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900917

Sigma-Aldrich

N-Azidoacetylmannosamine-tetraacylated

95%

Synonym(s):

Ac4ManNAz

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50 MG
$388.00

$388.00

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50 MG
$388.00

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

$388.00

Available to ship onApril 29, 2025Details

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

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX5962
MKCT7099
MKCT1471
MKCR3430
MKCP8433

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Bioorthogonal Click Chemistry?Based Synthetic Cell Glue.
Koo H , et al.
Small, 11(48), 6458-6466 (2015)
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)

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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