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Fmoc-L-Lys(Ns)-OH
Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-epsilon-nosyl-L-lysine // Synonyms: Fmoc-Lys(Ns)-OH, N-alpha-Fmoc-N-epsilon-nosyl-L-lysine, N-alpha-Fmoc-N-epsilon-(2-nitrobenzenesulfonyl)-L-lysine, N-alpha-Fmoc-N-epsilon-(2-nitrophenylsulfonyl)-L-lysine,(S)-2-(((9H-fluoren-9-yl) methoxy)carbonylamino)-6-(2-nitrophenylsulfonamido
- Product code:FAA3500
- CAS No.:359780-63-5
- Formula:C27H27N3O8S
- Storage temperature:2-8°C
- Molecular weight:553,58 g/mol
- Purity :min. 98%
- Enantiomeric Purity:min. 99,7%
from €100.00
description
Building block with side protection orthogonal to Fmoc/tBu strategy. Can be used for side specific derivatization, for example for TFA mediated in situ cyclization, which is taking advantage of intermediate aspartamide formation.
references
A Tandem In Situ Peptide Cyclization through Trifluoroacetic Acid Cleavage; Koushik Chandra, Tapta Kanchan Roy, Deborah E. Shalev, Abraham Loyter, Chaim Gilon, R. Benny Gerber, and Assaf Friedler; Angew. Chem. Int. Ed. 2014; 53: 9450-9455. DOI: 10.1002/anie.201402789.
Luca Monfregola, Marilisa Leone, Enrica Calce, Stefania De Luca; Postsynthetic Modification of Peptides via Chemoselective N-Alkylation of Their Side Chains; Org. Lett. 2012;
14(7): 1664-1667; doi 10.1021/ol300437w.
Stefania De Luca, Raffaella Della Moglie, Antonia De Capua, Giancarlo Morelli; New synthetic strategy for o-NBS protected amino acids and their use in synthesis of mono-benzylated
peptides; Tetrahedron Lett. 2005; 46: 6637-6640; doi:10.1016/j.tetlet.2005.07.154.
Luca Monfregola, Stefania De Luca; Synthetic strategy for side chain mono-N-alkylation of Fmoc-amino acids promoted by molecular sieves; Amino Acids 2001; 41(4): 981-990; doi
10.1007/s00726-010-0798-6.
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