309935-58-8
Chemical Structure
Tubulysin E
- CAS No.: 309935-58-8
- Formula:C42H63N5O9S
- Molecular Weight:814.04
IUPAC Name: (2S,4R)-4-(2-((1R,3R)-1-acetoxy-3-((2S,3S)-N-((butyryloxy)methyl)-3-methyl-2-((R)-1-methylpiperidine-2-carboxamido)pentanamido)-4-methylpentyl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoic acid
InChIKey: SEIXESXDPXDGRK-CAPJTEJHSA-N
SMILES: CC(O[C@@H](C1=NC(C(N[C@H](C[C@H](C)C(O)=O)CC2=CC=CC=C2)=O)=CS1)C[C@H](C(C)C)N(COC(CCC)=O)C([C@@]([C@@H](C)CC)([H])NC([C@@H](CCCC3)N3C)=O)=O)=O
Biological Activity: Tubulysin E is a highly cytotoxic anti-microtubule toxin (anti-microtubule toxins) that is synthesized as an ADC cytotoxin (ADC Cytotoxin). Tubulysin E can be isolated from the myxobacteria Archangium geophyra and Angiococcus disciformis. Tubulysin E displays extremely potent cytotoxic activity in mammalian cells, including multidrug-resistant cell lines, with IC50 values in the low nanomolar range. Tubulysin E inhibits microtubule/Tubulin polymerization and leads to cell cycle arrest and apoptosis[1][2].
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Tubulysin E | Tubulysin E is a highly cytotoxic anti-microtubule toxin (anti-microtubule toxins) that is synthesized as an ADC cytotoxin (ADC Cytotoxin). Tubulysin E can be isolated from the myxobacteria Archangium geophyra and Angiococcus disciformis. Tubulysin E displays extremely potent cytotoxic activity in mammalian cells, including multidrug-resistant cell lines, with IC50 values in the low nanomolar range. Tubulysin E inhibits microtubule/Tubulin polymerization and leads to cell cycle arrest and apoptosis. | |||||||||||||||||||||
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References
- [1]. Kubicek K, et al. The tubulin-bound structure of the antimitotic drug tubulysin. Angew Chem Int Ed Engl. 2010 Jun 28;49(28):4809-12. [Content Brief]
- [2]. Vlahov IR, et al. Acid mediated formation of an N-acyliminium ion from tubulysins: a new methodology for the synthesis of natural tubulysins and their analogs. Bioorg Med Chem Lett. 2011 Nov 15;21(22):6778-81. [Content Brief]
