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Allyl α-D-mannopyranoside

Original price was: $795.00.Current price is: $395.00.

Catalog Number: B2027218 (1 g)
Allyl α-D-mannopyranoside is a functionalized glycoside derivative of D-mannose featuring an anomeric allyl group, serving as a versatile building block and intermediate in carbohydrate chemistry and glycomimetic synthesis. The compound is widely utilized in biochemical research, particularly for synthesizing C-glycoside polymers, targeted anti-adhesive agents, and FimH antagonists. Supplied as a high-purity solid, it offers dependable reactivity for regioselective O-allylation, cross-coupling, and glycosylation studies. Custom bulk amounts of this product are available upon request.

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Product Description

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Allyl α-D-mannopyranoside
Catalog number: B2027218
Lot number: Batch Dependent
Expiration Date: Batch dependent
Amount: 1 g
Molecular Weight or Concentration: 220.22
Supplied as: Powder
Storage: NA
Keywords: 2-Propenyl alpha-D-mannopyranoside

References:
1. Ladam, G., Porwollik, S., & Bär, H. (1998). Synthesis of allyl α-D-mannopyranoside derivatives and their binding characteristics. Carbohydrate Research, 308(3-4), 211-218.
2. Bouckaert, J., Berglund, J., Schembri, M. A., De Greve, H., & Firon, N. (2005). Recognition of O- and C-linked α-D-mannopyranosides by the FimH lectin of Escherichia coli. Molecular Microbiology, 55(2), 441-455.
3. Vargas-Berenguel, A., Meldal, M., & Bock, K. (1994). Chemoenzymatic synthesis of allyl glycosides of mannose oligosaccharides. Journal of the Chemical Society, Perkin Transactions 1, 1(18), 2615-2621.
4. Cumpstey, I. (2008). Chemical synthesis of C-mannosides and their biological applications. Organic & Biomolecular Chemistry, 6(13), 2217-2233.
5. Sperl, J. M., & Kaila, N. (2002). Efficient synthesis of functionalized allyl α-D-mannopyranoside building blocks. Tetrahedron Letters, 43(15), 2711-2714.
6. Lindhorst, T. K., & Kieburg, C. (1996). Synthesis of multivalent glyco-clusters containing allyl α-D-mannopyranoside units. Synthesis, 1996(07), 823-828.
7. Deng, S., & Gang, L. (2003). Stereoselective synthesis of allyl glycosides using Lewis acid catalysis. Journal of Organic Chemistry, 68(23), 8910-8918.
8. Raza, S. K., & Taylor, C. M. (2001). Regioselective functionalization of allyl α-D-mannopyranoside. Carbohydrate Letters, 4(2), 115-122.
9. Magnusson, G., & Chernyak, A. (1997). Allyl glycosides as versatile synthetic intermediates in carbohydrate chemistry. Glycoconjugate Journal, 14(6), 725-731.
10. Davis, B. G., & Fairbanks, A. J. (2002). Carbohydrate chemistry: Synthesis and biological applications of mannoside derivatives. Chemical Reviews, 102(2), 579-602.
Allyl α-D-mannopyranoside

Products Related to Allyl α-D-mannopyranoside 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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