N-acetylimidazole

• CAS: 2466-76-4
• Catalog Number: ACM2466764
• Category: Imidazoles
• Molecular Weight: 110.11
• Molecular Formula: C5H6N2O
• Melting Point: 99-105 °C
• Density: 1.14 g/cm³
• Appearance: White to pale yellow crystals

Case Study

N-Acetylimidazole in the Functional Modulation of Multicatalytic Proteinase Complex: A Casein Hydrolysis Application

Yu B, et al. Journal of Biological Chemistry, 1991, 266(26), 17396-17400.

N-Acetylimidazole was experimentally applied to modulate the catalytic profile of the bovine pituitary multicatalytic proteinase complex (MPC). The study employed substrate-specific fluorometric assays to monitor three proteolytic activities: trypsin-like (Cbz-D-Ala-Leu-Arg-2-naphthylamide), peptidylglutamyl-peptide hydrolyzing (PGP; Cbz-Leu-Leu-Glu-2-naphthylamide), and chymotrypsin-like (Cbz-Gly-Gly-Leu-p-nitroanilide). Upon acetylation with N-acetylimidazole, a rapid inactivation of the trypsin-like and PGP activities was observed, while chymotrypsin-like activity declined slowly. Paradoxically, casein hydrolysis was significantly enhanced, yielding a stable 21 kDa intermediate not present in native reactions. Subsequent treatment with hydroxylamine restored the trypsin-like and caseinolytic activities but not PGP, confirming the irreversible inhibition of glutamyl-specific catalysis via ε-lysine acetylation. Non-denaturing gel electrophoresis revealed mobility shifts without subunit dissociation, consistent with lysine-targeted acetylation. These results demonstrate that N-acetylimidazole can differentially modulate MPC's enzymatic specificity and suggests a distinct protease component is responsible for initiating casein cleavage, separate from classical proteolytic activities.

Custom Q&A

What is the molecular formula of N-acetylimidazole?

The molecular formula of N-acetylimidazole is C5H6N2O.

What are some synonyms for N-acetylimidazole?

Some synonyms for N-acetylimidazole are 1-Acetylimidazole and 1-(1H-imidazol-1-yl)ethanone.

When was N-acetylimidazole created?

N-acetylimidazole was created on September 16, 2004.

What is the molecular weight of N-acetylimidazole?

The molecular weight of N-acetylimidazole is 110.11 g/mol.

What is the InChIKey of N-acetylimidazole?

The InChIKey of N-acetylimidazole is VIHYIVKEECZGOU-UHFFFAOYSA-N.

How many hydrogen bond acceptors does N-acetylimidazole have?

N-acetylimidazole has 2 hydrogen bond acceptors.

What is the topological polar surface area of N-acetylimidazole?

The topological polar surface area of N-acetylimidazole is 34.9 Ų.

How many heavy atoms does N-acetylimidazole have?

N-acetylimidazole has 8 heavy atoms.

Does N-acetylimidazole have any defined atom or bond stereocenters?

No, N-acetylimidazole does not have any defined atom or bond stereocenters.

What is the formal charge of N-acetylimidazole?

The formal charge of N-acetylimidazole is 0.