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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:
Molecular Weight:
304.30
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
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 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)

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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