Palmostatin B
featured

    WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H562905

CAS#: 1233365-12-2

Description: Palmostatin B is a Ras-signaling modulator. It acts by targeting acyl protein thioesterase 1 (APT1) and 2 (APT2) in cells.

Chemical Structure

img
Palmostatin B
CAS# 1233365-12-2
Instruction

Theoretical Analysis

Hodoodo Cat#: H562905
Name: Palmostatin B
CAS#: 1233365-12-2
Chemical Formula: C23H36O4
Exact Mass: 376.26
Molecular Weight: 376.537
Elemental Analysis: C, 73.37; H, 9.64; O, 17.00

Price and Availability

Size Price Availability Quantity
5mg USD 550 2 Weeks
Bulk inquiry

Synonym: Palmostatin B; Palmostatin-B;

IUPAC/Chemical Name: (3S,4S)-3-Decyl-4-[2-(3,4-dimethoxyphenyl)ethyl]oxetan-2-one

InChi Key: ASVWFAVGLYUDFD-PMACEKPBSA-N

InChi Code: InChI=1S/C23H36O4/c1-4-5-6-7-8-9-10-11-12-19-20(27-23(19)24)15-13-18-14-16-21(25-2)22(17-18)26-3/h14,16-17,19-20H,4-13,15H2,1-3H3/t19-,20-/m0/s1

SMILES Code: O=C1O[C@@H](CCC2=CC=C(OC)C(OC)=C2)[C@@H]1CCCCCCCCCC

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 376.54 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Zhang J, Huang Y, Chen J, Zhu H, Whiteheart SW. Dynamic cycling of t-SNARE acylation regulates platelet exocytosis. J Biol Chem. 2018 Mar 9;293(10):3593-3606. doi: 10.1074/jbc.RA117.000140. Epub 2018 Jan 19. PubMed PMID: 29352103; PubMed Central PMCID: PMC5846156.

2: Qiu T, Kathayat RS, Cao Y, Beck MW, Dickinson BC. A Fluorescent Probe with Improved Water Solubility Permits the Analysis of Protein S-Depalmitoylation Activity in Live Cells. Biochemistry. 2018 Jan 16;57(2):221-225. doi: 10.1021/acs.biochem.7b00835. Epub 2017 Oct 18. PubMed PMID: 29023093; PubMed Central PMCID: PMC5823605.

3: Lin DTS, Davis NG, Conibear E. Targeting the Ras palmitoylation/depalmitoylation cycle in cancer. Biochem Soc Trans. 2017 Aug 15;45(4):913-921. doi: 10.1042/BST20160303. Epub 2017 Jun 19. Review. PubMed PMID: 28630138.

4: Turcotte C, Zarini S, Jean S, Martin C, Murphy RC, Marsolais D, Laviolette M, Blanchet MR, Flamand N. The Endocannabinoid Metabolite Prostaglandin E(2) (PGE(2))-Glycerol Inhibits Human Neutrophil Functions: Involvement of Its Hydrolysis into PGE(2) and EP Receptors. J Immunol. 2017 Apr 15;198(8):3255-3263. doi: 10.4049/jimmunol.1601767. Epub 2017 Mar 3. PubMed PMID: 28258202.

5: Vujic I, Sanlorenzo M, Esteve-Puig R, Vujic M, Kwong A, Tsumura A, Murphy R, Moy A, Posch C, Monshi B, Rappersberger K, Ortiz-Urda S. Acyl protein thioesterase 1 and 2 (APT-1, APT-2) inhibitors palmostatin B, ML348 and ML349 have different effects on NRAS mutant melanoma cells. Oncotarget. 2016 Feb 9;7(6):7297-306. doi: 10.18632/oncotarget.6907. PubMed PMID: 26771141; PubMed Central PMCID: PMC4872786.

6: Lin DT, Conibear E. ABHD17 proteins are novel protein depalmitoylases that regulate N-Ras palmitate turnover and subcellular localization. Elife. 2015 Dec 23;4:e11306. doi: 10.7554/eLife.11306. PubMed PMID: 26701913; PubMed Central PMCID: PMC4755737.

7: Klaus C, Schneider U, Hedberg C, Schütz AK, Bernhagen J, Waldmann H, Gassler N, Kaemmerer E. Modulating effects of acyl-CoA synthetase 5-derived mitochondrial Wnt2B palmitoylation on intestinal Wnt activity. World J Gastroenterol. 2014 Oct 28;20(40):14855-64. doi: 10.3748/wjg.v20.i40.14855. PubMed PMID: 25356045; PubMed Central PMCID: PMC4209548.

8: Savinainen JR, Patel JZ, Parkkari T, Navia-Paldanius D, Marjamaa JJ, Laitinen T, Nevalainen T, Laitinen JT. Biochemical and pharmacological characterization of the human lymphocyte antigen B-associated transcript 5 (BAT5/ABHD16A). PLoS One. 2014 Oct 7;9(10):e109869. doi: 10.1371/journal.pone.0109869. eCollection 2014. PubMed PMID: 25290914; PubMed Central PMCID: PMC4188605.

9: Milde S, Coleman MP. Identification of palmitoyltransferase and thioesterase enzymes that control the subcellular localization of axon survival factor nicotinamide mononucleotide adenylyltransferase 2 (NMNAT2). J Biol Chem. 2014 Nov 21;289(47):32858-70. doi: 10.1074/jbc.M114.582338. Epub 2014 Sep 30. PubMed PMID: 25271157; PubMed Central PMCID: PMC4239634.

10: Wang CH, Shyu RY, Wu CC, Tsai TC, Wang LK, Chen ML, Jiang SY, Tsai FM. Phospholipase A/Acyltransferase enzyme activity of H-rev107 inhibits the H-RAS signaling pathway. J Biomed Sci. 2014 May 1;21:36. doi: 10.1186/1423-0127-21-36. PubMed PMID: 24884338; PubMed Central PMCID: PMC4012743.

11: Koyama K, Ogura Y, Nakai D, Watanabe M, Munemasa T, Oofune Y, Kubota K, Shinagawa A, Izumi T. Identification of bioactivating enzymes involved in the hydrolysis of laninamivir octanoate, a long-acting neuraminidase inhibitor, in human pulmonary tissue. Drug Metab Dispos. 2014 Jun;42(6):1031-8. doi: 10.1124/dmd.114.057620. Epub 2014 Mar 28. PubMed PMID: 24682756.

12: Jia L, Chisari M, Maktabi MH, Sobieski C, Zhou H, Konopko AM, Martin BR, Mennerick SJ, Blumer KJ. A mechanism regulating G protein-coupled receptor signaling that requires cycles of protein palmitoylation and depalmitoylation. J Biol Chem. 2014 Feb 28;289(9):6249-57. doi: 10.1074/jbc.M113.531475. Epub 2014 Jan 2. PubMed PMID: 24385443; PubMed Central PMCID: PMC3937690.

13: Harrison CF, Kicka S, Trofimov V, Berschl K, Ouertatani-Sakouhi H, Ackermann N, Hedberg C, Cosson P, Soldati T, Hilbi H. Exploring anti-bacterial compounds against intracellular Legionella. PLoS One. 2013 Sep 13;8(9):e74813. doi: 10.1371/journal.pone.0074813. eCollection 2013. PubMed PMID: 24058631; PubMed Central PMCID: PMC3772892.

14: Kong E, Peng S, Chandra G, Sarkar C, Zhang Z, Bagh MB, Mukherjee AB. Dynamic palmitoylation links cytosol-membrane shuttling of acyl-protein thioesterase-1 and acyl-protein thioesterase-2 with that of proto-oncogene H-ras product and growth-associated protein-43. J Biol Chem. 2013 Mar 29;288(13):9112-25. doi: 10.1074/jbc.M112.421073. Epub 2013 Feb 8. PubMed PMID: 23396970; PubMed Central PMCID: PMC3610984.

15: Tabatadze N, Smejkalova T, Woolley CS. Distribution and posttranslational modification of synaptic ERα in the adult female rat hippocampus. Endocrinology. 2013 Feb;154(2):819-30. doi: 10.1210/en.2012-1870. Epub 2012 Nov 26. PubMed PMID: 23183182; PubMed Central PMCID: PMC3548183.

16: Xu J, Hedberg C, Dekker FJ, Li Q, Haigis KM, Hwang E, Waldmann H, Shannon K. Inhibiting the palmitoylation/depalmitoylation cycle selectively reduces the growth of hematopoietic cells expressing oncogenic Nras. Blood. 2012 Jan 26;119(4):1032-5. doi: 10.1182/blood-2011-06-358960. Epub 2011 Dec 5. PubMed PMID: 22144181; PubMed Central PMCID: PMC3271715.

17: Rusch M, Zimmermann TJ, Bürger M, Dekker FJ, Görmer K, Triola G, Brockmeyer A, Janning P, Böttcher T, Sieber SA, Vetter IR, Hedberg C, Waldmann H. Identification of acyl protein thioesterases 1 and 2 as the cellular targets of the Ras-signaling modulators palmostatin B and M. Angew Chem Int Ed Engl. 2011 Oct 10;50(42):9838-42. doi: 10.1002/anie.201102967. Epub 2011 Sep 9. PubMed PMID: 21905186.

18: Dekker FJ, Hedberg C. Small molecule inhibition of protein depalmitoylation as a new approach towards downregulation of oncogenic Ras signalling. Bioorg Med Chem. 2011 Feb 15;19(4):1376-80. doi: 10.1016/j.bmc.2010.11.025. Epub 2010 Nov 11. PubMed PMID: 21129981.

19: Dekker FJ, Rocks O, Vartak N, Menninger S, Hedberg C, Balamurugan R, Wetzel S, Renner S, Gerauer M, Schölermann B, Rusch M, Kramer JW, Rauh D, Coates GW, Brunsveld L, Bastiaens PI, Waldmann H. Small-molecule inhibition of APT1 affects Ras localization and signaling. Nat Chem Biol. 2010 Jun;6(6):449-56. doi: 10.1038/nchembio.362. Epub 2010 Apr 25. PubMed PMID: 20418879.