1943604-24-7
Chemical Structure
Tubulysin
- CAS No.: 1943604-24-7
- Formula:C44H67N5O9S
- Molecular Weight:842.10
IUPAC Name: (2S,4R)-4-(2-((1R,3R)-1-acetoxy-4-methyl-3-((2S,3S)-3-methyl-N-(((3-methylbutanoyl)oxy)methyl)-2-((R)-1-methylpiperidine-2-carboxamido)pentanamido)pentyl)thiazole-4-carboxamido)-2-methyl-5-(p-tolyl)pentanoic acid
InChIKey: DLKUYSQUHXBYPB-NSSHGSRYSA-N
SMILES: O=C(O)[C@@H](C)C[C@@H](NC(C1=CSC([C@H](OC(C)=O)C[C@@H](N(COC(CC(C)C)=O)C([C@@H](NC([C@@H]2N(C)CCCC2)=O)[C@@H](C)CC)=O)C(C)C)=N1)=O)CC3=CC=C(C)C=C3
Biological Activity: Tubulysin is a microtubule destabilizer that binds to the β-tubulin peptide site adjacent to the vinca alkaloid binding site and inhibits tubulin polymerization. Tubulysin induces apoptosis and exhibits antiproliferative activity against a variety of human cancer cells, including multidrug-resistant strains. Tubulysin can be conjugated to antibodies via a disulfide-containing quaternary ammonium linker for ADC synthesis. Tubulysin is applicable to tumor-related research[1][2][3].
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Tubulysin | 99.60% | Tubulysin is a microtubule destabilizer that binds to the β-tubulin peptide site adjacent to the vinca alkaloid binding site and inhibits tubulin polymerization. Tubulysin induces apoptosis and exhibits antiproliferative activity against a variety of human cancer cells, including multidrug-resistant strains. Tubulysin can be conjugated to antibodies via a disulfide-containing quaternary ammonium linker for ADC synthesis. Tubulysin is applicable to tumor-related research. | ||||||||||||||||||||
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- [1]. Leamon CP, et al. Prostate-Specific Membrane Antigen-Specific Antitumor Activity of a Self-Immolative Tubulysin Conjugate. Bioconjug Chem. 2019;30(6):1805-1813. [Content Brief]
- [2]. Staben LR, et al. Targeted drug delivery through the traceless release of tertiary and heteroaryl amines from antibody-drug conjugates. Nat Chem. 2016;8(12):1112-1119. [Content Brief]
- [3]. Murray BC, et al. Chemistry and biology of tubulysins: antimitotic tetrapeptides with activity against drug resistant cancers. Nat Prod Rep. 2015;32(5):654-662. [Content Brief]
Keywords
