MC-Val-Cit-PAB-duocarmycin

• CAT Number: I018049
• CAS Number: 2055896-98-3
• Molecular Formula: C₅₄H₆₅ClN₉O₉
• Molecular Weight: 1019.6
• Purity: ≥95%
• IUPAC Name: [4-[[(2S)-5-(carbamoylamino)-2-[[(2S)-2-[6-(2,5-dioxopyrrol-1-yl)hexanoylamino]-3-methylbutanoyl]amino]pentanoyl]amino]phenyl]methyl-[2-[[2-[(1S)-1-(chloromethyl)-5-hydroxy-1,2-dihydrobenzo[e]indole-3-carbonyl]-1H-indol-5-yl]oxy]ethyl]-dimethylazanium
• InChI: InChI=1S/C54H64ClN9O9/c1-33(2)50(61-46(66)14-6-5-9-24-62-47(67)21-22-48(62)68)52(70)60-42(13-10-23-57-54(56)72)51(69)58-37-17-15-34(16-18-37)32-64(3,4)25-26-73-38-19-20-41-35(27-38)28-43(59-41)53(71)63-31-36(30-55)49-40-12-8-7-11-39(40)45(65)29-44(49)63/h7-8,11-12,15-22,27-29,33,36,42,50H,5-6,9-10,13-14,23-26,30-32H2,1-4H3,(H7-,56,57,58,59,60,61,65,66,69,70,71,72)/p+1/t36-,42+,50+/m1/s1
• InChIKey: XPOJSPASJJBTCF-MUYWJSLASA-O
• SMILES: CC(C)C(C(=O)NC(CCCNC(=O)N)C(=O)NC1=CC=C(C=C1)C[N+](C)(C)CCOC2=CC3=C(C=C2)NC(=C3)C(=O)N4CC(C5=C4C=C(C6=CC=CC=C65)O)CCl)NC(=O)CCCCCN7C(=O)C=CC7=O

MC-Val-Cit-PAB-duocarmycin（Cat No.:I018049） is a component of an antibody-drug conjugate (ADC) where it acts as a linker between a DNA minor groove binder, duocarmycin, and the ADC linker MC-Val-Cit-PAB. This ADC design allows for targeted delivery of the duocarmycin alkylating agent to cancer cells. The DNA minor groove binder enables specific binding to DNA within the cancer cells, while the ADC linker facilitates the attachment to the antibody. This strategy enhances the therapeutic potential of duocarmycin by selectively delivering it to the cancer cells, increasing its efficacy while minimizing off-target effects.

Reference

[1]. Staben LR, et al. Targeted drug delivery through the traceless release of tertiary and heteroaryl amines from antibody-drug conjugates. Nat Chem. 2016 Dec;8(12):1112-1119.