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Fmoc-L-Dap(2-Boc-aminoethyl)-OH
Chemical name: (S)-1-(9H-fluoren-9-yl)-13,13-dimethyl-3,11-dioxo-2,12-dioxa-4,7,10-triazatetradecane-5-carboxylic acid // Synonyms: Fmoc-Dap(2-Boc-aminoethyl)-OH, Fmoc-Azalysine(Boc), Fmoc-Dap(2-Boc-aminoethyl)-OH
- Product code:FAA4380
- CAS No.:2250436-46-3
- Formula:C25H31N3O6
- Storage temperature:2-8°C
- Molecular weight:469.53 g/mol
- Purity :min. 99%
- Enantiomeric Purity:min. 99,7%
from €144.00
description
This building block is an azalysine analogue, i.e. a lysine, where one carbon in the side chain has been replaced by a nitrogen. This exchange provides a variety of possibilities. Before peptide synthesis this N can for example be alkylated or acylated, in order to develop a branched lysine in any peptide. If protected, eg. with Boc or Cbz the resulting azalysine promotes membrane penetration. Furthermore the multiple N functionality makes this building block ideal for creating branched and dendritic structures. Please note that it cannot be used as it is in standard peptide synthesis, as acylation will occur on the unprotected secondary nitrogen position.
references
Synthesis and evaluation of antineurotoxicity properties of an amyloid-â peptide targeting ligand containing a triamino acid; Dmytro Honcharenko, Partha Pratim Bose, Jyotirmoy Maity, Firoz Roshan Kurudenkandy, Alok Juneja, Erik Flöistrup, Henrik Biverstål, Jan Johansson, Lennart Nilsson, André Fisahn and Roger Strömberg; Org. Biomol. Chem. 2014; 12: 6684. DOI: 10.1039/c4ob00959b.
Synthesis of Triamino Acid Building Blocks with Different Lipophilicities; Jyotirmoy Maity, Dmytro Honcharenko, Roger Strömberg; PLoS ONE 2015; 10(4): e0124046. DOI:10.1371/journal.pone.0124046.
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