ChemicalBook > CAS DataBase List > L-Glutamic acid γ-(4-nitroanilide)

L-Glutamic acid γ-(4-nitroanilide)

Product Name
L-Glutamic acid γ-(4-nitroanilide)
CAS No.
7300-59-6
Chemical Name
L-Glutamic acid γ-(4-nitroanilide)
Synonyms
UTAMYL;GLU-PNA;Glu-4NA;ST5307107;110893-27-1;G1135_SIGMA;-p-NITROANIL;H-GLU(PNA)-OH;GPNA/H-Glu-PNA;EINECS 230-748-5
CBNumber
CB6496764
Molecular Formula
C11H13N3O5
Formula Weight
267.24
MOL File
7300-59-6.mol
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L-Glutamic acid γ-(4-nitroanilide) Property

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)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
TSCA 
Yes
HS Code 
29242990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
G1135
Product name
L-Glutamic acid γ-(4-nitroanilide)
Purity
γ-glutamyl transpeptidase substrate
Packaging
1g
Price
$107
Updated
2024/03/01
Sigma-Aldrich
Product number
G1135
Product name
L-Glutamic acid γ-(4-nitroanilide)
Purity
γ-glutamyl transpeptidase substrate
Packaging
5g
Price
$426
Updated
2024/03/01
TCI Chemical
Product number
G0065
Product name
L-gamma-Glutamyl-p-nitroanilide Monohydrate
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$122
Updated
2024/03/01
TCI Chemical
Product number
G0065
Product name
L-gamma-Glutamyl-p-nitroanilide Monohydrate
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$412
Updated
2024/03/01
Alfa Aesar
Product number
A14442
Product name
gamma-L-Glutamyl-4-nitroanilide, 98+%
Packaging
5g
Price
$184
Updated
2021/12/16
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L-Glutamic acid γ-(4-nitroanilide) Chemical Properties,Usage,Production

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) Preparation Products And Raw materials

Raw materials

Preparation Products

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7300-59-6, L-Glutamic acid γ-(4-nitroanilide)Related Search:

L-Glutamine GAMMA-L-GLUTAMYL-P-NITROANILIDE HYDRATE,GAMMA-L-GLUTAMYL P-NITROANILIDE, MONOHYDRATE DL-Glutamine L-Ornithine L-GLUTAMIC ACID GAMMA-(3-CARBOXY-4-NITROANILIDE) AMMONIUM SALT N-(4-Nitrophenyl)propionamide L-Glutamic acid γ-(4-nitroanilide) N-(4-Aminophenyl)propanamide 4-Nitroaniline H-GLU-PNA GAMMA-L-GLUTAMYL-4-NITROANILIDE HYDROCHLORIDE N-(4-AMINOPHENYL)PENTANAMIDE N-(4-AMINOPHENYL)BUTANAMIDE GAMMA-L-GLUTAMYL-P-NITROANILIDE HYDROCHLORIDE DL-GLUTAMIC ACID GAMMA-ANILIDE H-GLU(ANILIDE)-OH

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  • (2S)-2-amino-5-[(4-nitrophenyl)amino]-5-oxopentanoic acid
  • (2S)-2-amino-5-[(4-nitrophenyl)amino]-5-oxo-pentanoic acid
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  • 110893-27-1
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  • G1135_SIGMA
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