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Merck
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重要文件

M8699

Sigma-Aldrich

(R)-MG132

(R)-MG132

同義詞:

Z-L-Leu-D-Leu-L-Leu-al

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About This Item

經驗公式(希爾表示法):
C26H41N3O5
CAS號碼:
分子量::
475.62
分類程式碼代碼:
12352200
NACRES:
NA.32
暫時無法取得訂價和供貨情況

化驗

≥98%

品質等級

溶解度

DMSO or DMF: 25 mg/mL

儲存溫度

−20°C

SMILES 字串

CC(C)C[C@@H](C(N[C@H](C(N[C@H](C=O)CC(C)C)=O)CC(C)C)=O)NC(OCC1=CC=CC=C1)=O

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

InChI 密鑰

TZYWCYJVHRLUCT-VABKMULXSA-N

應用

(R)-MG132已被用于泛素化测定并用作蛋白酶体抑制剂。[1][2][3][4]

生化/生理作用

MG132(carbobenzoxy-Leu-Leu-leucinal)是一种三肽醛。它具有抗肿瘤活性,可增强化疗和放疗的细胞抑制/细胞毒性作用。[5](R)-MG132是一种有效的膜渗透性蛋白酶体抑制剂。它可以抑制J558L多发性骨髓瘤细胞和EMT6乳腺癌细胞裂解物中的蛋白酶体活性。与(S)-MG132相比,(R)-MG132立体异构体是更有效的胰凝乳蛋白酶样(ChTL)、胰蛋白酶样(TL)和肽酰谷氨酰肽水解蛋白酶体(PGPH)活性抑制剂。[5]

外觀

结晶固体或过冷液体

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (COA)

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A Mad2-Mediated Translational Regulatory Mechanism Promoting S-Phase Cyclin Synthesis Controls Origin Firing and Survival to Replication Stress.
Gay S, et al.
Molecular Cell, 70(4), 628-638 (2018)
Alternative promotion and suppression of metastasis by JNK2 governed by its phosphorylation.
Hu S, et al.
Oncotarget, 8(34), 56569-56569 (2017)
Studies of the synthesis of all stereoisomers of MG-132 proteasome inhibitors in the tumor targeting approach.
Mroczkiewicz M, et al.
Journal of Medicinal Chemistry, 53(4), 1509-1518 (2010)
Yanling Tao et al.
Oncology letters, 14(6), 6365-6372 (2017-11-23)
Osteosarcoma (OS) is among the most frequently occurring bone tumors, particularly in children. Clinical treatment of OS is limited due to several factors including resistance to chemotherapy drugs and metastasis, and the underlying molecular mechanisms remain unclear. In the present
J Yang et al.
Oncogene, 36(34), 4828-4842 (2017-04-11)
PIM1 is a proto-oncogene, encoding a serine/threonine protein kinase that regulates cell proliferation, survival, differentiation and apoptosis. Previous reports suggest that overexpression of PIM1 can induce cellular senescence. However, the molecular mechanism underlying this process is not fully understood. Here

Questions

1–2 of 2 Questions  
  1. Which cells are utilized to assess the bioactivity of Product No. M8699, also known as (R)-MG132?

    1 answer
    1. The biological activity of product No. M8699, (R)-MG132 was measured using J558L multiple myeloma cells and EMT6 breast cancer cells.

      Helpful?

  2. What is the molarity of a solution with a concentration of 25 mg/ml in DMSO?

    1 answer
    1. The molarity of a 25 mg/ml solution is 0.052 M, which is equivalent to 52 mM. This calculation is based on a substance with a molar mass of 475.62 g/mol, where a 1 M solution is prepared by dissolving 475.62 g in 1 liter.

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Reviews

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  1. Newark. NJ, USA
    • Review 1
    • Vote 1
    5 out of 5 stars.

    Worked spot on!!!

    The product worked at 25micromolar concentration for rat neonatal myocytes

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