The DOI matches its Crossref record; 1 of the 1 references it cites were found in a registry or an index.
Photoactivatable Crosslinking Sugars for Capturing Glycoprotein Interactions
Abstract
Carbohydrates are key mediators of cell−cell, cell−virus, and cell−ligand interactions. These interactions are often difficult to study because they are characterized by fast off rates and low affinities. Photoactivatable crosslinking sugars can be used to capture these transient interactions by forming a covalent bond between the carbohydrate and its binding partner. We designed and synthesized “photo-sugars” that contain diazirine moieties on the N -acyl side chains. We demonstrated that these photo-sugars could be metabolically incorporated onto the surface of living cells. Upon UV irradiation, specific crosslinks were formed between glycoprotein binding partners. Importantly, photo-sugar incorporation competes efficiently with endogenous carbohydrate biosynthesis and is compatible with the sialic acid modifications, such as 9- O -acetylation, that regulate binding events.
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Cites
Intracellular Functions of N-Linked Glycans
Helenius, A., & Aebi, A. M. (2001) · Science · doi:10.1126/science.291.5512.2364 · Cited by 2,405
Cited by
Bioorthogonal Chemistry: Fishing for Selectivity in a Sea of Functionality
Sletten, E. M., & Bertozzi, C. R. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200900942 · Cited by 3,165
Diazirine based photoaffinity labeling
Dubinsky, L., Krom, B. P., & Meijler, M. M. (2012) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2011.06.066 · Cited by 396
Aliphatic Diazirines as Photoaffinity Probes for Proteins: Recent Developments
Das, J. (2011) · Chemical Reviews · doi:10.1021/cr1002722 · Cited by 271
Fucosylation and protein glycosylation create functional receptors for cholera toxin
Wands, A. M., Fujita, A., McCombs, J. E., Cervin, J., Dedic, B., Rodriguez, A. C., Nischan, N., Bond, M. R., Mettlen, M., Trudgian, D. C., et al. (2015) · eLife · doi:10.7554/elife.09545 · Cited by 90
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Metadata
- Authors
- Tanaka, Y., & Kohler, J. J.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-02-23
- Volume
- 130
- Issue
- 11
- Pages
- 3278-3279
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2089505132
- Cited by
- 158
- References
- 1
- FWCI
- 5.61
- Type
- journal article
- Language
- en
- Open access
- closed
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