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Merck

SML1135

MG-132(R)

≥95% (HPLC), membrane-permeable proteasome inhibitor, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C26H41N3O5
CAS Number:
Molecular Weight:
475.62
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32
MDL number:
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Product Name

MG-132(R), ≥95% (HPLC)

product line

SAFC Hitech®

Quality Segment

assay

≥95% (HPLC)

form

powder

solubility

DMSO: soluble

storage temp.

−20°C

SMILES string

O=C(N[C@H](CC(C)C)C(N[C@H](C=O)CC(C)C)=O)[C@H](CC(C)C)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 key

TZYWCYJVHRLUCT-ZRBLBEILSA-N

Gene Information

Biochem/physiol Actions

MG-132(R) is a potent, membrane-permeable proteasome inhibitor. It induces neurite outgrowth in PC12 cells at 10 M. MG-132(R) blocks cleavage of poly(ADP-ribose) polymerase and apoptosis in thymocytes. However, MG-132(R) also activates c-Jun N-terminal protein kinase (JNK-1), which initiates apoptosis in response to cell stress. Proteasome inhibition induces accumulation of heat shock protein mRNA, activation of heat-shock proteins, and enhanced thermotolerance in various cell types.

Legal Information

SAFC Hitech is a registered trademark of Sigma-Aldrich Co. LLC


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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