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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
Molecular Weight:
267.24
MDL Number:
MFCD00036218
MOL File:
7300-59-6.mol
MSDS File:
SDS
Last updated:2023-09-08 17:36:42

L-Glutamic acid γ-(4-nitroanilide) 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)
FDA UNII 81SZ84NXWS
EPA Substance Registry System L-Glutamine, N-(4-nitrophenyl)- (7300-59-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Safety Statements  22-24/25
WGK Germany  3
TSCA  Yes
HS Code  29242990
NFPA 704
0
0 0

L-Glutamic acid γ-(4-nitroanilide) price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich G1135 L-Glutamic acid γ-(4-nitroanilide) γ-glutamyl transpeptidase substrate 7300-59-6 1g $107 2024-03-01 Buy
Sigma-Aldrich G1135 L-Glutamic acid γ-(4-nitroanilide) γ-glutamyl transpeptidase substrate 7300-59-6 5g $426 2024-03-01 Buy
TCI Chemical G0065 L-gamma-Glutamyl-p-nitroanilide Monohydrate >98.0%(HPLC)(T) 7300-59-6 1g $122 2024-03-01 Buy
TCI Chemical G0065 L-gamma-Glutamyl-p-nitroanilide Monohydrate >98.0%(HPLC)(T) 7300-59-6 5g $412 2024-03-01 Buy
Alfa Aesar A14442 gamma-L-Glutamyl-4-nitroanilide, 98+% 7300-59-6 5g $184 2021-12-16 Buy
Product number Packaging Price Buy
G1135 1g $107 Buy
G1135 5g $426 Buy
G0065 1g $122 Buy
G0065 5g $412 Buy
A14442 5g $184 Buy

L-Glutamic acid γ-(4-nitroanilide) Chemical Properties,Uses,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).
GAMMA-L-GLUTAMYL-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

848215-13-4
7300-59-6
Synthesis of L-Glutamic acid γ-(4-nitroanilide) from 3-Oxazolidinecarboxylic acid, 4-[3-[(4-nitrophenyl)amino]-3-oxopropyl]-5-oxo-, phenylmethyl ester, (4S)-

L-Glutamic acid γ-(4-nitroanilide) Preparation Products And Raw materials

L-Glutamic acid γ-(4-nitroanilide) Suppliers

Global( 128)Suppliers
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BOC Sciences
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GIHI CHEMICALS CO.,LIMITED
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-Glutamyl-p-nitroanilide Monohydrate L-&gamma L-gamma-Glutamyl-p-nitroanilide  gamma-glutamine-4-nitroanilide L-GLUTAMIC ACID 5-(4-NITROANILIDE) L-GAMMA-GLUTAMYL-P-NITROANILIDE GLUTAMIC ACID(PNA)-OH H-GLU(PNA)-OH GAMMA-L-GLU-P-NITROANILIDE GAMMA-L-GLUTAMYL-4-NITROANILIDE GAMMA-L-GLUTAMYL-P-NITROANILIDE GLU-PNA L-Glutamic acid 5-(4-nitroanilide) monohydrate L-γ-Glutamyl-p-nitroanilide monohydrate≥ 98% (HPLC) L-GLUTAMIC ACID GAMMA-(P-NITROANILIDE)*F REE BASE gamma-L-Glutamyl-4-nitroanilide, 98.5% L-Glutamine, N-(4-nitrophenyl)- l-glutamic acid γ-(4-nitroanilide) N-(4-nitrophenyl)-L-glutamine g-L-Glutamyl-4-nitroanilide ^y-L-Glutamyl-4-nitroanilide, 98+% L-gamma-Glutamyl-p-nitroanilide monohydrate,98% gamma-L-Glutamyl-4-nitroanilide, 98+% GaMMa - L - glutaMine paranitroaniline a hydrate L-gaMMa- glutaMyl - on - nitroaniline L-Glutamyl-4-nitroanilide N-(4-Nitrophenyl)-L-glutamine (2S)-2-amino-5-[(4-nitrophenyl)amino]-5-oxopentanoic acid (2S)-2-amino-5-[(4-nitrophenyl)amino]-5-oxo-pentanoic acid (2S)-2-amino-5-keto-5-[(4-nitrophenyl)amino]valeric acid (2S)-2-azaniumyl-5-[(4-nitrophenyl)amino]-5-oxopentanoate L-γ-GlutaMyl-p-nitroanilide Monohydrate (S)-2-AMino-5-((4-nitrophenyl)aMino)-5-oxopentanoic acid L-GlutaMy-4-nitroanilide MoMhydrate 110893-27-1 EINECS 230-748-5 G1135_SIGMA L-2-Amino-4'-nitroglutaranilic acid L-Glutamic acid gamma-(4-nitroanilide) N~5~-(4-nitrophenyl)glutamine ST5307107 GPNA/H-Glu-PNA nomega-(4-nitrophenyl)-l-glutamine L-Y-GLUTAMIC ACID-P-NITROANILIDE MONOHYDRATE γ-L-Glutamyl-4-nitroanilide, 98+% gamma-glutamyl-p-nitroanilide L-γ-Glutamyl-p-nitroanilide, L-Glutamic acid 5-(4-nitroanilide) Glu-4NA L-Gulutamic acid γ-p-nitroanilide γ-Glutamyl-p-nitroanilide GPNA, L-γ-Glutamyl-p-nitroanilide L-Gulutamic Acid L-γ-Glutamyl-p-nitroanilideMonohydrate> -p-NITROANIL UTAMYL γ-L-GLUTAMYL-p-NITROANILIDE Nω-(4-Nitrophenyl)-L-glutamine Monohydrate γ-L-Glutamyl-Pnitroanilide monohydrate L-Glutamic acid gamma-(4-nitroanilide) gamma-glutamyl transpeptidase substrate