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Tubulysin B

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Tubulysin B Basic information

Product Name:
Tubulysin B
Synonyms:
  • Tubulysin B
  • Benzenepentanoic acid, γ-[[[2-[(1R,3R)-1-(acetyloxy)-4-methyl-3-[[(2S,3S)-3-methyl-2-[[[(2R)-1-methyl-2-piperidinyl]carbonyl]amino]-1-oxopentyl][(1-oxobutoxy)methyl]amino]pentyl]-4-thiazolyl]carbonyl]amino]-4-hydroxy-α-methyl-, (αS,γR)-
  • (2S,4R)-4-({2-[(1R,3R)-1-(acetyloxy)-3-[(2S,3S)-N-[(butanoyloxy)methyl]-3-methyl-2-{[(2R)-1-methylpiperidin-2-yl]formamido}pentanamido]-4-methylpentyl]-1,3-thiazol-4-yl}formamido)-5-(4-hydroxyphenyl)-2-methylpentanoic acid
CAS:
205304-87-6
MF:
C42H63N5O10S
MW:
830.05
Mol File:
205304-87-6.mol
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Tubulysin B Chemical Properties

Boiling point:
978.0±65.0 °C(Predicted)
Density 
1.204±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
Solid
pka
4.52±0.23(Predicted)
color 
White to off-white
InChIKey
HWCIETDQUHYHGQ-OSGLCLOFNA-N
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Tubulysin B Usage And Synthesis

Description

Tubulysin B is a highly cytotoxic peptide and potent microtubule destabilizing agent isolated from the myxobacteria Archangium geophyra and Angiococcus disciformis. Tubulysin B has IC50 values in the picomolar range against many cancer cell lines, including those with multidrug-resistant properties. It is a cytotoxic activity tubulysin which inhibits tubulin polymerization and leads to cell cycle arrest and apoptosis.

Uses

Tubulysin B is a highly cytotoxic peptide and potent microtubule destabilizing agents isolated from the myxobacteria Archangium geophyra and Angiococcus disciformis. Tubulysin B has IC50 values in the picomolar range against many cancer cell lines, including those with multidrug resistant properties[1].Tubulysin B is a cytotoxic activity tubulysin which inhibits tubulin polymerization and leads to cell cycle arrest and apoptosis[2].

Definition

ChEBI: Tubulysin B is a butyrate ester.

in vitro

Tubulysin B has IC50s of 0.6 and 0.9 nM against KB and A549 tumors cell lines, respectively.

References

[1] Leamon CP, et al. Prostate-Specific Membrane Antigen-Specific Antitumor Activity of a Self-Immolative Tubulysin Conjugate. Bioconjug Chem. 2019 Jun 19;30(6):1805-1813. DOI:10.1021/acs.bioconjchem.9b00335
[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. DOI:10.1016/j.bmcl.2011.09.041

Tubulysin BSupplier

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