ChemicalBook--->CAS DataBase List--->16689-14-8

16689-14-8

16689-14-8 Structure

16689-14-8 Structure
IdentificationBack Directory
[Name]

LEU-LEU METHYL ESTER HYDROBROMIDE
[CAS]

16689-14-8
[Synonyms]

LLME · HBr
H-Leu-Leu-OMe
Leu-Leu-Ome, HBr
H-LEU-LEU-OME HBR
LEU-LEU METHYL ESTER HYDROBROMIDE
Leu-Leu-Ome.HCl|H-Leu-Leu-Ome.HCl
L-Leucyl-L-Leucine methyl ester hydrobromide
Leu-Leu methyl ester hydrobromide >=97% (TLC)
(S)-Methyl 2-((S)-2-amino-4-methylpentanamido)-4-methylpentanoate hydrobromide
[Molecular Formula]

C13H27BrN2O3
[MDL Number]

MFCD00216855
[MOL File]

16689-14-8.mol
[Molecular Weight]

339.27
Chemical PropertiesBack Directory
[storage temp. ]

−20°C
[solubility ]

Soluble in DMSO (up to 35 mg/ml) or in Water (up to 40 mg/ml)
[form ]

solid
[color ]

White
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 1 month.
[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
[InChIKey]

QIPBCIHWFATZOF-UHFFFAOYSA-N
[SMILES]

Br.COC(=O)C(CC(C)C)NC(=O)C(N)CC(C)C
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Leu-Leu-OMe (16689-14-8) is a lysosomal damaging agent (lysosomotropic). It is condensed into a membranolytic polymer via the transpeptidase action of cathepsin C within lysosomes.1,2 May be used to induce a lysosomal damage model in cells.3,4? LLOMe-induced lysosomal damage elicits ubiquitin puncta formation on lysosomes.1 Induces apoptosis in human mast cells via lysosome destabilization leaving fibroblasts and HEK-293 cells largely resistant.5 Induces lysophagy.4
[Uses]

H-Leu-Leu-OMe·HBr is a useful research chemical compound used in the preparation of octapeptide derivatives and intermediates.
[storage]

Store at -20°C
[References]

1) Maejima et al. (2013), Autophagy sequesters damaged lysosomes to control lysosomal biogenesis and kidney injury; EMBO J., 32 2336 2) Fujita et al. (2013), Recruitment of the autophagic machinery to endosomes during infection is mediated by ubiquitin; J. Cell Biol., 203 115 3) Chauhan et al. (2016), TRIMS and Galectins Globally Cooperate and TRIM16 and Galectin-3 Co-directed Autophagy in Endomembrane Damage Homeostasis; Dev. Cell, 39 13 4) Otomo and Yoshimori (2017), Lysophagy: A Method for Monitoring Lysosomal Rupture Followed by Autophagy-Dependent Recovery; Methods Mol. Biol. 1594 141 5) Melo et al. (2011), Lysosomal membrane permeabilization induces cell death in human mast cells; Scand. J. Immunol., 74 354
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