Vincristine SulfateA cell cycle arresting, apoptotic inducing alkaloid

Vincristine Sulfate (CAS 2068-78-2)

Vincristine Sulfate | CAS 2068-78-2 is rated 5.0 out of 5 by 2.
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Synonym: VCR . sulfate;Leukocristine . sulfate
Application: A cell cycle arresting, apoptotic inducing alkaloid
CAS Number: 2068-78-2
Purity: ≥98%
Molecular Weight: 923.04
Molecular Formula: C46H56N4O10•H2SO4
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Vincristine Sulfate, a dimeric Vinca alkaloid, has been shown to bind to Tubulin via a protein self association reaction. This compound acts as a Tubuiln inhibitor by binding to sites at the ends of microtubules, which regulate the inhibition of Tubulin dimer addition to microtubule ends. Experiments have reported Vincristine Sulfate to demonstrate a capacity to suppress growth of proliferating cells through marked apoptosis and cell cycle arrest at G2/M. The cell death caused by this agent seems to result in a sustained accumulation of endogenous ceramide levels. Ceramide, has been proposed as a lipid second messenger with specific antiproliferative mediating responses. Vincristine Sulfate is an inhibitor of MAO. Vincristine Sulfate is also a substrate of PGP and CYP3A4.


References

1. Himes, R.H., 1991. Pharmacol. Ther. 51: 257-267. PMID: 1784631
2. Li, Y., et al. 1992. Biochem. Biophys. Res. Commun. 187: 722-729. PMID: 1530630
3. Zhang, J., et al. 1996. Proc. Natl. Acad. Sci. U.S.A. 93: 5325-5328. PMID: 8643573

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in water (25 mg/ml), ethanol, and methanol.
Storage :
Store at -20° C
Melting Point :
300° C
Boiling Point :
273-281° C
IC50 :
OVCAR-3 : IC50 = 10 nM (human); PC-3: IC50 = 11 nM (human); LNCaP: IC50 = 2.9 nM (human)
pK Values :
pKa: 11.10
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
OH6340000
PubChem CID :
5388992
Merck Index :
14: 9986
MDL Number :
MFCD00084729
EC Number :
218-190-0
Beilstein Registry :
3924631
SMILES :
CC[C@@]1(C[C@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O.OS(=O)(=O)O

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Vincristine Sulfate  Product Citations

See how others have used Vincristine Sulfate. Click on the entry to view the PubMed entry .

Citations 1 to 7 of 7 total

PMID: # 30578765  Delgado, M.|Urbaniak, A.|Chambers, TC.| et al. 2019. Biochem. Pharmacol. 162: 213-223.

PMID: # 26674693  Negreira, N. et al. 2016. Sci. Total Environ. 544: 635-44.

PMID: # 25837271  2015. Phytomedicine. 22: 344-51.

PMID: # 24667756  Negreira, N. et al. 2014. The Science of the total environment. 482-483: 389-98.

PMID: # 24148406  2013. Talanta. 116: 290-9.

PMID: # 7960124  Okada, Y. et al. 1994. Infect. Immun. 62: 5442-5446.

PMID: # 3034908  Safa, AR. et al. 1987. J. Biol. Chem. 262: 7884-7888.

Citations 1 to 7 of 7 total

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. The compound, sc-201434, is provided as a white powder. if you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-20
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Rated 5 out of 5 by from PMID 25837271 USED sc-201434 PMID 25837271 USED THIS PRODUCT. IT IS A VERY GOOD PRODUCT.
Date published: 2017-05-23
Rated 5 out of 5 by from SK SK-N-MC cells were treated with Vincristine Sulfate (sc-201434), lysed and analyzed by WB. Pro-caspase-3 and cleaved caspase-3 expression levels were compared for treated and untreated cells. A definite increase in cleaved caspase-3 expression levels was observed, thus suggests/supports this alkaloid has the ability to induce apoptosis and cell cycle arrest. -SCBT QC
Date published: 2015-04-14
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