Farnesyl thiosalicylic acidA blocker of Ras anchoring and signaling

Farnesyl thiosalicylic acid (CAS 162520-00-5)

Farnesyl thiosalicylic acid | CAS 162520-00-5 is rated 5.0 out of 5 by 1.
  • y_2019, m_8, d_22, h_22
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_205322, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 106ms
  • REVIEWS, PRODUCT
Synonym: Salirasib; FTS Farnesylthiosalicylate
Application: A blocker of Ras anchoring and signaling
CAS Number: 162520-00-5
Purity: ≥96%
Molecular Weight: 358.54
Molecular Formula: C22H30O2S
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Farnesyl Thiosalicylic Acid is a synthetic farnesylcysteine mimic which blocks anchorage of Ras oncoproteins to the cell membrane and to Ras-escort chaperones. The Ras proteins are GTPases responsible for signaling events regulating cell growth and differentiation, and are implicated in producing oncogenic states upon mutational activation. Prenylation of the C-terminus of Ras proteins provides an anchor which inserts into the membrane and is identified and then uptaken by Ras-escort proteins. The mimetic structure of Farnesyl Thiosalicylic Acid blocks anchorage of Ras to the membrane and competes for uptake by the escort proteins, suspending the Ras protein in the cytosol where it is susceptible to protein degradation. Subsequent reduction in active Ras levels has been correlated to the suppression of chronically-Ras-active cancer proliferation. Farnesyl Thiosalicylic acid is also described to detach anchored Ras back into the cytosol and into degradation, observed to quickly decrease total cellular Ras up to 80% in one report. Prenylated protein methyltransferase (PPMTase), responsible for methylating Ras proteins, is also inhibited by Farnesyl Thiosalicylic Acid, similarly due to recognition of the farnesylcysteine mimetic structure by PPMTase.


References

1. Marom, M., et al. 1995. J. Biol. Chem. 270: 22263-22270. PMID: 7673206
2. Marciano, D., et al. 1995. J. Med. Chem. 38: 1267-1272. PMID: 7731012
3. Haklai, R., et al. 1998. Biochemistry. 37: 1306-1314. PMID: 9477957
4. Rotblat, B., et al. 2008. Meth. Enzymol. 439: 467-489. PMID: 18374183

Usage :
•To prepare 1:1 ethanol to PBS (pH 7.2) solution, first dissolve product in ethanol and then disburse ethanol solution into PBS (pH 7.2) to create final 1:1 solution. Final concentration is ~0.5 mg/mL.
Physical State :
Solid
Solubility :
Soluble in ethanol (~20 mg/ml), DMSO (~20 mg/ml), DMF (~20 mg/ml), and 1:1 ethanol:PBS (~0.5 mg/ml) when first dissolved in ethanol and then diluted with buffer.
Storage :
Store at -20° C
Melting Point :
63° C
Boiling Point :
~486.0° C at 760 mmHg (Predicted)
Density :
~1.1 g/cm3 (Predicted)
Refractive Index :
n20D 1.56 (Predicted)
IC50 :
The growth of human Ha-ras-transformed Rat1 fibroblasts : IC50 = 7.5 µM (human); Plasmodium falciparum: IC50 = 12.59 µM; MEF: IC50 = 14.3 µM (mouse); ICMT: IC50 = 25.5 µM
Ki Data :
PPMTase: Ki= 2.6 µM; Isoprenylcysteine carboxyl methyltransferase: Ki= 2.8 µM (rat)
pK Values :
pKa: 3.5 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
5469318
MDL Number :
MFCD00467723
SMILES :
CC(=CCC/C(=C/CC/C(=C/CSC1=CC=CC=C1C(=O)O)/C)/C)C

Download SDS (MSDS)

Certificate of Analysis

Adobe Acrobat Reader is required to reliably view,
print and comment on PDF documents

Farnesyl thiosalicylic acid  Product Citations

See how others have used Farnesyl thiosalicylic acid. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 11 total

PMID: # 30053394  Yang, CW. et al. 2018. Toxicol. Appl. Pharmacol. 356: 90-97.

PMID: # 28423577  Ferraiuolo, RM. et al. 2017. Oncotarget. 8: 23337-23352.

PMID: # 27021020  Jiang, C. et al. 2016. Molecular neurobiology.

PMID: # 26813342  Cronin, JG. et al. 2016. Mucosal immunology.

PMID: # 25688212  Yoshida, S. et al. 2015. Front Physiol. 6: 8.

PMID: # 24993178  Cao, L. et al. 2014. Int. J. Oncol. 45: 1609-17.

PMID: # 25035930  Nam, KW. et al. 2014. Biochem. Biophys. Res. Commun. 450: 1518-24.

PMID: # 25269780  Wu, Q. et al. 2014. Cell. Signal. 26: 2951-60.

PMID: # 23223141  Lee, CS. et al. 2013. The Journal of investigative dermatology. 133: 1063-71.

PMID: # 22855500  Diao, J. et al. 2012. J. Virol. 86: 10935-49.

Citations 1 to 10 of 11 total

Does it only inhibit oncogenic Ras or all active Ras? Could you use it in zebrafish? Thanks.

Asked by: Felis1
Thank you for your question. This chemical should inhibit in all cell types. We couldn’t find any studies showing this has been used in zebrafish, so we can not confirm this.
Answered by: Technical Support
Date published: 2017-11-08

What is the solubility of this product?

Asked by: hawkeye11
Thank you for your question. This chemical, Farnesyl thiosalicylic acid (CAS 162520-00-5), is soluble in ethanol (~20 mg/ml), DMSO (~20 mg/ml), DMF (~20 mg/ml), and 1:1 ethanol:PBS (~0.5 mg/ml) when first dissolved in ethanol and then diluted with buffer.
Answered by: Technical Support
Date published: 2016-12-24
  • y_2019, m_8, d_22, h_22CST
  • bvseo_bulk, prod_bvqa, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasquestionsanswers, tq_2
  • loc_en_US, sid_205322, prod, sort_[SortEntry(order=LAST_APPROVED_ANSWER_SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 204ms
  • QUESTIONS, PRODUCT
Rated 5 out of 5 by from Rotblat et al Rotblat et al. (PubMed ID 18374183) used farnesyl thiosalicylic acid (salirasib), a Ras farnesylcysteine mimetic, to disrupt association of active Ras proteins with the plasma membrane. -SCBT Publication Review
Date published: 2015-03-18
  • y_2019, m_8, d_22, h_22
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_205322, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 90ms
  • REVIEWS, PRODUCT

Santa Cruz Biotechnology, Inc. is a world leader in the development of products for the biomedical research market. Call us Toll Free at 1-800-457-3801.
Copyright © 2007-2019 Santa Cruz Biotechnology, Inc. All Rights Reserved. "Santa Cruz Biotechnology", and the Santa Cruz Biotechnology, Inc. logo, "Santa Cruz Animal Health", "San Juan Ranch", "Supplement of Champions", the San Juan Ranch logo, "Ultracruz", "Chemcruz", "Immunocruz", "Exactacruz", and "EZ Touch" are registered trademarks of Santa Cruz Biotechnology, Inc.
All trademarks are the property of their respective owners.