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Fmoc-L-Lys(tBuO-Thap)-OH
Chemischer Name: N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(16-(tert-butoxy)-16-oxohexadecanoyl)-L-lysine // Synonyme: Fmoc-Lys(tBuO-Thap)-OH, Fmoc-Lys(tBuO-Thapsic Acid)-OH, Fmoc-L-Lys(tBuO-Thapsic Acid)-OH
- Art-Nr.:FAA8990
- Formel:C41H60N2O7
- Molare Masse:692,94 g/mol
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description
Lipidated “fatty” amino acids have a number of intriguing applications, the most well-known being the prolongation of circulation half-life of peptide therapeutics by binding to serum albumin. In comparison, fatty diacids outperform the monoacids.
references
Synthesis of Lipidated Peptides; F. Rosi, G. Triola; Peptide Synthesis and Applications 2013; 161-189. https://doi.org/10.1007/978-1-62703-544-6_12
Synthetic lipidation of peptides and amino acids: monolayer structure and properties; P. Berndt, G. B. Fields, M. Tirrell; J. Am. Chem. Soc. 1995; 117(37): 9515-9522. https://doi.org/10.1021/ja00142a019
Peptide Lipidation – A Synthetic Strategy to Afford Peptide Based Therapeutics; R. Kowalczyk, P. W. R. Harris, G. M. Williams, S.-H. Yang, M. A. Brimble; Peptides and Peptide-based Biomaterials and their Biomedical Applications 2017; 1030: 185-227. https://doi.org/10.1007/978-3-319-66095-0_9
Solid-Phase Synthesis of Lipidated Peptides; G. Kragol, M. Lumbierres, J. M. Palomo; H. Waldmann; Angew. Chem. Int. Ed. 2004; 116(43): 5963-5966. https://doi.org/10.1002/ange.200461150
Derivatization with fatty acids in peptide and protein drug discovery; P. Kurtzhals, S. Østergaard, E. Nishimura, T. Kjeldsen; Nat. Rev. 2023; 22: 59-80. https://doi.org/10.1038/s41573-022-00529-w
S. Østergaard, J. F. Paulsson, J. Kofoed, F. Zosel, J. Olsen, C. Bekker Jeppesen, J. Spetzler, L. Ynddal, L. Gram Schleiss, B. Østergaard Christoffersen, K. Raun, U. Sensfuss, F. Ser Nielsen, R. Jørgensen, B. S. Wulff; Scientific Reports 2021; 11: 21179. https://doi.org/10.1038/s41598-021-00654-3
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Peptide therapeutics – fewer injections/lower doses by prolonging their half-life via addition of a lipid modification that promotes bin
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