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900915

Sigma-Aldrich

N-Azidoacetylgalactosamine-tetraacylated

Synonym(s):

Ac4GalNAz

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About This Item

Empirical Formula (Hill Notation):
C16H22N4O10
CAS Number:
653600-56-7
Molecular Weight:
430.37
UNSPSC Code:
12352116
NACRES:
NA.22

form

powder or crystals

Quality Level

100

reaction suitability

reaction type: click chemistry

storage temp.

−20°C

Application

N-Azidoacetylgalactosamine-tetraacylated (Ac4GalNAz) provides the first part of a simple and robust two-step technique that helps identify and characterize cell surface sialic acid-containing glycoproteins. The azide-modified protein can be detected by reaction with alkynes. For example alkynes labeled with a fluorescent probe or a biotin can be used. The acetyl groups increase cell permeability and allow the unnatural sugars to easily pass through the cell membrane. Carboxyesterases remove the acetyl groups once the monosaccharide is in the cell.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Probing glycosyltransferase activities with the Staudinger ligation.
Hang H C, et al.
Journal of the American Chemical Society, 126(1), 6-7 (2004)
A chemoenzymatic approach toward the preparation of site-specific antibody?drug conjugates.
Cai X and Janda K D
Tetrahedron Letters, 56(23), 3172-3175 (2015)
Monitoring protein O-linked β-N-acetylglucosamine status via metabolic labeling and copper-free click chemistry.
Teo C F and Wells L
Analytical Biochemistry, 464, 70-72 (2014)

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