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Fmoc-L-Lys(N3-Aca-DIM)-OH
Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-epsilon-[6-azido-1-(4,4-dimethyl-2,6- dioxocyclohexylidene)hexyl]-L-lysine // Synonyms: Fmoc-Lys(N3-Aca-DIM), (2S)-6-{[6-azido-1-(4,4-dimethyl-2,6-dioxocyclohexylidene)hexyl]amino}-2-({[(9H-fluoren-9- yl)methoxy]carbonyl}amino)hexanoic acid,Fmoc-Lysine(Dimedone-azidocaproyl), N2-(((9H- fluoren-9-yl)methoxy)carbonyl)-N6-(6-azido-1-(4,4-
- Product code:FAA8145
- CAS No.:2408993-39-3
- Formula:C35H43N5O6
- Molecular weight:629.76 g/mol
- Purity :min. 99%
- Enantiomeric Purity:min. 99,7%
Starting at $156.00
description
Used as a SPPS building-block for the “helping hand” strategy for purification of highly insoluble peptides. Solubilizing residues are attached to the Lys side-chains using Click-chemistry. The solubilizing tag can be removed with 1M hydrazine or hydroxylamine solution.
references
A Helping Hand to Overcome Solubility Challenges in Chemical Protein Synthesis. Michael T. Jacobsen, Mark E. Petersen, Xiang Ye, Mathieu Galibert, George H. Lorimer, Vincent Aucagne, Michael S. Kay; J. Am. Chem. Soc. 2016; 138(36): 11775-11782. DOI: 10.1021/jacs.6b05719
Synthesis of hydrophobic insulin-based peptides using a helping hand strategy. Maria M. Disotuar, Mark E. Petersen, Jason M. Nogueira, Michael S. Kay, Danny Hung-Chieh Chou; Org. Biomol. Chem. 2019; 17: 1703-1708. DOI: 10.1039/C8OB01212A
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