ChemicalBook > CAS DataBase List > (R)-MG132

(R)-MG132

Product Name
(R)-MG132
CAS No.
1211877-36-9
Chemical Name
(R)-MG132
Synonyms
D-Leucinamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-N-[(1S)-1-formyl-3-methylbutyl]-;NSC60585;NSC 60585;MG-132(R);(R)-MG132;NSC-60585;MG-132(S,R,S);Z-Leu-D-leu-leu-al;(S,R,S)-(-)-MG-132;ZL-LEU-d-LEU-L-LEU-al
CBNumber
CB72589829
Molecular Formula
C26H41N3O5
Formula Weight
475.62
MOL File
1211877-36-9.mol
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(R)-MG132 Property

Boiling point:
682.0±55.0 °C(Predicted)
Density 
1.073±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 25 mg/ml
pka
11.14±0.46(Predicted)
form 
powder
color 
White to off-white
InChIKey
MQUQNJIRJAJICL-RJGXRXQPSA-N
SMILES
C(N)(=O)[C@@H](CC(C)C)N(C(=O)[C@H](CC(C)C)NC(OCC1=CC=CC=C1)=O)[C@H](C=O)CC(C)C
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Safety

WGK Germany 
3
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H303May be harmfulif swallowed

H320Causes eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1135
Product name
MG-132(R)
Purity
≥95% (HPLC)
Packaging
5mg
Price
$532
Updated
2026/03/19
Sigma-Aldrich
Product number
M8699
Product name
(R)-MG132
Packaging
1MG
Price
$212
Updated
2026/03/19
Cayman Chemical
Product number
13697
Product name
(R)-MG132
Purity
≥98%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
13697
Product name
(R)-MG132
Purity
≥98%
Packaging
5mg
Price
$202
Updated
2024/03/01
Cayman Chemical
Product number
13697
Product name
(R)-MG132
Purity
≥98%
Packaging
10mg
Price
$341
Updated
2024/03/01
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(R)-MG132 Chemical Properties,Usage,Production

Description

The ubiquitin-proteasome pathway plays an integral role in the selective degradation of intracellular proteins. While important for clearing damaged or mis-folded proteins, this proteolytic pathway also regulates the availability of key proteins involved in the control of inflammatory processes, cell cycle regulation, and gene expression. (R)-MG132 is a potent, reversible, and cell permeable proteasome inhibitor. After treatment for one hour at 100 nM, it inhibits 50% and 31% of proteasome activity in lysates of J558L multiple myeloma cells and EMT6 breast cancer cells, respectively. The (R)-MG132 stereoisomer is a more effective inhibitor of chymotrypsin-like (ChTL), trypsin-like (TL), and peptidylglutamyl peptide hydrolyzing proteasome (PGPH) activities compared to (S)-MG132 (IC50s = 0.22 versus 0.89 μM (ChTL); 34.4 versus 104.43 μM (TL); 2.95 versus 5.70 μM (PGPH), respectively).

Uses

(R)-MG132 has been used in ubiquitination assay and is used as a proteasome inhibitor.

Uses

(R)-MG-132 is a potent, reversible and selective tripeptide aldehyde proteasome inhibitor.

Definition

ChEBI: D-leucinamide, n-[(phenylmethoxy)carbonyl]-l-leucyl-n-[(1s)-1-formyl-3-methylbutyl]- is a peptide.

Biochem/physiol Actions

MG132 (carbobenzoxy-Leu-Leu-leucinal) is a tri-peptide aldehyde. It possesses antitumor activity and boosts cytostatic/cytotoxic effects of chemo- and radiotherapy. (R)-MG132 is a potent, membrane-permeable proteasome inhibitor. It can inhibit proteasome activity in lysates of J558L multiple myeloma cells and EMT6 breast cancer cells. The (R)-MG132 stereoisomer is a more effective inhibitor of chymotrypsin-like (ChTL), trypsin-like (TL), and peptidylglutamyl peptide hydrolyzing proteasome (PGPH) activities than the (S)-MG132.

storage

Store at -20°C

References

[1] D H LEE  A L G. Proteasome inhibitors: valuable new tools for cell biologists.[J]. Trends in Cell Biology, 1998, 8 10: 397-403. DOI: 10.1016/s0962-8924(98)01346-4
[2] MICHA MROCZKIEWICZ. Studies of the Synthesis of All Stereoisomers of MG-132 Proteasome Inhibitors in the Tumor Targeting Approach[J]. Journal of Medicinal Chemistry, 2010, 53 4: 1509-1518. DOI: 10.1021/jm901619n
[3] YA-JU CHANG. Cyclic Stretch Facilitates Myogenesis in C2C12 Myoblasts and Rescues Thiazolidinedione-Inhibited Myotube Formation[J]. Frontiers in Bioengineering and Biotechnology, 2016, 4 1. DOI: 10.3389/fbioe.2016.00027

(R)-MG132 Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-MG132 Suppliers

Hangzhou Baige Pharmaceutical Technology Co. , Ltd.
Tel
0571-85350119 15888826472
Email
15888826472@163.com
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China
ProdList
2729
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58
Nanjing Xinmeihe Pharmaceutical Co., Ltd.
Tel
025-57672321 13739186949
Fax
025-57672123
Email
yuanming@huashineltd.com
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China
ProdList
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Hangzhou Beiputai Biopharmaceutical Co., Ltd
Tel
0571-85350119 15888826472
Email
bptsales@163.com
Country
China
ProdList
3833
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Alabiochem Tech.Co., Ltd.
Tel
512-58900862 400-0707518
Fax
0086-512-56765862
Email
sales@alabiochem.com
Country
China
ProdList
973
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Hunan Hui Bai Shi Biotechnology Co., Ltd.
Tel
0731-85526065 13308475853
Email
ivy@hnhbsj.com
Country
China
ProdList
7245
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Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4790
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58
Shanghai Topbiochem Technology Co., Ltd
Tel
021-58170097 15801866362;
Email
info@topbiochem.com
Country
China
ProdList
9520
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Nanjing Dulai Biotechnology Co., Ltd.
Tel
025-84699383-8003;025-846993838003-8003 18013301593;18013301590
Fax
025-84699383-8003
Email
njduly@126.com
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China
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3293
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TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
8000
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58
Bide Pharmatech Ltd.
Tel
400-400-164-7117 18317119277
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
40000
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60
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View Lastest Price from (R)-MG132 manufacturers

RongNa Biotechnology Co.,Ltd
Product
(R)-MG132 1211877-36-9
Price
US $10.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
1 ton
Release date
2025-08-22

1211877-36-9, (R)-MG132Related Search:


  • (R)-MG132
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  • N-[(Phenylmethoxy)carbonyl]-L-leucyl-N-[(1S)-1-formyl-3-methylbutyl]-D-leucinamide
  • MG-132(R)
  • benzyl N-[(2S)-4-methyl-1-[[(2R)-4-methyl-1-[[(2S)-4-methyl-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]carbamate
  • MG-132(S,R,S)
  • (S,R,S)-(-)-MG-132
  • Z-Leu-D-leu-leu-al
  • D-Leucinamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-N-[(1S)-1-formyl-3-methylbutyl]-
  • N-benzyloxycarbonyl-L-leucyl-D-leucyl-L-leucinal
  • NSC 60585
  • NSC60585
  • NSC-60585
  • Benzyl ((S)-1-(((R)-1-amino-4-methyl-1-oxopentan-2-yl)((S)-4-methyl-1-oxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamate
  • (S,R,S)-(-)-MG-132|||Z-Leu-D-leu-leu-al
  • (R)-MG-132, 10 mM in DMSO
  • ZL-LEU-d-LEU-L-LEU-al
  • benzyl ((s)-4-methyl-1-(((r)-4-methyl-1-(((s)-4-methyl-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)carbamate
  • N-CBZ-L-Leucyl-N-[(1S)-1-formyl-3-methylbutyl]-D-leucinamide
  • N-[(phenylmethoxy)carbonyl]-L-leucineaminoacyl-N-[(1S)-1-formyl-3-methylbutyl]-D-leucineaminoamide
  • 1211877-36-9
  • peptides