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900915

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
MDL number:
MFCD26961128
UNSPSC Code:
12352116
NACRES:
NA.22
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form

powder or crystals

Quality Level

100

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ6347
MKCX3275
MKCV7844
MKCQ4248
MKCL3860

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Global Trade Item Number

SKUGTIN
900915-50MG04061833251423