| Identification | Back Directory | [Name]
L-Lysine, N6-[[(4-azidophenyl)methoxy]carbonyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]- | [CAS]
1446511-14-3 | [Synonyms]
Fmoc-Lys(4-N3-Z)-OH
Fmoc-L-Lys(4-N3-Z)-OH
L-Lysine, N6-[[(4-azidophenyl)methoxy]carbonyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]- | [Molecular Formula]
C29H29N5O6 | [MOL File]
1446511-14-3.mol | [Molecular Weight]
543.58 |
| Hazard Information | Back Directory | [Uses]
Fmoc-L-Lys(4-N3-Z)-OH is a click chemistry reagent containing an azide group. Fmoc-L-Lys(4-N3-Z)-OH acts as Lysine building-block for SPPS containing an Azide moiety as a bioorthogonal ligation handle, an infrared probe and a photo-affinity reagent. It can be decaged by trans-cyclooctenols via a strain-promoted 1,3-dipolar cycloaddition[1][2]. Fmoc-L-Lys(4-N3-Z)-OH 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] Ge Y, et al. A genetically encoded multifunctional unnatural amino acid for versatile protein manipulations in living cells. Chem Sci. 2016 Dec 1;7(12):7055-7060. DOI:10.1039/c6sc02615j
[2] Wesalo JS, et al. Phosphine-Activated Lysine Analogues for Fast Chemical Control of Protein Subcellular Localization and Protein SUMOylation. Chembiochem. 2020 Jan 15;21(1-2):141-148. DOI:10.1002/cbic.201900464 |
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