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AB287035

Cabazitaxel

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MW 835.9 Da, Purity >98%. Cabazitaxel (ab287035) is a second generation semisynthetic taxane derived from 10-deacetylbaccatin with potent anticancer activity. Cabazitaxel binds to and stabilizes tubulin, resulting in the inhibition of microtubule depolymerization and cell division, cell cycle arrest in the G2/M phase, and the inhibition of tumor cell proliferation. Cabazitaxel is more potent than docetaxel in P-glycoprotein-expressing cell lines with in vitro acquired resistance to taxanes or other chemotherapeutic agents.

View Alternative Names

Beta 4 tubulin, Beta 5 tubulin, Class I beta tubulin, M40, MGC117247, MGC16435, OK/SW-cl.56, TBB5_HUMAN, TUBB, TUBB 1, TUBB 2, TUBB-5, Tubulin beta chain, Tubulin beta class I, Tubulin beta polypeptide, Tubulin beta-1 chain, Tubulin beta-2 chain, Tubulin beta-5 chain, beta 1 tubulin, beta Ib tubulin

Key facts

CAS number

183133-96-2

Purity

>98%

Form

Solid

form

Molecular weight

835.9 Da

Molecular formula

C<sub>4</sub><sub>5</sub>H<sub>5</sub><sub>7</sub>NO<sub>1</sub><sub>4</sub>

PubChem

9854073

Nature

Synthetic

Solubility

Soluble in DMSO to >5 mM

Biochemical name

Cabazitaxel

Biological description

Cabazitaxel (ab287035) is a second generation semisynthetic taxane derived from 10-deacetylbaccatin with potent anticancer activity. Cabazitaxel binds to and stabilizes tubulin, resulting in the inhibition of microtubule depolymerization and cell division, cell cycle arrest in the G2/M phase, and the inhibition of tumor cell proliferation. Cabazitaxel is more potent than docetaxel in P-glycoprotein-expressing cell lines with in vitro acquired resistance to taxanes or other chemotherapeutic agents.

Canonical smiles

CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)OC(C)(C)C)O)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)OC)C)OC

Isomeric smiles

CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](C5=CC=CC=C5)NC(=O)OC(C)(C)C)O)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)OC)C)OC

InChi

InChI=1S/C45H57NO14/c1-24-28(57-39(51)33(48)32(26-17-13-11-14-18-26)46-40(52)60-41(3,4)5)22-45(53)37(58-38(50)27-19-15-12-16-20-27)35-43(8,36(49)34(55-10)31(24)42(45,6)7)29(54-9)21-30-44(35,23-56-30)59-25(2)47/h11-20,28-30,32-35,37,48,53H,21-23H2,1-10H3,(H,46,52)/t28-,29-,30+,32-,33+,34+,35-,37-,43+,44-,45+/m0/s1

InChiKey

BMQGVNUXMIRLCK-OAGWZNDDSA-N

IUPAC Name

[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1-hydroxy-15-[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]oxy-9,12-dimethoxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Product details

This product is manufactured by BioVision, an Abcam company and was previously called B2399 Cabazitaxel. B2399-25 is the same size as the 25 mg size of ab287035.

Properties and storage information

Shipped at conditions
Blue Ice
Appropriate long-term storage conditions
-20°C

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Beta tubulin also known as beta-tubulin or β-tubulin is a globular protein with a molecular weight of approximately 50 kDa. It is a major component of microtubules which are cylindrical structures vital for maintaining cell shape and enabling intracellular transport. This protein is expressed widely in eukaryotic cells and plays a role in mitosis and meiosis by forming the spindle apparatus important for chromosome separation during cell division. The size of beta tubulin allows it to effectively polymerize with alpha tubulin forming heterodimers which are the building blocks of the microtubule network.
Biological function summary

This protein contributes significantly to the dynamic instability of microtubules allowing rapid assembly and disassembly which is essential for cellular processes like motility signaling and maintaining the cell’s architecture. Beta tubulin operates as part of the tubulin family which includes several related proteins within microtubule structures. The beta-tubulin molecules in microtubules are critical for the interactions with microtubule-associated proteins (MAPs) and motor proteins such as kinesin and dynein influencing trafficking and positioning of organelles within the cell.

Pathways

Beta tubulin plays key roles in the mitotic spindle assembly checkpoint ensuring accurate chromosome segregation. It is actively involved in the microtubule pathway and has associations with signaling pathways such as the Wnt signaling pathway which affects cell growth and differentiation. Through these pathways beta tubulin interacts with proteins like tau and MAP2 which stabilize microtubules to control their functional dynamics within the cell.

Mutations or dysregulations in beta tubulin can affect neurological and proliferative conditions such as neurodegenerative diseases and cancer. Beta tubulin is notably linked to Alzheimer's disease where tau protein tangles disrupt normal microtubule function. It also connects to diseases like paclitaxel-resistant cancer where altered beta tubulin isoform expression can lead to chemotherapy resistance. The interaction of beta tubulin with tau and alpha tubulin provides further insight into etiological mechanisms of these conditions.

Product protocols

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