Tubulysin H

Tubulysin H is a highly cytotoxic anti-microtubule toxin (anti-microtubule toxins) that is synthesized as an ADC cytotoxin (ADC Cytotoxin) . Tubulysin H can be isolated from the myxobacteria Archangium geophyra and Angiococcus disciformis. Tubulysin H displays extremely potent cytotoxic activity in mammalian cells, including multidrug-resistant cell lines, with IC50 values in the low nanomolar range. Tubulysin H inhibits microtubule/tubulin polymerization and leads to cell cycle arrest and apoptosis[1][2][3].

Product Specifications

CAS Number

[799822-09-6]

UNSPSC

12352005

Target

ADC Payload; Microtubule/Tubulin

Type

Natural Products

Related Pathways

Antibody-drug Conjugate/ADC Related; Cell Cycle/DNA Damage; Cytoskeleton

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/tubulysin-h.html

Solubility

10 mM in DMSO

Smiles

O=C(N[C@@H]([C@@H](C)CC)C(N(COC(C)=O)[C@@H](C(C)C)C[C@@H](OC(C)=O)C1=NC(C(N[C@@H](CC2=CC=CC=C2)C[C@H](C)C(O)=O)=O)=CS1)=O)[C@@H]3N(C)CCCC3

Molecular Formula

C40H59N5O9S

Molecular Weight

785.99

References & Citations

[1]Steinmetz H, et al. Isolation, crystal and solution structure determination, and biosynthesis of tubulysins--powerful inhibitors of tubulin polymerization from myxobacteria. Angew Chem Int Ed Engl. 2004 Sep 20;43 (37) :4888-92.|[2]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.|[3]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.