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900917

Sigma-Aldrich

N-Azidoacetylmannosamine-tetraacylated

95%

Synonym(s):

Ac4ManNAz

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About This Item

Empirical Formula (Hill Notation):
C16H22N4O10
CAS Number:
361154-30-5
Molecular Weight:
430.37
UNSPSC Code:
12352116
NACRES:
NA.22

Quality Level

100

assay

95%

form

powder or crystals

reaction suitability

reaction type: click chemistry

storage temp.

−20°C

Related Categories

Application

N-Azidoacetylmannosamine-tetraacylated (Ac4ManNAz) is an azide-containing metabolic glycoprotein labeling reagent that can be incorporated into the sialic acid biosynthesis pathway. 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.
Tetraacylated N-azidoacetylmannosamine is generally used in click chemistry applications in bioconjugate chemistry.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rapid Cu-free click chemistry with readily synthesized biarylazacyclooctynones.
Jewett J C, et al.
Journal of the American Chemical Society, 132(11), 3688-3690 (2010)
Carbohydrate?neuroactive hybrid strategy for metabolic glycan engineering of the central nervous system in vivo.
Shajahan A, et al.
Journal of the American Chemical Society, 139(2), 693-700 (2017)
Coupling of Immunostimulants to Live Cells through Metabolic Glycoengineering and Bioorthogonal Click Chemistry.
Mongis A, et al.
Bioconjugate Chemistry, 28(4), 1151-1165 (2017)
Bioorthogonal Click Chemistry?Based Synthetic Cell Glue.
Koo H , et al.
Small, 11(48), 6458-6466 (2015)

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