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

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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: $496
Updated: 2025/07/31

Sigma-Aldrich

Product number: M8699
Product name: (R)-MG132
Packaging: 1MG
Price: $197
Updated: 2025/07/31

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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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:

N-ACETYLLACTOSAMINE Dodecyl acrylate 5-METHYL-N,N-DIMETHYLTRYPTAMINE N-Methoxyphthalimide

(R)-MG132

Cbz-L-leu-D-leu-L-leu-H

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

1211877-36-9

peptides