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Kdo Azide

  CAS No.: 1380099-68-2   Cat No.: BADC-01634 4.5  

Kdo Azide is a click chemistry reagent, and it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. Strain-promoted alkyne-azide cycloaddition (SPAAC) can also occur with molecules containing DBCO or BCN groups.

Kdo Azide

Structure of 1380099-68-2

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Molecular Formula
C8H16N4O7
Molecular Weight
280.24

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Synonyms
8-Azido-3,8-dideoxy-D-manno-octulosonic acid
IUPAC Name
azane;(4R,5R,6R,7R)-8-azido-4,5,6,7-tetrahydroxy-2-oxooctanoic acid
Canonical SMILES
C(C(C(C(C(CN=[N+]=[N-])O)O)O)O)C(=O)C(=O)O.N
InChI
InChI=1S/C8H13N3O7.H3N/c9-11-10-2-5(14)7(16)6(15)3(12)1-4(13)8(17)18;/h3,5-7,12,14-16H,1-2H2,(H,17,18);1H3/t3-,5-,6-,7-;/m1./s1
InChIKey
MMNDMXWELAQOMB-LBDSCFHVSA-N
Appearance
White to light yellow Solid

Kdo Azide is a chemical compound used primarily in the field of glycobiology for click chemistry reactions. It contains a ketodeoxyoctonate (Kdo) moiety, which is a sugar derivative commonly found in the lipopolysaccharides (LPS) of Gram-negative bacteria. The azide group on Kdo Azide enables it to participate in bioorthogonal click reactions, allowing for the selective attachment of other molecules, such as fluorescent probes, peptides, or drugs, to the Kdo structure. This feature makes Kdo Azide a useful tool in the study of bacterial cell surface structures, as well as in the development of diagnostic and therapeutic agents targeting bacterial infections.

One of the primary applications of Kdo Azide is in the synthesis of glycosylated molecules for cell surface labeling and imaging. By using Kdo Azide in conjunction with an alkyne-functionalized molecule, researchers can perform click chemistry to specifically label bacteria or cells expressing Kdo-containing molecules. This is particularly useful for studying bacterial infections and interactions with host cells, as Kdo is a key component of the outer membrane of Gram-negative bacteria. Kdo Azide can be used to selectively label bacterial cell surfaces, enabling detailed imaging and analysis of bacterial behavior in vivo or in vitro. This technique is also valuable for identifying potential targets for new antimicrobial agents.

Kdo Azide is also applied in the development of antimicrobial therapies. Its ability to specifically target Kdo-containing structures, which are part of the bacterial outer membrane, makes it an attractive candidate for the development of novel antibiotics or bactericidal agents. By conjugating Kdo Azide with antimicrobial agents, researchers can enhance the specificity and efficacy of drug delivery systems, ensuring that therapeutic agents are directed precisely to bacterial cells. This could improve the targeting of antibiotics to infections caused by Gram-negative bacteria, which are often resistant to traditional treatments.

Additionally, Kdo Azide is used in the development of immunoassays and biosensors. Due to its unique chemical structure, it can be incorporated into assays designed to detect specific bacterial infections or monitor the presence of certain bacteria in clinical samples. By attaching Kdo Azide to a biosensor surface, researchers can create systems that selectively bind to bacteria expressing Kdo-containing LPS, providing a highly specific method for bacterial detection. This application has significant potential in diagnostic microbiology, particularly in rapid, point-of-care detection of bacterial pathogens.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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