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Fmoc-D-Agb-OH*HCl
Chemischer Name: (R)-N-alpha-(9-Fluorenylmethyloxycarbonyl)-2-amino-4-guanidino-butyric acid hydrochloride // Synonyme: (R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(diaminomethyleneamino)butanoic acid, 2-(Fmoc-amino)-4-guanidino-D-butyric acid, Fmoc-D-Agb*HCl, Fmoc-D-Nar*HCl,Fmoc-D-norArg*HCl, Fmoc-D-Norarginin e hydrochloride
- Art-Nr.:FAA7680
- CAS Nr.:2741370-51-2 net
- Formel:C20H22N4O4*HCl
- Molare Masse:382,41*36,45 g/mol
- Reinheit:min. 98%
- Enantiomerenreinheit:min. 99,7%
Startet von 100,00 €
description
Used as a protected Arginine homologue in peptide synthesis. The guanidino-group is protected by protonation, which can be restored after Fmoc-cleavage by pre-washing of the peptide with pyridine hydrobromide (0.08M in DMF) for 10min. prior to the next coupling.
references
Trypsin resistance of a decapeptide KISS1R agonist containing an Nω-methylarginine substitution.
Asami T., Nishizawa N., Ishibashi Y., Nishibori K., Horikoshi Y., Matsumoto H., Ohtaki T., Kitada C.; Bioorg Med Chem Lett. 2012; 22(20): 6328-6332. DOI: 10.1016/j.bmcl.2012.08.087.
Peptide Macrocycle Inhibitor of Coagulation Factor XII with Subnanomolar Affinity and High Target Selectivity; Simon J. Middendorp, Jonas Wilbs, Claudia Quarroz, Sara Calzavarini, Anne Angelillo-Scherrer, Christian Heinis; J. Med. Chem. 2017; 60(3): 1151-1158. DOI: 10.1021/acs.jmedchem.6b01548;
Design, Synthesis, Molecular Dynamics Simulation, and Functional Evaluation of a Novel Series of 26RFa Peptide Analogues Containing a Mono- or Polyalkyl Guanidino Arginine Derivative; Karima Alim, Benjamin Lefranc, Jana Sopkova-de Oliveira Santos, Christophe Dubessy, Marie Picot, Jean A. Boutin, Hubert Vaudry, Nicolas Chartrel, David Vaudry, Julien Chuquet, Jérôme Leprince; J. Med. Chem. 2018; 61(22): 10185-10197. DOI: 10.1021/acs.jmedchem.8b01332.
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