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C0608

Sigma-Aldrich

Z-Leu-Leu-Leu-7-amido-4-methylcoumarin

≥95% (HPLC and TLC), solid

Synonym(s):

Cbz-Leu-Leu-Leu-AMC, Z-LLL-AMC

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About This Item

Empirical Formula (Hill Notation):
C36H48N4O7
Molecular Weight:
648.79
MDL number:
MFCD01074988
UNSPSC Code:
12352202
PubChem Substance ID:
329774803
NACRES:
NA.77

Quality Level

200

assay

≥95% (HPLC and TLC)

form

solid

solubility

DMSO: soluble

storage temp.

−20°C

SMILES string

CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)Nc2ccc3C(C)=CC(=O)Oc3c2

InChI

1S/C36H48N4O7/c1-21(2)15-28(33(42)37-26-13-14-27-24(7)18-32(41)47-31(27)19-26)38-34(43)29(16-22(3)4)39-35(44)30(17-23(5)6)40-36(45)46-20-25-11-9-8-10-12-25/h8-14,18-19,21-23,28-30H,15-17,20H2,1-7H3,(H,37,42)(H,38,43)(H,39,44)(H,40,45)/t28-,29-,30-/m0/s1

InChI key

MBZJQSNQQJWUBH-DTXPUJKBSA-N

Amino Acid Sequence

Z-Leu-Leu-Leu-AMC

General description

Manufactured for Sigma by Boston Biochem., Inc.

Biochem/physiol Actions

Fluorogenic substrate for the measurement of the peptidase activity of the 20S proteasome.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLBL2158V
119K1353
079K1109
098K1877
074K1217

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S Tsubuki et al.
Biochemical and biophysical research communications, 196(3), 1195-1201 (1993-11-15)
A tripeptide aldehyde protease inhibitor, benzyloxycarbonyl(Z)-Leu-Leu-leucinal (ZLLLa1), initiates neurite outgrowth in PC12 cells at an optimal concentration of 30nM. This result suggests the existence of a protease which regulates neurite formation in PC12 cells. We report here an attempt to
Paula Guzmán-Téllez et al.
European journal of cell biology, 99(5), 151085-151085 (2020-07-11)
The Naegleria are ubiquitous free-living amoebae and are characterized by the presence of three phases in their biological cycle: trophozoite, cyst and flagellate. Of this genus, only Naegleria fowleri has been reported as pathogenic to humans. The proteasome is a

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