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;Cbz-L-leu-D-leu-L-leu-H
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
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1135
Product name
MG-132(R)
Purity
≥95% (HPLC)
Packaging
5mg
Price
$482
Updated
2024/03/01
Sigma-Aldrich
Product number
M8699
Product name
(R)-MG132
Packaging
1MG
Price
$180
Updated
2023/06/20
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

(R)-MG132 Preparation Products And Raw materials

Raw materials

Preparation Products

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


  • (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
  • 1211877-36-9
  • peptides