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G7261

Sigma-Aldrich

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:
72669-53-5
Molecular Weight:
304.30
MDL number:
MFCD00038085
UNSPSC Code:
12352209
PubChem Substance ID:
24895148
NACRES:
NA.26

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
A sensitive fluorimetric assay for gamma-glutamyl transferase.
G D Smith et al.
Analytical biochemistry, 100(1), 136-139 (1979-11-15)
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