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(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
Molecular Weight:
475.62
MDL Number:
MFCD28580122
MOL File:
1211877-36-9.mol
MSDS File:
SDS
Last updated:2023-07-12 17:26:46

(R)-MG132 Properties

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

SAFETY

Risk and Safety Statements

WGK Germany  3

(R)-MG132 price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1135 MG-132(R) ≥95% (HPLC) 1211877-36-9 5mg $482 2024-03-01 Buy
Sigma-Aldrich M8699 (R)-MG132 1211877-36-9 1MG $180 2023-06-20 Buy
Cayman Chemical 13697 (R)-MG132 ≥98% 1211877-36-9 1mg $44 2024-03-01 Buy
Cayman Chemical 13697 (R)-MG132 ≥98% 1211877-36-9 5mg $202 2024-03-01 Buy
Cayman Chemical 13697 (R)-MG132 ≥98% 1211877-36-9 10mg $341 2024-03-01 Buy
Product number Packaging Price Buy
SML1135 5mg $482 Buy
M8699 1MG $180 Buy
13697 1mg $44 Buy
13697 5mg $202 Buy
13697 10mg $341 Buy

(R)-MG132 Chemical Properties,Uses,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)-MG-132 is a potent, reversible and selective tripeptide aldehyde proteasome inhibitor.

Uses

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

Global( 102)Suppliers
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Alpha Biopharmaceuticals Co., Ltd
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(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 N-benzyloxycarbonyl-L-leucyl-D-leucyl-L-leucinal NSC 60585 NSC60585 NSC-60585 D-Leucinamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-N-[(1S)-1-formyl-3-methylbutyl]- 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