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Fmoc-L-Lys(COCF2N3)-OH
Chemical name: N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(2-azido-2,2-difluoroacetyl)-L-lysine // Synonyms: Fmoc-Lys(COCF2N3)-OH, (2S)-2-Fmoc-amino-6-(2-azido-2,2-difluoroacetamido)hexanoic acid, Fmoc-Azidodifluoroacetil lysine
- Product code:FAA8825
- Formula:C23H23F2N5O5
- Storage temperature:2-8°C
- Molecular weight:487.46 g/mol
- Purity :min. 98%
- Enantiomeric Purity:min. 99.7%
from $127.50
description
Building-block for incorporation of this NCAA into peptides for better click-conjugation. This difluoro-analogue shows a >2-fold increase in reactivity towards copper-free conjugation with BCN in comparison with the azido-acetyl analogue. See also the unprotected derivative HAA9295.
references
Chemoenzymatic Conjugation of Toxic Payloads to the Globally Conserved N-Glycan of Native mAbs Provides Homogeneous and Highly Efficacious Antibody-Drug Conjugates; R. van Geel, M. A. Wijdeven, R. Heesbeen, J. M. M. Verkade, A. A. Wasiel, S. S. van Berkel, F. L. van Delft; Bioconjugate Chem. 2015; 26(11): 2233-2242. https://doi.org/10.1021/acs.bioconjchem.5b00224
N-Difluoromethyl-triazole as a constrained scaffold in peptidomimetics; M. Mamone, R. S. B. Gonçalves, F. Blanchard, G. Bernadat, S. Ongeri, T. Milcent, B. Crousse; Chem. Commun. 2017; 53: 5024-5027. https://doi.org/10.1039/C7CC01298E
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