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900917

Sigma-Aldrich

N-Azidoacetylmannosamine-tetraacylated

95%

Synonym(s):

Ac4ManNAz

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1 G
¥1,015.96

About This Item

Empirical Formula (Hill Notation):
C16H22N4O10
CAS Number:
361154-30-5
Molecular Weight:
430.37
MDL number:
MFCD26961126
UNSPSC Code:
12352116
NACRES:
NA.22

¥1,015.96

In StockDetails

Request a Bulk Order

Quality Level

100

Assay

95%

form

powder or crystals

reaction suitability

reaction type: click chemistry

storage temp.

−20°C

SMILES string

[N+](=[N-])=NCC(=O)N[C@H]1[C@H]([C@@H]([C@H](OC1OC(=O)C)COC(=O)C)OC(=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?/m1/s1

InChI key

HGMISDAXLUIXKM-LIADDWGISA-N

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application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

format

neat

format

neat

format

neat

format

-

Quality Level

300

Quality Level

300

Quality Level

300

Quality Level

300

grade

certified reference material, pharmaceutical secondary standard

grade

certified reference material, pharmaceutical secondary standard

grade

certified reference material, pharmaceutical secondary standard

grade

certified reference material, pharmaceutical secondary standard

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

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.[1][2][3][4]

Storage Class Code

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
    MKCX5962
    MKCV7850
    MKCT7099
    MKCT1471
    MKCR3430

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