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A7605 Sigma-Aldrich

N-Azidoacetylmannosamine, Acetylated

Synonym: ManNaz

  • Empirical Formula (Hill Notation) C16H22N4O10

  • Molecular Weight 430.37

  •  MDL number MFCD26961126

  •  PubChem Substance ID 329770936

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Properties

Related Categories Carbohydrate Azides, Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Copper Click Chemistry,
storage temp.   2-8°C
SMILES string   CC(O[C@@H]1[C@@H](COC(C)=O)OC(OC(C)=O)[C@@H](NC(CN=[N+]=[N-])=O)[C@H]1OC(C)=O)=O
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

Description

Application

An unnatural azido sugar that can be introduced metabolically in model organisms and subsequently incorporates in glycan structures. The azide group will react with phosphines linked to agents for visualization or selective capture. To be used in conjunction with the FLAG®-Phosphine™ (GPHOS1) that is compatible with many additional FLAG tools for both applications.

Legal Information

FLAG is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Glycan Labeling

GlycoProfile™ Products for Metabolic Glycan Labeling FLAG® Antibodies for Detection of FLAG-labeled Glycans GlycoProfile™ Labeling Kits Fluorophores Chromophores Additional Reagents for Reductive Ami...
Glycobiology Analysis Manual, 2nd Edition
Keywords: Aminations, Atomic absorption spectroscopy, Capillary electrophoresis, Cell proliferation, Chromatography, Degradations, Derivatizations, Electrophoresis, Gel electrophoresis, Glycosylations, High performance liquid chromatography, Ion Exchange, Mass spectrometry, Metabolism, Peptide synthesis, Phase transitions, Post translational modifications, Reductive aminations, Separation

GlycoProfile™ Azido Sugars

The GlycoProfile™ Azido Sugar portfolio consists of three peracetylated azido sugars that may be incorporated into glycan structures chemically or by using existing biosynthetic pathways of mammalian...
Matthias Junkers
ChemFiles 2008, 8.1, 8.
Keywords: Glycosylations, Peptide synthesis

Peer-Reviewed Papers
15

References

Related Products

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Description

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A7355 N-Azidoacetylglucosamine, Acetylated

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