The DOI matches its Crossref record; 2 of the 2 references it cites were found in a registry or an index.
Synthesis of Sugar Arrays in Microtiter Plate
Abstract
1,3-Dipolar cycloadditions between azides and alkynes were exploited to attach oligosaccharides to a C(14) hydrocarbon chain that noncovalently binds to the microtiter well surface. Synthesis of sugar arrays was performed on a micromolar scale in situ in the microtiter plate. As a model study, the beta-galactosyllipid 5 was displayed on a 4-micromol scale. Formation of product was confirmed via ESI-MS, and the yield was determined via chemical and biological assays. Several complex carbohydrates (6-16) were also displayed in microtiter plates and successfully screened with various lectins. Moreover, sialyl Lewis x (17) was synthesized via the enzymatic fucosylation of a precursor displayed in the plate. Studies on inhibition of this biotransformation have been carried out, and the IC(50) value found for the known inhibitor 20 was consistent with previous studies in solution.
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Citations
Cites
Colorimetric Method for Determination of Sugars and Related Substances
DuBois, M., Gilles, K. A., Hamilton, J. K., Rebers, P. A., & Smith, F. (1956) · Analytical Chemistry · doi:10.1021/ac60111a017 · Cited by 52,269
Tornøe, C. W., Christensen, C., & Meldal, M. (2002) · The Journal of Organic Chemistry · doi:10.1021/jo011148j · Cited by 8,696
Cited by
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Wang, Q., Chan, T. R., Hilgraf, R., Fokin, V. V., Sharpless, K. B., & Finn, M. G. (2003) · Journal of the American Chemical Society · doi:10.1021/ja021381e · Cited by 1,641
CuI‐Catalyzed Alkyne–Azide “Click” Cycloadditions from a Mechanistic and Synthetic Perspective
Bock, V. D., Hiemstra, H., & van Maarseveen, J. H. (2006) · European Journal of Organic Chemistry · doi:10.1002/ejoc.200500483 · Cited by 1,452
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Ladmiral, V., Mantovani, G., Clarkson, G. J., Cauet, S., Irwin, J. L., & Haddleton, D. M. (2006) · Journal of the American Chemical Society · doi:10.1021/ja058364k · Cited by 586
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Metadata
- Authors
- Fazio, F., Bryan, M. C., Blixt, O., Paulson, J. C., & Wong, C.-H.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2002-11-14
- Volume
- 124
- Issue
- 48
- Pages
- 14397-14402
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1989331104
- Cited by
- 489
- References
- 2
- FWCI
- 25.18
- Type
- journal article
- Language
- en
- Open access
- closed
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- Fazio, F., Bryan, M. C., Blixt, O., Paulson, J. C., & Wong, C.-H. (2002). Synthesis of Sugar Arrays in Microtiter Plate. Journal of the American Chemical Society. https://doi.org/10.1021/ja020887u
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