G7261
L-Glutamic acid γ-(7-amido-4-methylcoumarin)
fluorescent amino acid
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About This Item
Empirical Formula (Hill Notation):
C15H16N2O5
CAS Number:
Molecular Weight:
304.30
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
Recommended Products
Assay
≥98% (TLC)
form
powder
technique(s)
HPLC: suitable
color
white to light yellow
storage temp.
−20°C
SMILES string
CC1=CC(=O)Oc2cc(NC(=O)CCC(N)C(O)=O)ccc12
InChI
1S/C15H16N2O5/c1-8-6-14(19)22-12-7-9(2-3-10(8)12)17-13(18)5-4-11(16)15(20)21/h2-3,6-7,11H,4-5,16H2,1H3,(H,17,18)(H,20,21)
InChI key
JPOAPPISZAGCAO-UHFFFAOYSA-N
Biochem/physiol Actions
L-Glutamic acid γ-(7-amido-4-methylcoumarin) (gammaGlu-AMC) may be useful as a fluorogenic substrate for the detection, differentiation or characterization of gamma-glutamyltransferase(s)/transpeptidase(s).
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
Certificates of Analysis (COA)
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H D Shine et al.
Neurochemical research, 6(4), 453-463 (1981-04-01)
A new fluorometric assay was developed for the measurement of gamma-glutamyl transpeptidase (gamma-GTP). The assay utilizes as a substrate the synthetic compound 7-gamma-glutamylamido-4-methyl coumarin which is cleaved by gamma-GTP to yield the highly fluorescent product 7-amino-4-methyl coumarin. Optimal excitation and
K D Hammond et al.
Annals of clinical biochemistry, 22 ( Pt 4), 376-380 (1985-07-01)
Activities and isoenzyme patterns of gamma-glutamyl transferase (GGT) were studied in serum samples from fifteen Bantu males suffering from primary hepatoma; the results were compared with those obtained from normal samples. Enzyme activities were significantly higher in hepatoma patients than
R L Stein et al.
Biochemistry, 40(19), 5804-5811 (2001-05-09)
gamma-Glutamyl transpeptidase (gammaGTase) catalyzes the transfer of the gamma-glutamyl moiety of gamma-glutamyl-derived peptides, such as glutathione (gammaGlu-Cys-Gly), and anilides, such as gamma-glutamyl-7-amido-4-methylcoumarin (gammaGlu-AMC), to acceptor molecules, including water and various dipeptides. These acyl-transfer reactions all occur through a common acyl-enzyme
D L Blackmon et al.
Analytical biochemistry, 200(2), 352-358 (1992-02-01)
A series of enzymatic rate assays are described. The assays are based on coumarin derivatives that are fluorogenic substrates for the enzymes dipeptidase IV, aminopeptidase N, alkaline phosphatase, and gamma-glutamyltransferase. These simple assays are rapid and offer improved sensitivity over
E Prusak et al.
Clinica chimica acta; international journal of clinical chemistry, 107(1-2), 21-26 (1980-10-23)
Using 7-(gamma-L-glutamyl)-4-methyl-coumarylamide as the fluorogenic substrate a simple and sensitive method for the assay of transferase activity of gamma-glutamyl-transferase in human blood serum and some other biological fluids is described. The substrate was synthesized with a good yield by the
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