2-Azido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose

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2-Azido-2-deoxy-1
(4-hydroxybutyl)azanediyl)bis(hexane-6,1-diyl)bis(2-hexyldecanoate)

2-Azido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose

Original price was: $2,395.00.Current price is: $1,195.00.

Catalog Number: B2027227 (1 g)
2-Azido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose is a peracetylated azidosugar derivative utilized as a metabolic chemical reporter for studying cellular glycosylation pathways and protein O-GlcNAc modifications. Featuring a bioorthogonal azide group at the C-2 position and protective acetyl groups for enhanced cell membrane permeability, this compound is cleaved by intracellular esterases to generate active 2-azido-2-deoxy-glucose. Supplied as a high-purity reagent, it is widely applied in chemical biology, glycoproteomics research, and bioorthogonal labeling assays. Custom bulk amounts of this product are available upon request.

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Product Description

5/5 - (1 vote)

2-Azido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose
Catalog number: B2027227
Lot number: Batch Dependent
Expiration Date: Batch dependent
Amount: 1 g
Molecular Weight or Concentration: 373.32
Supplied as: Powder
Storage: NA
Keywords: 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose, 2-Azido-2-deoxy-β-D-glucopyranose tetraacetate, 2-Azido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

References:
1. Zaro BW, Yang YY, Hang HC, Pratt MR. Chemical reporter for O-GlcNAc modifications in mammalian cells. ACS Chemical Biology. 2017;12(3):787-792.
2. Saxon E, Bertozzi CR. Cell surface engineering by a modified Staudinger reaction. Science. 2000;287(5460):2007-2010.
3. Lemieux RU, Ratcliffe RM. The azidonitration of tri-O-acetyl-D-galactal. Canadian Journal of Chemistry. 1979;57(10):1244-1251.
4. Vasella A, Witzig C, Chiara JL, Martin-Lomas M. Synthesis of 2-azido-2-deoxy-D-glucopyranose derivatives. Helvetica Chimica Acta. 1991;74(6):1362-1376.
5. Paulsen H. Advances in selective chemical syntheses of complex oligosaccharides. Angewandte Chemie International Edition. 1982;21(3):155-173.
6. Corcilius L, Santhakumar AK, Payne RJ. Efficient synthesis of 2-azido-2-deoxy-D-glucose derivatives. Synlett. 2013;24(18):2413-2416.
7. Vocadlo DJ, Hang HC, Kim EJ, Hanover JA, Bertozzi CR. A chemical approach for investigating O-GlcNAc glycosylation in cells. Proceedings of the National Academy of Sciences. 2003;100(16):9116-9121.
8. Chuh KN, Zaro BW, Piller F, Piller V, Pratt MR. Changes in cell surface glycosylation induced by metabolic reporters. Journal of the American Chemical Society. 2014;136(37):12844-12847.
9. Griffin ME, Hsieh-Wilson LC. Glycan engineering strategies for probing glycan function. Cell Chemical Biology. 2016;23(1):108-121.
10. Laughlin ST, Bertozzi CR. Imaging the glycome in living organisms. ACS Chemical Biology. 2007;2(10):661-673.
2-Azido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose

Products Related to 2-Azido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose can be found at Carbohydrates

Additional Information

Weight 0.15 oz
Dimensions 2 × 0.5 × 0.5 in
5/5 - (1 vote)

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