| Identification | Back Directory | [Name]
11-Azido-undecanoic acid | [CAS]
118162-45-1 | [Synonyms]
N3-C10-COOH
11-Azido-undecanoic acid | [Molecular Formula]
C11H21N3O2 | [MDL Number]
MFCD27941954 | [MOL File]
118162-45-1.mol | [Molecular Weight]
227.303 |
| Hazard Information | Back Directory | [Description]
11-Azidoundecanoic acid is a linker containing an azide group and a terminal carboxylic acid. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. | [Uses]
11-Azidoundecanoic acid is a click chemistry reagent containing an azide group. 11-Azidoundecanoic acid acts as a hydrophobic bioconjugation linker that can be further modified at the azido-position using Staudinger ligation or Click-chemistry. 11-Azidoundecanoic acid is substrate of lipoic acid ligase (LpIA) for labeling[1][2]. 11-Azidoundecanoic 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] Fernández-Suárez M, et al. Redirecting lipoic acid ligase for cell surface protein labeling with small-molecule probes. Nat Biotechnol. 2007 Dec;25(12):1483-7. DOI:10.1038/nbt1355
[2] Heal WP, et al. N-Myristoyl transferase-mediated protein labelling in vivo. Org Biomol Chem. 2008 Jul 7;6(13):2308-15. DOI:10.1039/b803258k |
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