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Fmoc-L-Asn(EDA-N3)-OH
Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-gamma-(2-azidoethyl)-L-asparagine // Synonyms: Fmoc-Asn(EDA-N3)-OH, Fmoc-Asn-Azide, Fmoc-Asn-N3, N-alpha-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-gamma-(2-azidoethyl)-L-asparagine
- Product code:FAA8605
- CAS No.:2616562-74-2
- Storage temperature:2-8°C
- Formula:C21H21N5O5
- Molecular weight:423.43
- Purity :min. 98%
- Enantiomeric Purity:min. 99,7%
from €162.00
description
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.
references
Scaling amatoxin synthesis with an improved route to (2S,3R,4R)-dihydroxyisoleucine exemplified by a toxic, clickable alpha-amanitin analog; C. M. Hambira, K. Matinkhoo, A. Pryyma, B. O. Patrick, D. M. Perrin; J. Org. Chem. 2021, 86(7): 5362-5370. https://doi.org/10.1021/acs.joc.0c03022.
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