RR-11a analog

• CAT Number: I019476
• CAS Number: 685543-66-2
• Molecular Formula: C₂₂H₂₉N₅O₈
• Molecular Weight: 491.49
• Purity: ≥95%
• Target: Parasite
• Storage: Store at -20°C
• IUPAC Name: ethyl (E)-4-[(2-amino-2-oxoethyl)-[[(2S)-2-[[(2S)-2-(phenylmethoxycarbonylamino)propanoyl]amino]propanoyl]amino]amino]-4-oxobut-2-enoate
• InChI: InChI=1S/C22H29N5O8/c1-4-34-19(30)11-10-18(29)27(12-17(23)28)26-21(32)15(3)24-20(31)14(2)25-22(33)35-13-16-8-6-5-7-9-16/h5-11,14-15H,4,12-13H2,1-3H3,(H2,23,28)(H,24,31)(H,25,33)(H,26,32)/b11-10+/t14-,15-/m0/s1
• InChIKey: YGVKPQSVBJEMMQ-BWLFODOESA-N
• SMILES: CCOC(=O)/C=C/C(=O)N(CC(=O)N)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)OCC1=CC=CC=C1

RR-11a analog（Cat No.:I019476）is a potent and irreversible inhibitor of legumain, an asparaginyl endopeptidase enzyme. It exhibits high selectivity, with IC₅₀ values of 4.5 nM for Trichomonas vaginalis AE1, 4.5 nM for Ixodes ricinus AE, and 31 nM for Schistosoma mansoni AE. As an aza-asparagine derivative and aza-peptide Michael acceptor, RR-11a analog effectively disrupts legumain activity, making it valuable in parasitology research and the development of therapeutic agents targeting parasitic infections. Its specificity and potency offer significant potential for advancing treatments against diseases caused by these pathogens.

Reference

[1]. Götz MG, et al. Aza-peptidyl Michael acceptors. A new class of potent and selective inhibitors of asparaginyl endopeptidases (legumains) from evolutionarily diverse pathogens. J Med Chem. 2008 May 8;51(9):2816-32.