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C0788

Sigma-Aldrich

Z-Leu-Leu-Glu β-naphthylamide

≥98%, powder

Synonym(s):

Cbz-LLE β-naphthylamine

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About This Item

Empirical Formula (Hill Notation):
C35H44N4O7
CAS Number:
75873-85-7
Molecular Weight:
632.75
MDL number:
MFCD00058505
UNSPSC Code:
12352209
PubChem Substance ID:
24892275
NACRES:
NA.77

Assay

≥98%

form

powder

color

white

solubility

THF: 25 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

CC(C)CC(NC(=O)OCc1ccccc1)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)Nc2ccc3ccccc3c2

InChI

1S/C35H44N4O7/c1-22(2)18-29(38-34(44)30(19-23(3)4)39-35(45)46-21-24-10-6-5-7-11-24)33(43)37-28(16-17-31(40)41)32(42)36-27-15-14-25-12-8-9-13-26(25)20-27/h5-15,20,22-23,28-30H,16-19,21H2,1-4H3,(H,36,42)(H,37,43)(H,38,44)(H,39,45)(H,40,41)

InChI key

MIYHULQEZFNUGE-UHFFFAOYSA-N

Amino Acid Sequence

Z-Leu-Leu-Glu-βNA

Substrates

Substrate for the glutamylpeptidyl-peptide hydrolase activity of the 20S proteasome (multicatalytic proteinase complex).

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H351

Precautionary Statements

P281

Hazard Classifications

Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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H Djaballah et al.
Biochemistry, 31(16), 4133-4141 (1992-04-28)
The multicatalytic proteinase (MCP) complex or proteasome is a major nonlysosomal proteinase of eukaryotic cells. The proteinase can cleave peptide bonds on the carboxyl side of hydrophobic, basic, or acidic amino acid residues. These activities have been referred to as
C Realini et al.
The Journal of biological chemistry, 272(41), 25483-25492 (1997-11-05)
Full-length cDNAs for three human proteasome activator subunits, called REGalpha, REGbeta, and REGgamma, have been expressed in Escherichia coli, and the purified recombinant proteins have been characterized. Recombinant alpha or gamma subunits form heptameric species; recombinant beta subunits are found
C Cardozo
Enzyme & protein, 47(4-6), 296-305 (1993-01-01)
The multicatalytic proteinase complex (MPC), also called the proteasome, is a ubiquitous particle (19S) that is required for life. It is found in the cytoplasm and nucleus of all eukaryotic cells where it degrades selected cytosolic and nuclear proteins. It
Lens neutral proteinase preparations hydrolyze glutamoyl bonds.
B J Wagner et al.
Experimental eye research, 40(6), 879-882 (1985-06-01)
S Wilk et al.
Journal of neurochemistry, 40(3), 842-849 (1983-03-01)
Pituitary cation-sensitive neutral endopeptidase splits peptide bonds on the carboxyl side of hydrophobic amino acids (chymotrypsin-like activity), basic amino acids (trypsin-like activity), and acidic amino acids (peptidyl-glutamyl-peptide bond hydrolyzing activity). All three activities copurify, are inhibited by cations, and reside
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