Argadin

• CAT Number: I042544
• CAS Number: 289665-92-5
• Molecular Formula: C29H42N10O9
• Molecular Weight: 674.71
• Purity: ≥95%
• Synonyms: 4-[(1R,4R,10S,13S,16S,18R)-10-[3-[[acetamido(amino)methylidene]amino]propyl]-18-hydroxy-16-(1H-imidazol-5-ylmethyl)-3,9,12,15,20-pentaoxo-2,8,11,14,17-pentazatricyclo[15.2.1.04,8]icosan-13-yl]butanoic acid
• InChI: InChI=1S/C29H42N10O9/c1-15(40)34-29(30)32-9-3-6-18-27(47)38-10-4-7-20(38)25(45)37-19-12-22(41)39(28(19)48)21(11-16-13-31-14-33-16)26(46)35-17(24(44)36-18)5-2-8-23(42)43/h13-14,17-22,41H,2-12H2,1H3,(H,31,33)(H,35,46)(H,36,44)(H,37,45)(H,42,43)(H3,30,32,34,40)/t17-,18-,19+,20+,21-,22+/m0/s1
• InChIKey: FOZYKTUSOWWQGR-QANWUKQVSA-N
• SMILES: CC(=O)NC(=NCCCC1C(=O)N2CCCC2C(=O)NC3CC(N(C3=O)C(C(=O)NC(C(=O)N1)CCCC(=O)O)CC4=CN=CN4)O)N

Argadin (Cat No.: I042544) is a naturally derived cyclic peptide that functions as a potent inhibitor of N-acetylglucosaminidases, enzymes involved in glycoprotein degradation and bacterial cell wall remodeling. Isolated from microbial sources, argadin exhibits antimicrobial activity by disrupting glycosidic bond cleavage essential for bacterial survival. Its unique structure and enzyme specificity make it valuable in studying glycosidase mechanisms and exploring new antibacterial strategies. Argadin is also of interest in glycoscience research for probing carbohydrate-processing pathways and potential therapeutic applications targeting glycan-related disorders.

Reference

[1]. Jun Koseki, et al. Molecular Orbital Study of the Formation of Intramolecular Hydrogen Bonding of a Ligand Molecule in a Protein Aromatic Hydrophobic Pocket. Chem Pharm Bull (Tokyo). 2016;64(7):1031-5.
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[2]. Hiroaki Gouda, et al. Computational analysis of the binding affinities of the natural-product cyclopentapeptides argifin and argadin to chitinase B from Serratia marcescens. Bioorg Med Chem. 2008 Apr 1;16(7):3565-79.
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