical yields. Using this methodology, we (1R,2S)-N-Boc-norephedrine 5, N-Boc-safingol 8, N-Boc-d-erythro-sphinganine 9, N-Boc-spisulosine 10
A synthetic strategy combining automated solid-phase chemical synthesis and enzymatic sialylation was developed to access α(2,3)-sialylated glycans.
Arabinogalactan proteins are heavily glycosylated proteoglycans in plants. Their glycan portion consists of type-II arabinogalactan polysaccharides whose heterogeneity hampers the assignment protein function. Synthetic chemistry is key to procurement molecular probes for plant biologists. Described automated assembly 14 oligosaccharides from four monosaccharide building blocks. These linear and branched glycans represent structural features natural arabinogalactans will serve as tools biology.
Orthogonally protected <sc>d</sc>-galactosamine and <sc>l</sc>-iduronic acid building blocks a photo-cleavable linker are instrumental for the automated synthesis of dermatan sulfate oligosaccharides.
Glycans are fundamental biological macromolecules, yet despite their prevalence and recognized importance, a number of unique challenges hinder routine characterization. The multiplicity OH groups in glycan monomers easily afford branched structures alternate linkage sites, which can result isomeric that differ by minute details. Herein, radical chemistry is employed conjunction with mass spectrometry to enable rapid, accurate, high throughput identification challenging series closely...
Building blocks: A new, general synthetic strategy, which allows the construction of branched glycosylphosphatidylinositols (GPIs), enables synthesis parasitic glycolipid 1 from Toxoplasma gondii. In addition, structure is further confirmed by recognition monoclonal antibodies.
Lactotetraosyl (Lc4) and neo-lactotetraosyl (nLc4) are backbones that common to many glycans. Using automated glycan assembly, these core structures were constructed elaborated access synthetically challenging glycans of biological relevance. The incorporation α-fucoses is demonstrated for H-type I II; α(1,3)-galactose epitopes prepared, the pentasaccharide HNK-1 required a 3-O-sulfate. In addition preparing target structures, essential insights gained regarding relationships glycosylating...
β-(1,3)-Glucans exhibit immunomodulatory and anti-tumor effects. Since the isolation of pure β-(1,3)-glucan oligosaccharides from natural sources is complicated, especially when certain branching patterns are desired, chemical synthesis frequently only means accessing these molecules. We report iterative automated glycan assembly (AGA) conjugation-ready linear branched oligosaccharides.
A sialic acid glycosyl phosphate building block was designed and synthesized. This used to prepare α-sialylated oligosaccharides by automated solid-phase synthesis selectively.
Vaccines against S. pneumoniae , one of the most prevalent bacterial infections causing severe disease, rely on isolated capsular polysaccharide (CPS) that are conjugated to proteins. Such isolates contain a heterogeneous oligosaccharide mixture different chain lengths and frame shifts. Access defined synthetic CPS structures is desirable. Known syntheses serotype 3 time-consuming low-yielding late-stage oxidation step, or use disaccharide building blocks which limits variability. Herein, we...