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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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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
Pricing and availability is not currently available.

Product Name

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

Assay

≥98% (TLC)

Quality Level

200

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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Enzyme activity responses to nutrient loading in subtropical wetlands
Penton CR and Newman S
Biogeochemistry, 84, 83-98 (2007)
Vincent Tardy et al.
Journal of hazardous materials, 411, 125121-125121 (2021-04-17)
Pharmaceutical industry effluents are complex and highly variable in time. Assessing the efficiency of a pharmaceutical industry wastewater treatment plant (WWTP) and the resulting decrease in effluent toxicity and ecological risk is thus not straightforward. We set up an original
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)
C Ryan Penton et al.
Journal of environmental quality, 37(3), 972-976 (2008-05-06)
Enzyme catalyzed reactions are generally considered the rate-limiting step in organic matter degradation and may be significantly influenced by the structure and composition of plant communities. Changes in these rates have the potential to effect long-term peat accumulation and influence
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