ChemicalBook--->CAS DataBase List--->112668-54-9

112668-54-9

112668-54-9 Structure

112668-54-9 Structure
IdentificationBack Directory
[Name]

Azidopalmitic acid
[CAS]

112668-54-9
[Synonyms]

Azidopalmitic acid
16-Azido-palmitic acid
[Molecular Formula]

C16H31N3O2
[MOL File]

112668-54-9.mol
[Molecular Weight]

297.436
Chemical PropertiesBack Directory
[storage temp. ]

4°C, protect from light
[solubility ]

DMSO : 100 mg/mL (336.20 mM; Need ultrasonic)
[form ]

Solid
[color ]

White to off-white
[InChI]

InChI=1S/C16H31N3O2/c17-19-18-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(20)21/h1-15H2,(H,20,21)
[InChIKey]

VLFHDUVVGCRNIZ-UHFFFAOYSA-N
[SMILES]

C(O)(=O)CCCCCCCCCCCCCCCN=[N+]=[N-]
Hazard InformationBack Directory
[Uses]

16-Azidohexadecanoic acid, a synthetic fatty acid, can be used as a modification marker for nucleotides and a molecular probe for fatty acid metabolism[1][2]. 16-Azidohexadecanoic acid is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
[References]

[1] J Balintová, et al. Antibody-nucleotide conjugate as a substrate for DNA polymerases. Chem Sci. 2018 Jul 24;9(35):7122-7125. DOI:10.1039/c8sc01839a
[2] Alexander J Pérez, et al. ω-Azido fatty acids as probes to detect fatty acid biosynthesis, degradation, and modification. J Lipid Res. 2014 Sep;55(9):1897-901. DOI:10.1194/jlr.M047969
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