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Fmoc-L-Lys(Pentynoyl-DIM)-OH
Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-epsilon-[1-(4,4-dimethyl-2,6- dioxocyclohexylidene)pent-4-yn-1-yl]-L-lysine // Synonyms: Fmoc-Lys(Pentynoyl-DIM), (2S)-6-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)pent-4-yn-1-yl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid,Fmoc-Lys(Pentynoyl-DIM)-OH
- Product code:FAA8115
- CAS No.:2408993-33-7
- Formula:C34H38N2O6
- Molecular weight:570.69 g/mol
- Purity :min. 98%
- Enantiomeric Purity:min. 99,7%
from $225.00
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
Synthesis of hydrophobic insulin-based peptides using a helping hand strategy; M. M. Disotuar, M. E. Petersen, J. M. Nogueira, M. S. Kay and D. H. Chou; Org Biomol Chem 2019; 17: 1703-1708. https://doi.org/10.1039/c8ob01212a
A Helping Hand to Overcome Solubility Challenges in Chemical Protein Synthesis; M. T. Jacobsen, M. E. Petersen, X. Ye, M. Galibert, G. H. Lorimer, V. Aucagne and M. S. Kay; J Am Chem Soc 2016; 138: 11775-82. https://doi.org/10.1021/jacs.6b05719
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