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Ac4GlcNCyoc

N-Cyclopropeneacetylatedglucosamine-tetraacylated

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CLK-042-5 5 mg 271,10 Add to Basket/Quote Add to Notepad
Structural formula of Ac4GlcNCyoc (N-Cyclopropeneacetylatedglucosamine-tetraacylated)
Structural formula of Ac4GlcNCyoc

For research use only!

Shipping: shipped on gel packs

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

Color: white to off-white

Solubility: DMSO

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

Description:
The tetraacetylated N-Cyclopropeneacetyl-glucosamine (Ac4GlcNCyoc) provides a non-radioactive alternative for glycoconjugate visualization. It is cell-permeable, intracellularly processed and incorporated instead of its natural monosaccharide counterpart N-Acetylglucosamine (GlcNAc).[1,2]

The resulting Cyclopropene-functionalized glycoconjugates can subsequently be detected via Cu(I)-free Click Chemistry (TCO-Tetrazine-Ligation)[3] 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]. 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] Patterson et al. (2014) Improved cyclopropene reporters for probing protein glycosylation. Mol. BioSyst.10:1693.
[3] Patterson et al. (2012) Functionalized cyclopropenes as bioorthogonal chemical reporters. J. Am. Chem. Soc. 134:18643.