Identification | Back Directory | [Name]
Fmoc-L-Asn(EDA-N3)-OH | [CAS]
2616562-74-2 | [Synonyms]
Fmoc-Asn(EDA-N3)-OH Fmoc-L-Asn(EDA-N3)-OH N2-Fmoc-N4-(2-azidoethyl)-L-asparagine | [Molecular Formula]
C21H21N5O5 | [MOL File]
2616562-74-2.mol | [Molecular Weight]
423.43 |
Hazard Information | Back Directory | [Uses]
Fmoc-L-Asn(EDA-N3)-OH is a click chemistry reagent containing an azide group. This building block is reported in literature for the modification of Amanitin via Click Chemistry. Alpha-Amanitin is the deadliest member of the amatoxin peptide family produced by the death-cap mushroom A. phalloides. It is an orally available, rigid, bicyclic octapeptide and one of the most lethal known natural products (LD50 = 50-100 μg/kg) acting as highly selective allosteric inhibitor of the RNA polymerase II[1]. It contains an azide group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing alkyne groups. It can also undergo ring strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing DBCO or BCN groups. | [References]
[1] Jiang X, et al. Recent applications of click chemistry in drug discovery. Expert Opin Drug Discov. 2019 Aug;14(8):779-789. DOI:10.1080/17460441.2019.1614910 |
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