L-Glutamic acid γ-(4-nitroanilide) Chemical Properties

Melting point:

185-188°C

alpha 

[α]D20 +36～+39°(c=2,dil.HCl)

Boiling point:

590.6±50.0 °C(Predicted)

Density 

1.463

refractive index 

32 ° (C=2, 0.5mol/L HCl)

storage temp. 

2-8°C

solubility 

Aqueous Acid (Slightly)

form 

Solid

pka

2.21±0.10(Predicted)

color 

White to Pale Yellow

BRN 

2818758

InChI

InChI=1S/C11H13N3O5/c12-10(15)6-5-9(11(16)17)13-7-1-3-8(4-2-7)14(18)19/h1-4,9,13H,5-6H2,(H2,12,15)(H,16,17)/t9-/m0/s1

InChIKey

IMTMBDXEKMXETQ-VIFPVBQESA-N

SMILES

C(O)(=O)[C@H](CCC(N)=O)NC1=CC=C([N+]([O-])=O)C=C1

CAS DataBase Reference

7300-59-6(CAS DataBase Reference)

EPA Substance Registry System

L-Glutamine, N-(4-nitrophenyl)- (7300-59-6)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

TSCA 

Yes

HS Code 

29242990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

L-Glutamic acid γ-(4-nitroanilide) Usage And Synthesis

Description

L-Glutamic acid γ-(4-nitroanilide) is a substrate for γ-glutamyltransferase (GGT). It is an important enzyme that is widely used in biocatalysis and clinical diagnostics.

Chemical Properties

cream coloured to light yellow powder

Uses

Substrate for gamma-glutamyl transpeptidase

Preparation

To a microwave vial containing a solution of Boc-L-glutamic acid tert-butyl ester (0.165 mmol, 1.0 equiv) and HATU (0.165 mmol, 1.0 equiv) in DMF (1.65 mL) was added the amine followed by DIPEA (57.5 μL, 2.0 equiv). The vial was sealed and heated under microwave irradiation for 30 min at 120 °C. Upon completion, the reaction was partitioned between water and CH2Cl2, extracted 3× with CH2Cl2, dried over anhydrous Na2SO4, and concentrated under vacuum. Compounds were purified via reverse phase chromatography (5-95% acetonitrile/water) to afford the N-Boc-glutamylanilide-tert-butyl esters. The compounds were transferred to vials followed by the addition of 2.0 mL of 4.0 M HCl in dioxane. The reaction stirred at 40 °C for 4 h. The reactions were concentrated under vacuum to afford L-Glutamic acid γ-(4-nitroanilide).

Solubility in water

Soluble in water, formic acid (50 mg/ml), and 0.5mol/l hydrochloric acid. Chloroform: Slightly soluble. DMF: Slightly soluble. DMSO: Slightly soluble. Ethanol: Slightly soluble. Methanol: Slightly soluble. PBS (pH 7.2): Slightly soluble

L-Glutamic acid γ-(4-nitroanilide)(7300-59-6)Related Product Information

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• L-Glutamic acid γ-(4-nitroanilide)
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• H-GLU(ANILIDE)-OH