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Fmoc-L-Agb-OH*HCl
Chemical name: (S)-N-alpha-(9-Fluorenylmethyloxycarbonyl)-2-amino-4-guanidino-butyric acid hydrochloride // Synonyms: (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(diaminomethyleneamino)butanoic acid, 2-(Fmoc-amino)-4-guanidino-L-butyric acid, Fmoc-Agb-OH*HCl, Fmoc-L-Nar*HCl,Fmoc-L-norArg*HCl, Fmoc-Nar*HCl, Fm oc-L-Norarginine hydrochloride
- Product code:FAA7670
- CAS No.:1070777-24-0 net
- Formula:C20H22N4O4*HCl
- Molecular weight:382.41*36.45 g/mol
- Purity :min. 99%
- Enantiomeric Purity:min. 99,7%
Starting at $112.50
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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