900915
N-Azidoacetylgalactosamine-tetraacylated
Synonym(s):
Ac4GalNAz
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About This Item
Empirical Formula (Hill Notation):
C16H22N4O10
CAS Number:
Molecular Weight:
430.37
MDL number:
UNSPSC Code:
12352116
NACRES:
NA.22
form
powder or crystals
Quality Segment
reaction suitability
reaction type: click chemistry
storage temp.
−20°C
SMILES string
[N+](=[N-])=NCC(=O)NC1[C@@H](OC([C@@H](C1OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C
InChI
1S/C16H22N4O10/c1-7(21)26-6-11-14(27-8(2)22)15(28-9(3)23)13(16(30-11)29-10(4)24)19-12(25)5-18-20-17/h11,13-16H,5-6H2,1-4H3,(H,19,25)/t11?,13?,14-,15?,16+/m0/s1
InChI key
HGMISDAXLUIXKM-SROHTVIFSA-N
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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