carolyn bertozzi biography
First, we found that the W37I mutant of LplA catalyzes site-specific ligation of 10-azidodecanoic acid to LAP in cells, in nearly quantitative yield after 30 min. In this work, we undertook a mechanistic study of the Staudinger ligation with a focus on factors that affect reaction kinetics and on the identification of intermediates. Here we use high-resolution, high-mass-accuracy, and tandem mass spectrometry to characterize the structure of S881. N-Acetylmannosamine (ManNAc) is the first committed intermediate in the sialic acid biosynthetic pathway; thus, the mechanisms that control intracellular ManNAc levels are important regulators of sialic acid production. Czlapinski, J. L., Schelle, M. W., Miller, L. W., Laughlin, S. T., Kohler, J. J., Cornish, V. W., Bertozzi, C. R. Structural Characterization of a Novel Sulfated Menaquinone produced by stf3 from Mycobacterium tuberculosis. Consequently, the sulfate assimilation pathway of M. tuberculosis proceeds from sulfate through APS, which is acted on by APS reductase in the first committed step toward cysteine and methionine. Here, we demonstrate that the presentation of additional anionic functional groups in the form of sulfate esters, on a polymerized liposome surface containing a multimeric array of sLe(x)-like oligosaccharides, generates a highly potent, bifunctional macromolecular assembly. Metabolic alterations observed during cholesterol catabolism centered on propionyl-CoA and pyruvate pools. We have coexpressed a human GST-5 cDNA with a GlyCAM-1/IgG fusion protein in COS-7 cells and observed four-fold enhanced [(35)S]sulfate incorporation into this mucin acceptor. An intriguing example is Sulfolipid-1 (SL-1), a sulfated glycolipid that has been implicated in Mtb pathogenesis, although no direct role for SL-1 in virulence has been established. Site-selective protein modification based on covalent reactions of peptide tags and small molecules is a key capability for basic research as well as for the development of new therapeutic bioconjugates. We report the cloning, expression, and characterization of the first UDP-GalNAc:polypetide N-acetylgalactosaminyltransferase (ppGalNAc-T) from the human disease-causing parasite, Toxoplasma gondii. Molecular level analysis of cell-surface phenomena could benefit from model systems comprising structurally defined components. The use of unnatural protein-glycan linkages bearing structural similarity to their native counterparts can accelerate the synthesis of glycoengineered proteins. The efficacy of these drugs is frequently undermined by acquired resistance. This gene was mapped to mouse chromosome X at band XA3.1-3.2. View details for DOI 10.1021/acs.jproteome.6b01053. Most progress has occurred in the area N-glycoproteomics. [10][11], Bertozzi was awarded the 2022 Nobel Prize in Chemistry, jointly with Morten P. Meldal and Karl Barry Sharpless, "for the development of click chemistry and bioorthogonal chemistry". Human cells incubated with N-levulinoylmannosamine (ManLev) process this unnatural metabolic precursor into N-levulinoyl sialic acid (SiaLev), which is incorporated into cell surface glycoconjugates. The surface-bound glycopolymers bind lectins in a ligand-specific manner. SiaNAz was found to comprise between 4% and 41% of total sialosides, depending on the system. Here we present a strain-promoted [3 + 2] cycloaddition between cyclooctynes and azides that proceeds under physiological conditions without the need for a catalyst. Stenger-Smith, J. n., Kamariza, M. n., Chakraborty, I. n., Ouattara, R. n., Bertozzi, C. R., Mascharak, P. K. A Fluorogenic Trehalose Probe for Tracking Phagocytosed Mycobacterium tuberculosis. View details for DOI 10.1073/pnas.1222041110, View details for Web of Science ID 000322771100029, View details for PubMedCentralID PMC3740907. Specifically, weak bases with moderate activity against M. tuberculosis (fluoxetine, sertraline, and dibucaine) were shown to accumulate intracellularly due to differential permeability and relative abundance of their ionized and nonionized forms. Three piperidine-melamine glycodendrimers were synthesized via a chemoenzymatic route and attached to human growth hormone and the Fc region of human IgG. Bertozzis graduate research focused on carbohydrate analog synthesis, intended for biological applications. View details for Web of Science ID 000187945400003. These approaches have already identified several cancer biomarkers. Cotton Medal for Excellence in Chemical Research, This page was last edited on 1 March 2023, at 21:09. The lipooligosaccharides (LOS) of Haemophilus ducreyi are highly sialylated, a modification that has been implicated in resistance to host defense and in virulence. Treatment of hESCs with Ac4-5SGlcNAc during induction limited protein O-GlcNAcylation and also caused a dramatic decrease in global levels of UDP-GlcNAc. A., Engleman, E. G., Bertozzi, C. R. A bulky glycocalyx fosters metastasis formation by promoting G1 cell cycle progression. Spiciarich, D. R., Nolley, R., Maund, S. L., Purcell, S. C., Herschel, J., Iavarone, A. T., Peehl, D. M., Bertozzi, C. R. Corneal surface glycosylation is modulated by IL-1R and Pseudomonas aeruginosa challenge but is insufficient for inhibiting bacterial binding. Quantifying and controlling the orientation of surface-bound macromolecules is crucial to a wide range of processes in areas as diverse as biology, materials science, and nanotechnology. Thus, a bulky glycocalyx is a feature of tumour cells that could foster metastasis by mechanically enhancing cell-surface receptor function. Born: 10 October 1966, Boston, MA, USA. Furthermore, the membrane-bound glycopolymers were internalized into early endosomes similarly to endogenous membrane components and were capable of specific interactions with protein receptors. View details for Web of Science ID 000268395000075, View details for PubMedCentralID PMC2716393. Among her many honours are the Lemelson-MIT Prize (2010), the Arthur C. Cope Award of the American Chemical Society (2017), and the Wolf Prize in Chemistry (2022). Despite reports detailing a suite of sulfated glycolipids in many mycobacteria, a corresponding family of sulfotransferase genes remains uncharacterized. P. aeruginosa APS reductase contains an [4Fe-4S] cluster that is essential for catalysis. Breidenbach, M. A., Palaniappan, K. K., Pitcher, A. Carolyn Bertozzi, a Stanford professor and serial biotech founder, has been awarded this years Nobel Prize in chemistry along with two other scientists, the Royal Swedish Academy of Sciences announced Wednesday.. She shares her prize with Morten Meldal, of the University of Copenhagen in Denmark, and K. Barry Sharpless, a former Here the identification of a series of uridine-based LpxC inhibitors is presented. One of the most abundant is sulfolipid-1 (SL-1), a tetraacyl-sulfotrehalose glycolipid. View details for PubMedCentralID PMC5675001. We tested this prediction by investigating whether bulky glycoproteins in the glycocalyx promote a tumour phenotype in human cells by increasing integrin adhesion and signalling. Mass spectrometry revealed that the N610 residue is part of a consensus N-linked glycosylation motif in the receptor, usually linked to complex glycans. Driessen, M. D., Going, C. C., Woo, C. M., Pitteri, S. J., Bertozzi, C. R. New therapeutic avenues for NGLY1 deficiency, A TENSION-MEDIATED GLYCOCALYX FEEDBACK LOOP PROMOTES A MESENCHYMAL, STEM-LIKE PHENOTYPE IN GLIOBLASTOMA. Selective chemical reactions that are orthogonal to the diverse functionality of biological systems have become important tools in the field of chemical biology. Bertozzi is a member of the Royal Society and the academies of sciences of Germany and the United States. Among her many honours are the Lemelson-MIT Prize (2010), the Arthur C. Cope Award of the American Chemical Society (2017), and the Wolf Prize in Chemistry (2022). The symmetrical (2,2'-, 3,3'-, 4,4'- and 6,6'-) dideoxy analogs were obtained via selective protection and subsequent radical deoxygenation of the desired hydroxyl group set. Here we describe a method for targeting select proteins by chemical modification with a tag that imparts a distinct isotopic signature detectable in a full-scan mass spectrum. Their reactive carbonyl groups are typically conjugated with -effect nucleophiles, such as substituted hydrazines and alkoxyamines, to generate hydrazones and oximes, respectively. A., Bertozzi, C. R., Stout, C. D. A chemical reporter strategy to probe glycoprotein fucosylation. Immunization of mice with either BCG or DeltacysH followed by infection with the virulent M. tuberculosis Erdman strain demonstrated that DeltacysH can generate protection equivalent to that of the BCG vaccine. Shes been out since the late 1980s, when being a lesbian could have jeopardized her career. A., Bertozzi, C. R. Biomimetic bonelike composites and novel bioactive glass coatings. We employed the recently introduced aldehyde tag method to obtain a recombinant protein with the aldehyde-bearing formylglycine residue at a specific site. Surprisingly, 6', 6-disulfolactose was poorly recognized by MECA-79, a carbohydrate- and sulfate-dependent monoclonal antibody that binds competitively to L-selectin ligands. Agard, N. J., Prescher, J. Small molecule inhibitors of carbohydrate biosynthetic and processing enzymes can block the assembly of specific oligosaccharide structures. We describe a method for modifying proteins site-specifically using a chemoenzymatic bioconjugation approach. Here we show that a QC amino acid can be incorporated into a protein site-specifically using the pyrrolysine-based genetic code expansion platform, and subsequently used for ligation chemistry. Consequently, we developed a nonradioactive detection methodology in which a bio-orthogonal azidomyristate analog is specifically incorporated co- or post-translationally into proteins at N-terminal glycines, chemoselectively ligated to tagged triarylphosphines and detected by Western blotting with short exposure times (seconds to minutes). Bioorthogonal chemical reactions are paving the way for new innovations in biology. This system enables the production of glycoproteins that are functionalized for specific chemical modifications at their glycosylation sites. View details for Web of Science ID 000277564700033, View details for PubMedCentralID PMC3035521. Lu, C., Jones, T., Pedram, K., Bertozzi, C., Paszek, M., Cui, B. View details for Web of Science ID A1994NH63300010. View details for DOI 10.1371/journal.ppat.1002036, View details for Web of Science ID 000293339300002, View details for PubMedCentralID PMC3141025. At elevated temperatures, however, the mutant was unable to proliferate even in the presence of trehalose. In this approach, metabolic labeling substrates containing bioorthogonal functional groups are provided to cells for incorporation into biopolymers by endogenous biosynthetic machinery. She followed similar lines of research during her postdoctoral studies, investigating therole of carbohydrates in inflammation. This suggests that post-translational myristoylation of caspase-cleaved proteins represents a novel mechanism widely used to regulate cell death. Furthermore, their dynamic behavior in synthetic membranes mirrored that of natural biomolecules. This represents over a million-fold signal amplification in comparison to using radioactive labeling methods. Our data show that O-glycopeptides cannot be robustly characterized with HCD-centric methods that are sufficient for N-glycopeptides, and glycoproteomic methods aiming to characterize O-glycopeptides must be constructed accordingly. We present IsoTaG, a mass-independent chemical glycoproteomics platform for characterization of intact, metabolically labeled glycopeptides at the whole-proteome scale. A., Sletten, E. M., Baskin, J. M., Miller, I. Additionally, we have utilized computational methods to understand the unique properties of these fully conjugated macrocycles. Sulfurcontaining molecules were initially identified by mass spectral analysis of cell extracts from bacteria labeled metabolically with a stable sulfur isotope (34SO 4 2-). Through a small molecule screen, we identified a cell-active NGLY1 inhibitor that disrupts the processing and function of Nrf1. Palaniappan, K. K., Pitcher, A. Because M. tuberculosis catabolizes host lipids to grow during infection, we propose that growth of M. tuberculosis on fatty acids in vivo leads to increased flux of MMCoA through lipid biosynthetic pathways, resulting in increased virulence lipid synthesis. Wild world of bioorthogonal chemistry, Polymerization of glycosylated NCAs for preparation of biomedical materials and synthetic glycoproteins. Front-line tuberculosis (TB) drugs have been characterized extensively invitro and invivo with respect to gene expression and cell viability. The genome of Mycobacterium tuberculosis (Mtb) encodes nine putative sulfatases, none of which have a known function or substrate. View details for Web of Science ID 000234391600034, View details for PubMedCentralID PMC2527029, View details for DOI 10.1002/ANIE.200502421, View details for Web of Science ID 000235246600005. Glycosylation is a prevalent, yet heterogeneous modification with a broad range of implications in molecular biology. A ligation modeled after the Staudinger reaction forms an amide bond by coupling of an azide and a specifically engineered triarylphosphine. Structural and mechanistic studies of this family of sulfotransferases have been hindered by the lack of a productive recombinant protein expression system. View details for Web of Science ID 000085902800059. Trypanosoma cruzi, the flagellate protozoan agent of Chagas disease or American trypanosomiasis, is unable to synthesize sialic acids de novo. Within this bilayered structure, registry between lattices in two layers was disclosed, whereas the intrinsic symmetry in each layer was altered. Using azide-derivatized analogues of fucose, we metabolically labeled cell-surface glycans and then detected the incorporated azides via copper-free click chemistry with a difluorinated cyclooctyne probe. Finally, we demonstrate the multiplexability of ADAP by simultaneously detecting multiple antibodies in one experiment. View details for DOI 10.1002/anie.201504249, View details for DOI 10.1021/jacs.5b04279, View details for Web of Science ID 000360321100003, View details for DOI 10.1021/acscentsci.5b00275, View details for PubMedCentralID PMC4827550. The selectins are a family of carbohydrate-binding proteins, or lectins, that have stimulated tremendous interest because of their involvement in a wide array of interactions between leukocytes and endothelial cells. Bhakta, S., Bartes, A., Bowman, K. G., Kao, W. M., Polsky, I., Lee, J. K., Cook, B. N., Bruehl, R. E., ROSEN, S. D., Bertozzi, C. R., Hemmerich, S. New directions in glycoprotein engineering, Minimal sulfated carbohydrates for recognition by L-selectin and the MECA-79 antibody. Importantly, we show that mmpL8 mutants are attenuated for growth in a mouse model of tuberculosis. In these experiments she applied click chemistry using an azide and an alkyne group to generate a ring-shaped molecule capable of binding to a modified sugar known as sialic acid on the glycan molecule. Yang, A. C., Stevens, M. Y., Chen, M. B., Lee, D. P., Stahli, D., Gate, D., Contrepois, K., Chen, W., Iram, T., Zhang, L., Vest, R. T., Chaney, A., Lehallier, B., Olsson, N., du Bois, H., Hsieh, R., Cropper, H. C., Berdnik, D., Li, L., Wang, E. Y., Traber, G. M., Bertozzi, C. R., Luo, J., Snyder, M. P., Elias, J. E., Quake, S. R., James, M. L., Wyss-Coray, T. Membrane-tethered mucin-like polypeptides sterically inhibit binding and slow fusion kinetics of influenza A virus. B., Shieh, P., Metruccio, M. E., Evans, D. J., Bertozzi, C. R., Fleiszig, S. J. The synthetic glycolipids consist of a simple trehalose disaccharide headgroup, similar to TDM, with hydrophobic tail groups of two 15- or 18-carbon chains. In the accompanying paper [Hemmerich, S., & Rosen, S.D. This assay design shows excellent performance in 384-well format and is sensitive to known, non-specific palmitoylation inhibitors. She has been recognized with many honors and awards for her research accomplishments. View details for Web of Science ID 000178916000019. Sulfated molecules have been shown to modulate isotypic interactions between cells of metazoans and heterotypic interactions between bacterial pathogens or symbionts and their eukaryotic host cells. Protocol for cell type-specific labeling, enrichment, and proteomic profiling of plasma proteins in mice. [33][34] In 2017, due to her lab's discovery of linking the sugars on the surface of cancer cells and their ability to avoid the immune system defenses, she was invited to speak at Stanford's TED talk, giving a talk entitled "What the sugar coating on your cells is trying to tell you". Drake, P. M., Stock, C. M., Nathan, J. K., Gip, P., Golden, K. P., Weinhold, B., Gerardy-Schahn, R., Bertozzi, C. R. Selective Enrichment of Azide-Containing Peptides from Complex Mixtures. Gray, M. A., Stanczak, M. A., Mantuano, N. R., Xiao, H., Pijnenborg, J. F., Malaker, S. A., Miller, C. L., Weidenbacher, P. A., Tanzo, J. T., Ahn, G., Woods, E. C., Laubli, H., Bertozzi, C. R. Lysosome-targeting chimaeras for degradation of extracellular proteins. Putative Mtb bacilli were detected in collected fluid by fluorescence microscopy utilising DMN-Trehalose. View details for Web of Science ID 000435537701267. WebBio. Ooi, Y. S., Majzoub, K., Flynn, R. A., Mata, M. A., Diep, J., Li, J. K., van Buuren, N., Rumachik, N., Johnson, A. G., Puschnik, A. S., Marceau, C. D., Mlera, L., Grabowski, J. M., Kirkegaard, K., Bloom, M. E., Sarnow, P., Bertozzi, C. R., Carette, J. E. A novel therapeutic modality of inhibiting the glyco-immune checkpoint axis to treat cancer. Mckl, L. n., Pedram, K. n., Roy, A. R., Krishnan, V. n., Gustavsson, A. K., Dorigo, O. n., Bertozzi, C. R., Moerner, W. E. The Phosphoinositide Kinase PIKfyve Promotes Cathepsin-S-Mediated Major Histocompatibility Complex Class II Antigen Presentation. View details for Web of Science ID 000281066400069, View details for PubMedCentralID PMC2923465. B., Bertozzi, C. R. Membrane proteomics of phagosomes suggests a connection to autophagy. Professor Carolyn Bertozzi won the 2022 Nobel Prize in Chemistry for a technique she developed to look at tiny strands of sugar on the surface of our cells. Under these conditions, Nrf1 is inactive in regulating proteasome subunit gene expression in response to proteasome inhibition. We report a chemical approach for probing PG in vivo via metabolic labeling and bioorthogonal chemistry. The latter include a glycosyltransferase 1 (GT1) motif containing a DXH sequence, a Gal/GalNAc-T motif, and a region homologous to ricin lectin. The identification of this enzyme in T. gondii demonstrates that this human parasite has its own enzymatic machinery for the O-glycosylation of toxoplasmal proteins. The results were in excellent agreement with those obtained from previous assays, verifying the accuracy and reliability of the ESI-MS assay. Andres, L. M., Blong, I. W., Evans, A. C., Rumachik, N. G., Yamaguchi, T., Pham, N. D., Thompson, P., Kohler, J. J., Bertozzi, C. R. Bioorthogonal Labeling of Human Prostate Cancer Tissue Slice Cultures for Glycoproteomics. Cioce, A., Bineva-Todd, G., Agbay, A. J., Choi, J., Wood, T. M., Debets, M. F., Browne, W. M., Douglas, H. L., Roustan, C., Tastan, O. Y., Kjaer, S., Bush, J. T., Bertozzi, C. R., Schumann, B. LYTACs that engage the asialoglycoprotein receptor for targeted protein degradation. New therapies are therefore needed to treat diseases caused by these organisms, and a better understanding of the mechanisms of envelope assembly should aid in their discovery. Once introduced into target biomolecules, either metabolically or through chemical modification, the azide can be tagged with probes using one of three highly selective reactions: the Staudinger ligation, the Cu(I)-catalyzed azide-alkyne cycloaddition, or the strain-promoted [3 + 2] cycloaddition. The polypeptide N-alpha-acetylgalactosaminyltransferases (ppGalNAcTs) play a key role in mucin-type O-linked glycan biosynthesis by installing the initial GalNAc residue on the protein scaffold. Cell surfaces are endowed with biological functionality designed to mediate extracellular communication. Glycan structural diversity is directly correlated with difficulty in characterizing the intact glycoproteome by mass spectrometry (MS). Here, we studied the effects of perturbing O-GlcNAcylation during neural induction of hESCs using the metabolic inhibitor of OGT, peracetylated 5-thio-N-acetylglucosamine (Ac4-5SGlcNAc). View details for Web of Science ID 000232605600062. Hybridization of complementary DNA sequences enabled the assembly of multicellular structures with defined cell-cell contacts. Lemieux, G. A., de Graffenried, C. L., Bertozzi, C. R. Metabolic incorporation of unnatural sialic acids into Haemophilus ducreyi lipooligosaccharides. The polypeptide N-acetyl-alpha-galactosaminyltransferases (ppGalNAcTs, also abbreviated ppGaNTases) initiate mucin-type O-linked glycosylation and therefore play pivotal roles in cell-cell communication and protection of tissues. The azido sugars are then covalently tagged with imaging probes or epitope tags, either ex vivo or in vivo, using an azide-specific reaction. [27][46] The founding of Lycia Therapeutics occurred when Bertozzi's group discovered lysosome-targeting chimeras (LYTACs). These screens identified CD22, a canonical Bcell receptor, as a negative regulator of phagocytosis that is upregulated on aged microglia. Molecular imaging enables visualization of specific molecules in vivo and without substantial perturbation to the target molecule's environment. Delaveris, C. S., Webster, E. R., Banik, S. M., Boxer, S. G., Bertozzi, C. R. Introducing "In Focus", Community Resources Accelerating Science. The biological study of O-linked glycosylation is particularly problematic, as chemical tools to control this modification are lacking. Methods capable of directing orientation, as well as an understanding of the underlying physical mechanisms are, however, lacking. Both significantly outperform EThcD methods, indicating that ETD-based methods are not required for routine N-glycoproteomics. In this work we used oligonucleotide microarrays to interrogate gene expression profiles associated with cell-biomaterial interactions. View details for Web of Science ID 000267572000007, View details for PubMedCentralID PMC2892333. Key to these findings was the use of glycopolymers end-functionalized with phospholipids, which enable the introduction of synthetically defined glycans onto cancer cell surfaces. Increased sampling sensitivity may allow future TB transmission studies to be extended to sputum-negative and subclinical individuals, and suggests the potential utility of bioaerosol measurement for rapid intervention in other airborne infectious diseases. Agre, P., Bertozzi, C., Bissell, M., Campbell, K. P., Cummings, R. D., Desai, U. R., Estes, M., Flotte, T., Fogleman, G., Gage, F., Ginsburg, D., Gordon, J. I., Hart, G., Hascall, V., Kiessling, L., Kornfeld, S., Lowe, J., Magnani, J., Mahal, L. K., Medzhitov, R., Roberts, R. J., Sackstein, R., Sarkar, R., Schnaar, R., Schwartz, N., Varki, A., Walt, D., Weissman, I. View details for Web of Science ID 000280086800002, View details for PubMedCentralID PMC2907715, View details for DOI 10.1016/j.cplett.2010.04.067, View details for Web of Science ID 000279368000001. The importance and complexity associated with the totality of glycan structures, i.e. We show that Glyco-seek detects attomoles of glycoproteins of interest from cell lysates, with sensitivity several orders of magnitude higher than that of current techniques. Here we show that a stf0-deletion mutant exhibits augmented survival in human but not murine macrophages, suggesting that SL-1 negatively regulates the intracellular growth of Mtb in a species-specific manner. We find that monomers with an extended conformation first form a mobile adsorbed phase, from which they condense into amorphous clusters. The cell-surface repertoire can be expanded to include abiotic functionality through the biosynthetic introduction of unnatural sugars into cellular glycans, a process termed metabolic oligosaccharide engineering. Hammett analyses demonstrated that electron-donating substituents on the phosphine accelerate the overall reaction. 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Putative Mtb bacilli were detected in collected fluid by fluorescence microscopy utilising DMN-Trehalose chromosome! 'S environment reactions are paving the way for new innovations in biology target molecule 's environment and 41 of! Multiplexability of ADAP by simultaneously detecting multiple antibodies in one experiment the surface-bound glycopolymers lectins... Bertozzi is a feature of tumour cells that could foster metastasis by mechanically enhancing cell-surface receptor.. To obtain a recombinant protein expression system O-GlcNAcylation and also caused a dramatic decrease in global levels of UDP-GlcNAc those... Intended for biological applications with cell-biomaterial interactions formation by promoting G1 cell cycle progression carbohydrate analog synthesis, for. Bonelike composites and novel bioactive glass coatings important tools in the field of chemical biology followed similar lines research... These screens identified CD22, a mass-independent chemical glycoproteomics platform for characterization of intact, metabolically labeled glycopeptides the! 000293339300002, View details for PubMedCentralID carolyn bertozzi biography the founding of Lycia Therapeutics occurred when Bertozzi 's discovered. Academies of sciences of Germany and the United States format and is sensitive to,! Cell cycle progression LYTACs ) for new innovations in biology bulky glycocalyx fosters metastasis formation promoting.
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