Acetyl-L-alanine 4-nitroanilide
Need Assistance?
  • US & Canada:
    +
  • UK: +

Acetyl-L-alanine 4-nitroanilide

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
L-Amino Acids
Catalog number
BAT-003903
CAS number
35978-75-7
Molecular Formula
C11H13N3O4
Molecular Weight
251.20
Acetyl-L-alanine 4-nitroanilide
IUPAC Name
(2S)-2-acetamido-N-(4-nitrophenyl)propanamide
Synonyms
Ac-L-Ala-pNA; (S)-2-Acetamido-N-(4-nitrophenyl)propanamide
Purity
99%
Density
1.32g/cm3
Boiling Point
571.2°C at 760mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C11H13N3O4/c1-7(12-8(2)15)11(16)13-9-3-5-10(6-4-9)14(17)18/h3-7H,1-2H3,(H,12,15)(H,13,16)/t7-/m0/s1
InChI Key
ABYZSYDGJGVCHS-ZETCQYMHSA-N
Canonical SMILES
CC(C(=O)NC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)C

Acetyl-L-alanine 4-nitroanilide is a chromogenic substrate commonly used in biochemical research and diagnostic applications. Here are some key applications of Acetyl-L-alanine 4-nitroanilide:

Enzyme Activity Assays: Acetyl-L-alanine 4-nitroanilide is frequently used to measure the activity of proteolytic enzymes such as aminopeptidases. Upon enzymatic cleavage, it releases a nitroaniline group, which can be quantitatively measured by spectrophotometry. This provides a convenient method for assessing enzyme kinetics and inhibitor efficacy in research and drug development.

Diagnostic Testing: In clinical diagnostics, Acetyl-L-alanine 4-nitroanilide is employed in tests to evaluate enzyme functions in bodily fluids. It can be used in assays to detect deficiencies or abnormalities in specific proteases, aiding in the diagnosis of various diseases. This application is particularly valuable for rapid and precise diagnostic procedures in medical laboratories.

Educational Training: Acetyl-L-alanine 4-nitroanilide is utilized in academic settings for teaching laboratory techniques related to enzymology and protein chemistry. It serves as an effective tool for demonstrating enzyme-substrate interactions and the principles of spectrophotometric analysis. Students use it in practical exercises to gain hands-on experience in biochemical experiments.

Biotechnological Research: In biotechnological research, Acetyl-L-alanine 4-nitroanilide is used to screen for novel proteolytic enzymes and to optimize conditions for enzyme production and activity. The chromogenic properties of the substrate simplify assay protocols and streamline the identification of enzymes with desired properties. This facilitates the development of enzymes for industrial applications, such as in pharmaceuticals and food processing.

1.Molecular cloning, expression and characterization of acylpeptide hydrolase in the silkworm, Bombyx mori.
Fu P1, Sun W1, Zhang Z2. Gene. 2016 Apr 10;580(1):8-16. doi: 10.1016/j.gene.2015.12.069. Epub 2016 Jan 8.
Acylpeptide hydrolase (APH) can catalyze the release of the N-terminal amino acid from acetylated peptides. There were many documented examples of this enzyme in various prokaryotic and eukaryotic organisms. However, knowledge about APH in insects still remains unknown. In this study, we cloned and sequenced a putative silkworm Bombyx mori APH (BmAPH) gene. The BmAPH gene encodes a protein of 710 amino acids with a predicted molecular mass of 78.5kDa. The putative BmAPH and mammal APHs share about 36% amino acid sequence identity, yet key catalytic residues are conserved (Ser566, Asp654, and His686). Expression and purification of the recombinant BmAPH in Escherichia coli showed that it has acylpeptide hydrolase activity toward the traditional substrate, Ac-Ala-pNA. Furthermore, organophosphorus (OP) insecticides, chlorpyrifos, phoxim, and malathion, significantly inhibited the activity of the APH both in vitro and in vivo. In addition, BmAPH was expressed in all tested tissues and developmental stages of the silkworm.
Online Inquiry
Verification code
Inquiry Basket