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Taltobulin hydrochloride

  CAS No.:   Cat No.: BADC-01381   Purity: 98.34% 4.5  

Taltobulin hydrochloride (HTI-286 hydrochloride), a synthetic tripeptide cysteine analog, Taltobulin is a potent antimicrotubule that circumvents P-glycoprotein-mediated drug resistance in vitro and in vivo sex. Taltobulin hydrochloride inhibits purified tubulin polymerization, disrupts microtubule organization in cells, and induces mitotic arrest and apoptosis.

Taltobulin hydrochloride

Structure of

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Category
ADC Cytotoxin
Molecular Formula
C27H44ClN3O4
Molecular Weight
510.11
Storage
Store at 0-4°C for short term (days to weeks) or -20°C for long term (months to years), away from moisture

* For research and manufacturing use only. We do not sell to patients.

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Popular Publications Citing BOC Sciences Products
Synonyms
HTI-286 hydrochloride; SPA-110 hydrochloride
IUPAC Name
(E,4S)-4-[[(2S)-3,3-dimethyl-2-[[(2S)-3-methyl-2-(methylamino)-3-phenylbutanoyl]amino]butanoyl]-methylamino]-2,5-dimethylhex-2-enoic acid;hydrochloride
Canonical SMILES
CC(C)C(C=C(C)C(=O)O)N(C)C(=O)C(C(C)(C)C)NC(=O)C(C(C)(C)C1=CC=CC=C1)NC.Cl
InChI
InChI=1S/C27H43N3O4.ClH/c1-17(2)20(16-18(3)25(33)34)30(10)24(32)22(26(4,5)6)29-23(31)21(28-9)27(7,8)19-14-12-11-13-15-19;/h11-17,20-22,28H,1-10H3,(H,29,31)(H,33,34);1H/b18-16+;/t20-,21-,22-;/m1./s1
InChIKey
UBHYRJPUQWUXCX-LPWSJWOVSA-N
Appearance
Solid
Storage
Store at 0-4°C for short term (days to weeks) or -20°C for long term (months to years), away from moisture

Taltobulin hydrochloride is a synthetic antimitotic compound and a potent ADC cytotoxin utilized as an ADC payload in antibody-drug conjugates. Its cytotoxic mechanism involves inhibition of tubulin polymerization, disrupting microtubule assembly, and causing cell cycle arrest at the G2/M phase. This disruption leads to apoptosis in proliferating tumor cells. The hydrochloride salt form improves solubility and chemical stability, allowing covalent conjugation to monoclonal antibodies through cleavable or non-cleavable linker chemistries, enabling targeted intracellular delivery in ADC applications.

Within antibody-drug conjugates, Taltobulin hydrochloride is linked to antibodies via linkers designed to maintain systemic stability and provide controlled intracellular release. The ADC remains inactive during circulation, minimizing off-target cytotoxicity. Upon receptor-mediated internalization into tumor cells, enzymatic or chemical cleavage of the linker releases Taltobulin, which binds tubulin, disrupts microtubule dynamics, and triggers apoptosis. This targeted mechanism ensures cytotoxic effects are confined to antigen-expressing tumor cells, supporting precise tumor-targeted therapy.

Applications of Taltobulin hydrochloride include integration into ADCs targeting both solid tumors and hematologic malignancies with specific antigen expression. Its chemical compatibility with diverse linker chemistries allows optimization of conjugation efficiency, intracellular release kinetics, and pharmacokinetic behavior. Preclinical studies demonstrate reproducible cytotoxic activity in tubulin-expressing tumor cells. Taltobulin hydrochloride supports the development of ADCs with defined antimitotic mechanisms, providing controlled induction of apoptosis and targeted tumor cell elimination, facilitating mechanistically precise antibody-drug conjugate design for clinical applications.

What is Taltobulin hydrochloride?

Taltobulin hydrochloride is a synthetic cytotoxic agent that disrupts microtubule polymerization. It is used as a payload in antibody-drug conjugates to selectively target tumor cells, enhancing the specificity and efficacy of therapeutic antibodies.

25/12/2018

We are interested in how Taltobulin hydrochloride works in ADCs.

Within ADCs, Taltobulin hydrochloride is delivered to antigen-positive cells through antibody targeting. Upon internalization, it inhibits microtubule formation, causing mitotic arrest and inducing apoptosis selectively in tumor cells.

25/7/2017

Could you advise which linker strategies are compatible with Taltobulin hydrochloride?

Taltobulin hydrochloride can be conjugated via cleavable or non-cleavable linkers. Cleavable linkers allow controlled intracellular release triggered by pH or enzymatic activity, whereas non-cleavable linkers maintain activity after antibody degradation.

3/8/2020

Could you kindly share what laboratory safety measures are recommended for Taltobulin hydrochloride?

Handling Taltobulin hydrochloride requires standard cytotoxic precautions, including gloves, protective clothing, and fume containment. Proper procedures minimize exposure risk during synthesis, conjugation, and analytical evaluation.

9/9/2020

Dear BOC Sciences, can Taltobulin hydrochloride be applied in ADC preclinical studies?

Yes, Taltobulin hydrochloride is widely utilized in preclinical ADC research to study microtubule-targeted cytotoxicity, optimize linker chemistry, and evaluate the specificity and potency of conjugated antibodies.

4/4/2019

— Dr. Peter Hall, Senior Scientist (USA)

Taltobulin hydrochloride showed consistent quality across all shipments, crucial for our ADC conjugation studies.

3/8/2020

— Dr. Daniel Hayes, Senior Scientist (USA)

Taltobulin hydrochloride batches are highly reliable, with consistent purity suitable for ADC conjugation experiments.

4/4/2019

— Ms. Katrin Lange, ADC Research Scientist (Germany)

Fast delivery and complete analytical data for Taltobulin hydrochloride made our workflow efficient.

9/9/2020

— Dr. Simon Bailey, R&D Lead (UK)

We consistently achieved reproducible results with Taltobulin hydrochloride, thanks to its high-quality preparation.

25/12/2018

— Mr. François Dupuis, Medicinal Chemist (France)

BOC Sciences provided excellent support during Taltobulin hydrochloride sourcing, answering technical questions promptly.

— Dr. Helena Nilsson, Biotech Scientist (Sweden)

Reliable Taltobulin hydrochloride supply has been key for our preclinical ADC studies. Quality never disappoints.

25/7/2017

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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