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Ac4ManNCyoc

N-Cyclopropeneacetylatedmannosamine-tetraacylated

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CLK-041-5 5 mg 260,09 Add to Basket/Quote Add to Notepad
Structural formula of Ac4ManNCyoc (N-Cyclopropeneacetylatedmannosamine-tetraacylated)
Structural formula of Ac4ManNCyoc

For research use only!

Shipping: shipped on blue ice

Storage Conditions: store at -20 °C

Shelf Life: 12 months after date of delivery

Molecular Formula: C20H27NO11

Molecular Weight: 457.17 g/mol

Form: solid

Solubility: DMSO

Applications:
Glycoconjugate synthesis monitoring by metabolic labeling [1,2,3].

Description:
The tetraacetylated N-Cyclopropeneacetyl-mannosamine (Ac4ManNCyoc) provides a non-radioactive alternative for glycoconjugate visualization. It is cell-permeable, intracellularly processed and incorporated instead of its natural monosaccharide counterpart N-Acetylmannosamine (ManNAc).[1,2,3]

The resulting Cyclopropene-functionalized glycoconjugates can subsequently be detected via Cu(I)-free Click Chemistry (TCO-Tetrazine-Ligation)[4] that offers the choice to introduce a Biotin group (via Tetrazines of Biotin) for subsequent purification tasks or to introduce fluorescent group (via Tetrazines of fluorescent dyes) for subsequent microscopic imaging.

Recommended concentration for metabolic labeling: 25-75 μM[1,2,3]. This concentration range may serve as a starting point for an individual assay set-up.

Selected References:
[1] Spaete et al. (2014) Expanding the scope of cyclopropene reporters for the detection of metabolically engineered glycoproteins by Diels-Alder reactions. Beilstein J. Org. Chem. 10:2235.
[2] Spaete et al. (2014) Rapid labeling of metabolically engineered cell-surface glycoconjugates with a carbamate-linked cyclopropene reporter. Bioconj. Chem. 25:147.
[3] Patterson et al. (2014) Improved cyclopropene reporters for probing protein glycosylation. Mol. BioSyst.10:1693.
[4] Patterson et al. (2012) Functionalized cyclopropenes as bioorthogonal chemical reporters. J. Am. Chem. Soc. 134:18643.