MG-132

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

MedKoo CAT#: 406304

CAS#: 133407-82-6

Description: 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.


Price and Availability

Size
Price

10mg
Not available
100mg
Not available
1g
USD 3650
Size
Price

25mg
Not available
200mg
Not available
2g
USD 4950
Size
Price

50mg
Not available
500mg
Not available
5g
USD 7450

MG-132 is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

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.