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L7393

Sigma-Aldrich

Leu-Leu methyl ester hydrobromide

≥97% (TLC)

Synonym(s):

LLME, HBr, Leu-Leu-Ome, HBr

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About This Item

Empirical Formula (Hill Notation):
C13H26N2O3 · HBr
CAS Number:
16689-14-8
Molecular Weight:
339.27
MDL number:
MFCD00216855
UNSPSC Code:
12352209
PubChem Substance ID:
24896476
NACRES:
NA.26

product name

Leu-Leu methyl ester hydrobromide, ≥97% (TLC)

Quality Level

200

Assay

≥97% (TLC)

form

powder

color

white

storage temp.

−20°C

SMILES string

Br.COC(=O)C(CC(C)C)NC(=O)C(N)CC(C)C

InChI

1S/C13H26N2O3.BrH/c1-8(2)6-10(14)12(16)15-11(7-9(3)4)13(17)18-5;/h8-11H,6-7,14H2,1-5H3,(H,15,16);1H

InChI key

QIPBCIHWFATZOF-UHFFFAOYSA-N

Application


  • VCP maintains lysosomal homeostasis and TFEB activity in differentiated skeletal muscle.: The article discusses the maintenance of lysosomal function and transcription factor activity in muscle cells, which may be influenced by small molecular agents like Leu-Leu methyl ester hydrobromide that affect cellular processes (Arhzaouy et al., 2019).

Biochem/physiol Actions

Leu-Leu methyl ester (LLME, Leu-Leu-OMe) may be used to induce protease-dependent cell death (apoptosis) in immune cells such as mast cells, phagocytes, monocytes/macrophages and natural killer cells.
Peptide toxic to natural killer T cells.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chrisovalantis Papadopoulos et al.
The EMBO journal, 36(2), 135-150 (2016-11-01)
Rupture of endosomes and lysosomes is a major cellular stress condition leading to cell death and degeneration. Here, we identified an essential role for the ubiquitin-directed AAA-ATPase, p97, in the clearance of damaged lysosomes by autophagy. Upon damage, p97 translocates
M Odaka et al.
Photochemistry and photobiology, 63(6), 800-806 (1996-06-01)
L-Leucyl-L-leucine methyl ester (Leu-Leu-OMe), an apoptosis inducer in natural killer cells and macrophages, was caged with trans-o-hydroxycinnamoyl (3a-d), trans-o-mercaptocinnamoyl (4) and o-nitrobenzyl derivatives (5a, b), and the photochemical reactivity of these derivatives in phosphate-buffered saline containing 1% dimethyl sulfoxide and
Catherina H Bird et al.
Biological chemistry, 391(8), 999-1004 (2010-06-12)
Reporter proteins comprising granzyme B (GrB) fused to eGFP, ecliptic pHluorin or mCherry, were generated and used to study granule (lysosome) distribution and properties in COS-1 cells and natural killer cells. The reporters resembled native GrB in biosynthesis and localization
Thiele, D.L. and Lipsky, P.E.
Federation Proceedings, 44, 590-590 (1985)
A Poloni et al.
Leukemia, 20(2), 329-335 (2005-12-13)
The engraftment ability of mesenchymal cells was investigated in 26 patients receiving allogeneic transplantation from HLA-identical siblings with reduced-intensity conditioning (RIC). The stem cell source was bone marrow (BM) in eight patients and G-CSF-mobilized peripheral blood hematopoietic cells in 18
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