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

Name: <SC>L</SC>-Leucine-7-amido-4-methylcoumarin hydrochloride
Brand: SIGMA

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

UNSPSC Code:

12352204

PubChem Substance ID:

24896303

NACRES:

NA.32

MDL number:

MFCD00043262

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Properties

Product Name

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

assay

≥98% (TLC)

Quality Segment

200

form

powder

solubility

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

fluorescence

λ_ex 327 nm; λ_em 349 nm (pH 8.0), λ_ex 380 nm; λ_em 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

Description

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
to determine leucine aminopeptidase activity of both Plasmodium falciparum M1 (PfA-M1) and PfA-M17 enzymes[1]

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This Item	A3401	B4153	164545
Sigma-Aldrich L2145 L-Leucine-7-amido-4-methylcoumarin hydrochloride	Sigma-Aldrich A3401 Ala-Ala-Phe-7-amido-4-methylcoumarin	Sigma-Aldrich B4153 Boc-Gln-Ala-Arg-7-amido-4-methylcoumarin hydrochloride	Sigma-Aldrich 164545 7-Amino-4-methylcoumarin
assay ≥98% (TLC)	assay ≥98% (TLC)	assay ~95%	assay ≥98% (HPLC)
solubility methanol: 50 mg/mL, clear, colorless to faintly yellow	solubility ethanol: 20 mg/mL, clear, colorless to light yellow	solubility methanol: 50 mg/mL, clear, colorless	solubility DMSO: 10 mg/mL, acetone: 10 mg/mL, DMF: soluble
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100
form powder	form powder	form powder	form solid
storage temp. −20°C	storage temp. 2-8°C	storage temp. −20°C	storage temp. 2-8°C
fluorescence λ_ex 327 nm; λ_em 349 nm (pH 8.0), λ_ex 380 nm; λ_em 440 nm (Reaction product)	fluorescence -	fluorescence -	fluorescence λ_ex 365-380 nm, λ_em 430-460 nm

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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