L1636
L-Leucine chloromethyl ketone hydrochloride
Synonym(s):
Leu-CMK HCl
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About This Item
Empirical Formula (Hill Notation):
C7H14ClNO · HCl
CAS Number:
Molecular Weight:
200.11
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
form
powder
color
white to off-white
SMILES string
Cl.CC(C)C[C@H](N)C(=O)CCl
InChI
1S/C7H14ClNO.ClH/c1-5(2)3-6(9)7(10)4-8;/h5-6H,3-4,9H2,1-2H3;1H/t6-;/m0./s1
InChI key
DRZZRBOLWKRHPF-RGMNGODLSA-N
Biochem/physiol Actions
L-Leucine chloromethyl ketone (Leu-CMK) is used as a lysosomal cysteine protease inhibitor and as an insulin-like stimulator of lipid synthesis. L-Leucine chloromethyl ketone (Leu-CMK) may be acetylated to generate acetylleucine chloromethyl ketone, an inhibitor of acylpeptide hydrolase.
Storage Class
13 - Non 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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R H Matthews et al.
Biochimica et biophysica acta, 601(3), 640-653 (1980-10-02)
Alanine chloromethylketone and leucine chloromethylketone were synthesized and their effects on amino acid transport in sarcoma 37 mirone ascites tumor (S37) cells were studied. Alanine chloromethylketone preincubation weakly inhibited system A. Leucine chloromethylketone preincubation strongly inhibited both amino acid transport
M J Lee et al.
Archives of insect biochemistry and physiology, 39(1), 9-17 (1998-11-17)
N alpha-tosyl-L-lysine chloromethyl ketone (TLCK) stimulates lipid synthesis in locust fat body in vitro, and is able to reverse the inhibitory effects of AKH-I on lipid synthesis. Effective stimulatory concentrations of TLCK were in the range of 0.2-1.0 mM. Similar
Y Tanaka et al.
Xenobiotica; the fate of foreign compounds in biological systems, 29(3), 281-295 (1999-04-29)
1. The degradation of recombinant human insulin-like growth factor-I (rhIGF-I) by purified lysosomes of rat kidney was examined in vitro. The peptide structures of the 13 degradation products were deduced from the sequence analysis and the molecular mass. Rat kidney
M Yamaguchi et al.
Biochemical and biophysical research communications, 263(1), 139-142 (1999-09-16)
Acetylleucine chloromethyl ketone (ALCK), an inhibitor of acylpeptide hydrolase (ACPH), inhibited the growth of human monoblastic U937 cells in a dose- and time-dependent manner. Morphology of the ALCK-exposed cells showed typical apoptosis, judging from the nuclear condensation and segmentation. Chromosomal
R H Matthews et al.
Cancer letters, 16(2), 207-218 (1982-07-01)
Leucine chloromethylketone labeling of viable S37 cells was preferential for the plasma membrane fraction. The pattern of radiolabeling of the plasma membrane proteins was time dependent. After 5 min the radiolabel was localized with glutamyl transpeptidase, and subsequently with other
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