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MedKoo Biosciences/MG-132/406304/500mg

MG132 is a specific, potent, reversible, and cell-permeable proteasome inhibitor (Ki = 4 nM) . It reduces the degradation of ubiquitin-conjugated proteins in mammalian cells and permeable strains of yeast by the 26S complex without affecting its ATPase or isopeptidase activities. MG132 activates c-Jun N-terminal kinase (JNK1), which initiates apoptosis. MG132 also inhibits NF-κB activation with an IC50 of 3 µM and prevents β-secretase cleavage. MG-132 induces MCPIP1 expression; induces C6 glioma cell apoptosis via oxidative stress; induces AIF nuclear translocation through down-regulation of ERK and Akt/mTOR pathway.

MedKoo Cat#: 406304
Name: MG-132
CAS#: 133407-82-6
Chemical Formula: C26H41N3O5
Exact Mass: 475.30462
Molecular Weight: 475.62
Elemental Analysis: C, 65.66; H, 8.69; N, 8.83; O, 16.82


Synonym: MG-132; MG132; MG 132.

IUPAC/Chemical Name: benzyl ((S)-4-methyl-1-(((S)-4-methyl-1-(((S)-4-methyl-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)carbamate

InChi Key: TZYWCYJVHRLUCT-VABKMULXSA-N

InChi Code: InChI=1S/C26H41N3O5/c1-17(2)12-21(15-30)27-24(31)22(13-18(3)4)28-25(32)23(14-19(5)6)29-26(33)34-16-20-10-8-7-9-11-20/h7-11,15,17-19,21-23H,12-14,16H2,1-6H3,(H,27,31)(H,28,32)(H,29,33)/t21-,22-,23-/m0/s1

SMILES Code: O=C(OCC1=CC=CC=C1)N[C@@H](CC(C)C)C(N[C@@H](CC(C)C)C(N[C@@H](CC(C)C)C=O)=O)=O


Technical Data

Appearance:
Solid powder

Purity:
>98%

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, not in water

Shelf Life:
>5 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).

Harmonized System Code:
293490


Additional Information

  
 
 
 


References

1: Liu D, Gao M, Yang Y, Qi YU, Wu K, Zhao S. Inhibition of autophagy promotes cell apoptosis induced by the proteasome inhibitor MG-132 in human esophageal squamous cell carcinoma EC9706 cells. Oncol Lett. 2015 May;9(5):2278-2282. Epub 2015 Mar 17. PubMed PMID: 26137056; PubMed Central PMCID: PMC4467331.

2: Hosseini SM, Hajian M, Forouzanfar M, Ostadhosseini S, Moulavi F, Ghanaei HR, Gourbai H, Shahverdi AH, Vosough AD, Nasr-Esfahani MH. Chemically assisted somatic cell nuclear transfer without micromanipulator in the goat: effects of demecolcine, cytochalasin-B, and MG-132 on the efficiency of a manual method of oocyte enucleation using a pulled Pasteur pipette. Anim Reprod Sci. 2015 Jul;158:11-8. doi: 10.1016/j.anireprosci.2015.04.002. Epub 2015 Apr 15. PubMed PMID: 25956201.

3: Chen HY, Ren XY, Wang WH, Zhang YX, Chen SF, Zhang B, Wang LX. Upregulated ROS production induced by the proteasome inhibitor MG-132 on XBP1 gene expression and cell apoptosis in Tca-8113 cells. Biomed Pharmacother. 2014 Jul;68(6):709-13. doi: 10.1016/j.biopha.2014.07.011. Epub 2014 Jul 18. PubMed PMID: 25092240.

4: Skalniak L, Dziendziel M, Jura J. MCPIP1 contributes to the toxicity of proteasome inhibitor MG-132 in HeLa cells by the inhibition of NF-κB. Mol Cell Biochem. 2014 Oct;395(1-2):253-63. doi: 10.1007/s11010-014-2134-z. Epub 2014 Jul 4. PubMed PMID: 24992982; PubMed Central PMCID: PMC4131145.

5: Wójcik S, Spodnik JH, Spodnik E, Dziewiątkowski J, Moryś J. Nigrostriatal pathway degeneration in rats after intraperitoneal administration of proteasome inhibitor MG-132. Folia Neuropathol. 2014;52(1):41-55. PubMed PMID: 24729342.

6: Tarjányi O, Berta G, Harci A, Bacsa EB, Stark B, Pap M, Szeberényi J, Sétáló G Jr. The role of Src protein in the process formation of PC12 cells induced by the proteasome inhibitor MG-132. Neurochem Int. 2013 Nov;63(5):413-22. doi: 10.1016/j.neuint.2013.07.008. Epub 2013 Jul 31. PubMed PMID: 23911694.

7: Skalniak L, Koj A, Jura J. Proteasome inhibitor MG-132 induces MCPIP1 expression. FEBS J. 2013 Jun;280(11):2665-74. doi: 10.1111/febs.12264. Epub 2013 May 7. PubMed PMID: 23551903; PubMed Central PMCID: PMC3806276.

8: Wang Y, Sun W, Du B, Miao X, Bai Y, Xin Y, Tan Y, Cui W, Liu B, Cui T, Epstein PN, Fu Y, Cai L. Therapeutic effect of MG-132 on diabetic cardiomyopathy is associated with its suppression of proteasomal activities: roles of Nrf2 and NF-κB. Am J Physiol Heart Circ Physiol. 2013 Feb 15;304(4):H567-78. doi: 10.1152/ajpheart.00650.2012. Epub 2012 Dec 7. PubMed PMID: 23220333.

9: Sato K, Ozaki T, Ishiguro S, Nakazawa M. M-opsin protein degradation is inhibited by MG-132 in Rpe65⁻/⁻ retinal explant culture. Mol Vis. 2012;18:1516-25. Epub 2012 Jun 13. PubMed PMID: 22736942; PubMed Central PMCID: PMC3380917.

10: Sun SY, An CN, Pu XP. DJ-1 protein protects dopaminergic neurons against 6-OHDA/MG-132-induced neurotoxicity in rats. Brain Res Bull. 2012 Sep 1;88(6):609-16. doi: 10.1016/j.brainresbull.2012.05.013. Epub 2012 Jun 1. PubMed PMID: 22664331.

11: Naumann K, Schmich K, Jaeger C, Kratz F, Merfort I. Noxa/Mcl-1 balance influences the effect of the proteasome inhibitor MG-132 in combination with anticancer agents in pancreatic cancer cell lines. Anticancer Drugs. 2012 Jul;23(6):614-26. doi: 10.1097/CAD.0b013e3283504e53. PubMed PMID: 22314265.

12: Li ZW, Fu R, Zhao YR, Zhao C, Li ZY. [MG-132 enhances MSCs survival and IL-10 secretion under hypoxia and serum deprivation condition]. Sheng Li Xue Bao. 2011 Dec 25;63(6):525-32. Chinese. PubMed PMID: 22193447.

13: Chen SF, Chen HY, Liu XB, Zhang YX, Liu W, Wang WH, Zhang B, Wang LX. Apoptotic effect of MG-132 on human tongue squamous cell carcinoma. Biomed Pharmacother. 2011 Aug;65(5):322-7. doi: 10.1016/j.biopha.2011.04.009. Epub 2011 Jun 12. PubMed PMID: 21775096.

14: Fan WH, Hou Y, Meng FK, Wang XF, Luo YN, Ge PF. Proteasome inhibitor MG-132 induces C6 glioma cell apoptosis via oxidative stress. Acta Pharmacol Sin. 2011 May;32(5):619-25. doi: 10.1038/aps.2011.16. Epub 2011 Apr 18. PubMed PMID: 21499287; PubMed Central PMCID: PMC4002511.

15: Liu XB, Chen SF, Chen HY, Zhang B. [Apoptosis induced by MG-132 in Tca-8113 cells]. Shanghai Kou Qiang Yi Xue. 2011 Feb;20(1):36-40. Chinese. PubMed PMID: 21451896.

16: Ebert B, Kisiela M, Wsól V, Maser E. Proteasome inhibitors MG-132 and bortezomib induce AKR1C1, AKR1C3, AKR1B1, and AKR1B10 in human colon cancer cell lines SW-480 and HT-29. Chem Biol Interact. 2011 May 30;191(1-3):239-49. doi: 10.1016/j.cbi.2010.12.026. Epub 2011 Jan 6. PubMed PMID: 21215737.

17: Ko JK, Choi CH, Kim YK, Kwon CH. The proteasome inhibitor MG-132 induces AIF nuclear translocation through down-regulation of ERK and Akt/mTOR pathway. Neurochem Res. 2011 May;36(5):722-31. doi: 10.1007/s11064-010-0387-9. Epub 2011 Jan 4. PubMed PMID: 21203833.

18: Huang XW, Qing Y, Liang YF, Shi N. [Protected effects of MG-132 on apoptosis induced by deltamethrin in rat's hippocampus]. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2010 Jul;28(7):505-7. Chinese. PubMed PMID: 21114028.

19: Xu CF, Xia SJ. [Effect of MG-132 upon the expression of intercellular adhesion molecule-1 in cerulein-induced acute pancreatitis in mice]. Zhonghua Yi Xue Za Zhi. 2010 Mar 30;90(12):853-6. Chinese. PubMed PMID: 20450628.

20: Li XH, Xue TY, Xu W, Gao JZ. [Effect of proteasome inhibitor MG-132 on L1210 cell apoptosis and its mechanism]. Zhongguo Shi Yan Xue Ye Xue Za Zhi. 2010 Apr;18(2):321-5. Chinese. PubMed PMID: 20416160.

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