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L2145

Sigma-Aldrich

L-Leucine-7-amido-4-methylcoumarin hydrochloride

fluorogenic, ≥98% (TLC), powder

Synonym(s):

H-L-Leu-AMC HCl

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50 μL
CN¥4,622.99

CN¥4,622.99

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50 μL
CN¥4,622.99

About This Item

Empirical Formula (Hill Notation):
C16H20N2O3 · HCl
CAS Number:
62480-44-8
Molecular Weight:
324.80
MDL number:
MFCD00043262
UNSPSC Code:
12352204
PubChem Substance ID:
24896303
NACRES:
NA.32

CN¥4,622.99

Please contact Customer Service for Availability

Product Name

L-Leucine-7-amido-4-methylcoumarin hydrochloride,

Assay

≥98% (TLC)

form

powder

solubility

methanol: 50 mg/mL, clear, colorless to faintly yellow

fluorescence

λex 327 nm; λem 349 nm (pH 8.0)
λex 380 nm; λem 440 nm (Reaction product)

storage temp.

−20°C

SMILES string

Cl.CC(C)C[C@H](N)C(=O)Nc1ccc2C(C)=CC(=O)Oc2c1

InChI

1S/C16H20N2O3.ClH/c1-9(2)6-13(17)16(20)18-11-4-5-12-10(3)7-15(19)21-14(12)8-11;/h4-5,7-9,13H,6,17H2,1-3H3,(H,18,20);1H/t13-;/m0./s1

InChI key

VCRXITKKWBOQRZ-ZOWNYOTGSA-N

General description

L-Leucine-7-amido-4-methylcoumarin hydrochloride (Leu-AMC) is a fluorogenic peptidyl substrate for leucine aminopeptidase, an extracellular enzyme found abundantly in natural aquatic systems. This enzyme is one of the various enzymes used by bacteria for protein hydrolysis.

Application

L-Leucine-7-amido-4-methylcoumarin hydrochloride (Leu-AMC) as a substrate analog to determine leucine aminopeptidase activity
L-Leucine-7-amido-4-methylcoumarin hydrochloride has been used:
  • as a substrate in fluorescence-based soil assays[1]
  • to determine leucine aminopeptidase activity of both Plasmodium falciparum M1 (PfA-M1) and PfA-M17 enzymes[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

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    Certificates of Analysis (COA)

    Lot/Batch Number
    BCCM8046
    BCCL8090
    BCCK0769
    BCCG2323
    BCCD7189

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    Jian-Ming Huang et al.
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    Acanthamoeba are a free-living protozoan whose pathogenic strain can cause severe human diseases, such as granulomatous encephalitis and keratitis. As such, the pathogenic mechanism between humans and Acanthamoeba is still unknown. In our previous study, we identified the secreted Acanthamoeba
    Jisook Lee et al.
    ChemMedChem, 16(1), 234-249 (2020-09-19)
    Aminopeptidase N (APN/CD13) is a zinc-dependent ubiquitous transmembrane ectoenzyme that is widely present in different types of cells. APN is one of the most extensively studied metalloaminopeptidases as an anti-cancer target due to its significant role in the regulation of
    M17 leucine aminopeptidase of the human malaria parasite Plasmodium vivax
    Lee JY, et al.
    Molecular and Biochemical Parasitology, 170, 45-48 (2010)
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