JP4-039

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

MedKoo CAT#: 463136

CAS#: 1205492-16-5

Description: JP4-039 is a non-toxic radioprotector GS-nitroxide, improving hematopoiesis in long-term bone marrow cultures (LTBMCs).

Chemical Structure

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JP4-039
CAS# 1205492-16-5
Instruction

Theoretical Analysis

MedKoo Cat#: 463136
Name: JP4-039
CAS#: 1205492-16-5
Chemical Formula: C23H42N3O4•
Exact Mass: 424.32
Molecular Weight: 424.606
Elemental Analysis: C, 65.06; H, 9.97; N, 9.90; O, 15.07

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: JP4-039; JP4039; JP4 039;

IUPAC/Chemical Name: tert-Butyl N-[(E,4S)-8-[(1-λ1-oxidanyl-2,2,6,6-tetramethylpiperidin-4-yl)amino]-2-methyl-8-oxooct-5-en-4-yl]carbamate

InChi Key: AJHRJWQXDNEJAG-SXSDINLZSA-N

InChi Code: InChI=1S/C23H42N3O4/c1-16(2)13-17(25-20(28)30-21(3,4)5)11-10-12-19(27)24-18-14-22(6,7)26(29)23(8,9)15-18/h10-11,16-18H,12-15H2,1-9H3,(H,24,27)(H,25,28)/b11-10+/t17-/m1/s1

SMILES Code: [O]N1C(C)(C)CC(NC(C/C=C/[C@@H](NC(OC(C)(C)C)=O)CC(C)C)=O)CC1(C)C

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: >3 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 424.61 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:

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1: Glänzel NM, Grings M, da Rosa-Junior NT, de Carvalho LMC, Mohsen AW, Wipf P, Wajner M, Vockley J, Leipnitz G. The mitochondrial-targeted reactive species scavenger JP4-039 prevents sulfite-induced alterations in antioxidant defenses, energy transfer, and cell death signaling in striatum of rats. J Inherit Metab Dis. 2020 Sep 3. doi: 10.1002/jimd.12310. Epub ahead of print. PMID: 32882059.

2: Thermozier S, Hou W, Zhang X, Shields D, Fisher R, Bayir H, Kagan V, Yu J, Liu B, Bahar I, Epperly MW, Wipf P, Wang H, Huq MS, Greenberger JS. Anti- Ferroptosis Drug Enhances Total-Body Irradiation Mitigation by Drugs that Block Apoptosis and Necroptosis. Radiat Res. 2020 May;193(5):435-450. doi: 10.1667/RR15486.1. Epub 2020 Mar 5. PMID: 32134361; PMCID: PMC7299160.

3: Epperly MW, Fisher R, Zhang X, Hou W, Shields D, Wipf P, Wang H, Thermozier S, Greenberger JS. Fanconi Anemia Mouse Genotype-specific Mitigation of Total Body Irradiation by GS-Nitroxide JP4-039. In Vivo. 2020 Jan-Feb;34(1):33-38. doi: 10.21873/invivo.11742. PMID: 31882460; PMCID: PMC6984088.

4: Quinn TJ, Ding X, Li X, Wilson GD, Buelow K, Sivananthan A, Thermozier S, Henderson A, Epperly MW, Franicola D, Wipf P, Greenberger JS, Stevens CW, Kabolizadeh P. Amelioration of Mucositis in Proton Therapy of Fanconi Anemia Fanca-/- Mice by JP4-039. In Vivo. 2019 Nov-Dec;33(6):1757-1766. doi: 10.21873/invivo.11666. PMID: 31662500; PMCID: PMC6899135.

5: Grings M, Seminotti B, Karunanidhi A, Ghaloul-Gonzalez L, Mohsen AW, Wipf P, Palmfeldt J, Vockley J, Leipnitz G. ETHE1 and MOCS1 deficiencies: Disruption of mitochondrial bioenergetics, dynamics, redox homeostasis and endoplasmic reticulum-mitochondria crosstalk in patient fibroblasts. Sci Rep. 2019 Sep 2;9(1):12651. doi: 10.1038/s41598-019-49014-2. PMID: 31477743; PMCID: PMC6718683.

6: Seminotti B, Leipnitz G, Karunanidhi A, Kochersperger C, Roginskaya VY, Basu S, Wang Y, Wipf P, Van Houten B, Mohsen AW, Vockley J. Mitochondrial energetics is impaired in very long-chain acyl-CoA dehydrogenase deficiency and can be rescued by treatment with mitochondria-targeted electron scavengers. Hum Mol Genet. 2019 Mar 15;28(6):928-941. doi: 10.1093/hmg/ddy403. PMID: 30445591; PMCID: PMC6400046.

7: Epperly MW, Wipf P, Fisher R, Franicola D, Beumer J, Li S, Brand RM, Falo LD Jr, Erdos G, Greenberger JS. Evaluation of Different Formulations and Routes for the Delivery of the Ionizing Radiation Mitigator GS-Nitroxide (JP4-039). In Vivo. 2018 Sep-Oct;32(5):1009-1023. doi: 10.21873/invivo.11341. PMID: 30150422; PMCID: PMC6199586.

8: Willis J, Epperly MW, Fisher R, Zhang X, Shields D, Hou W, Wang H, Li S, Wipf P, Parmar K, Guinan E, Steinman J, Greenberger JS. Amelioration of Head and Neck Radiation-Induced Mucositis and Distant Marrow Suppression in Fanca-/- and Fancg-/- Mice by Intraoral Administration of GS-Nitroxide (JP4-039). Radiat Res. 2018 Jun;189(6):560-578. doi: 10.1667/RR14878.1. Epub 2018 Mar 27. PMID: 29584588; PMCID: PMC5973476.

9: Wei L, Leibowitz BJ, Epperly M, Bi C, Li A, Steinman J, Wipf P, Li S, Zhang L, Greenberger J, Yu J. The GS-nitroxide JP4-039 improves intestinal barrier and stem cell recovery in irradiated mice. Sci Rep. 2018 Feb 1;8(1):2072. doi: 10.1038/s41598-018-20370-9. PMID: 29391546; PMCID: PMC5794877.

10: Leipnitz G, Mohsen AW, Karunanidhi A, Seminotti B, Roginskaya VY, Markantone DM, Grings M, Mihalik SJ, Wipf P, Van Houten B, Vockley J. Evaluation of mitochondrial bioenergetics, dynamics, endoplasmic reticulum-mitochondria crosstalk, and reactive oxygen species in fibroblasts from patients with complex I deficiency. Sci Rep. 2018 Jan 18;8(1):1165. doi: 10.1038/s41598-018-19543-3. PMID: 29348607; PMCID: PMC5773529.

11: Christner S, Guo J, Parise RA, Ringeval M, Hoye AT, Wipf P, Epperly MW, Greenberger JS, Beumer JH, Eiseman JL. Liquid chromatography-tandem mass spectrometric assay for the quantitation of the novel radiation protective agent and radiation mitigator JP4-039 in murine plasma. J Pharm Biomed Anal. 2018 Feb 20;150:169-175. doi: 10.1016/j.jpba.2017.12.023. Epub 2017 Dec 12. PMID: 29245086; PMCID: PMC5767136.

12: Steinman J, Epperly M, Hou W, Willis J, Wang H, Fisher R, Liu B, Bahar I, McCaw T, Kagan V, Bayir H, Yu J, Wipf P, Li S, Huq MS, Greenberger JS. Improved Total-Body Irradiation Survival by Delivery of Two Radiation Mitigators that Target Distinct Cell Death Pathways. Radiat Res. 2018 Jan;189(1):68-83. doi: 10.1667/RR14787.1. Epub 2017 Nov 15. PMID: 29140165; PMCID: PMC5808408.

13: Epperly MW, Rhieu BH, Franicola D, Dixon T, Cao S, Zhang X, Shields D, Wang H, Wipf P, Greenberger JS. Induction of TGF-β by Irradiation or Chemotherapy in Fanconi Anemia (FA) Mouse Bone Marrow Is Modulated by Small Molecule Radiation Mitigators JP4-039 and MMS350. In Vivo. 2017 Mar-Apr;31(2):159-168. doi: 10.21873/invivo.11040. PMID: 28358695; PMCID: PMC5411740.

14: Epperly MW, Sacher JR, Krainz T, Zhang X, Wipf P, Liang M, Fisher R, Li S, Wang H, Greenberger JS. Effectiveness of Analogs of the GS-Nitroxide, JP4-039, as Total Body Irradiation Mitigators. In Vivo. 2017 Jan 2;31(1):39-43. doi: 10.21873/invivo.11022. PMID: 28064218; PMCID: PMC5267945.

15: Krainz T, Gaschler MM, Lim C, Sacher JR, Stockwell BR, Wipf P. A Mitochondrial-Targeted Nitroxide Is a Potent Inhibitor of Ferroptosis. ACS Cent Sci. 2016 Sep 28;2(9):653-659. doi: 10.1021/acscentsci.6b00199. Epub 2016 Sep 7. PMID: 27725964; PMCID: PMC5043442.

16: Shinde A, Berhane H, Rhieu BH, Kalash R, Xu K, Goff J, Epperly MW, Franicola D, Zhang X, Dixon T, Shields D, Wang H, Wipf P, Parmar K, Guinan E, Kagan V, Tyurin V, Ferris RL, Zhang X, Li S, Greenberger JS. Intraoral Mitochondrial- Targeted GS-Nitroxide, JP4-039, Radioprotects Normal Tissue in Tumor-Bearing Radiosensitive Fancd2(-/-) (C57BL/6) Mice. Radiat Res. 2016 Feb;185(2):134-50. doi: 10.1667/RR14035.1. Epub 2016 Jan 20. PMID: 26789701; PMCID: PMC4773657.

17: Shinde A, Epperly MW, Cao S, Holt D, Goff J, Shields D, Franicola D, Wipf P, Wang H, Greenberger JS. Improved hematopoiesis in GS-nitroxide (JP4-039)-treated mouse long-term bone marrow cultures and radioresistance of derived bone marrow stromal cell lines. In Vivo. 2014 Sep-Oct;28(5):699-708. PMID: 25189880; PMCID: PMC6477534.

18: Skoda EM, Sacher JR, Kazancioglu MZ, Saha J, Wipf P. An uncharged oxetanyl sulfoxide as a covalent modifier for improving aqueous solubility. ACS Med Chem Lett. 2014 Jun 27;5(8):900-4. doi: 10.1021/ml5001504. PMID: 25147611; PMCID: PMC4137373.

19: Epperly MW, Goff JP, Franicola D, Wang H, Wipf P, Li S, Greenberger JS. Esophageal radioprotection by swallowed JP4-039/F15 in thoracic-irradiated mice with transgenic lung tumors. In Vivo. 2014 Jul-Aug;28(4):435-40. PMID: 24982207; PMCID: PMC6436097.

20: Berhane H, Shinde A, Kalash R, Xu K, Epperly MW, Goff J, Franicola D, Zhang X, Dixon T, Shields D, Wang H, Wipf P, Li S, Gao X, Greenberger JS. Amelioration of radiation-induced oral cavity mucositis and distant bone marrow suppression in fanconi anemia Fancd2-/- (FVB/N) mice by intraoral GS-nitroxide JP4-039. Radiat Res. 2014 Jul;182(1):35-49. doi: 10.1667/RR13633.1. Epub 2014 Jun 16. PMID: 24932534; PMCID: PMC4101533.