49831-65-4

Basic information

• Product Name: hopantenic acid
• Synonyms: Butanoic acid, 4-[(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)amino]-, (S)-;hopantenic acid;Dexpanthenol iMpurity J
• CAS NO: 49831-65-4
• Molecular Formula: C10H19 N O5
• Molecular Weight: 233.26
• Mol File: 49831-65-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: hopantenic acid(CAS DataBase Reference)
• NIST Chemistry Reference: hopantenic acid(49831-65-4)
• EPA Substance Registry System: hopantenic acid(49831-65-4)

Safety Data

• Hazardous Substances Data: 49831-65-4(Hazardous Substances Data)

Usage

Description

Hopantenic acid, also known as 4-[[(2S)-2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl]amino]butanoic Acid, is an impurity of Dexpanthenol. It serves as a precursor to coenzyme A, which is essential for acetylation reactions, and plays a role in the synthesis of acetylcholine.

Uses

Used in Pharmaceutical Industry:
Hopantenic acid is used as a precursor for coenzyme A for its involvement in acetylation reactions and the synthesis of acetylcholine, which is crucial for various physiological processes and treatments in the pharmaceutical industry.
Used in Neurological Applications:
Due to its role in the synthesis of acetylcholine, hopantenic acid is used as a component in the development of treatments for neurological disorders that involve the neurotransmitter acetylcholine, such as Alzheimer's disease and myasthenia gravis.
Used in Cosmetic Industry:
Hopantenic acid may also be used as an ingredient in the cosmetic industry, where it could potentially contribute to the development of products aimed at enhancing skin health and promoting the synthesis of essential molecules for skin function.

Upstream product

• 599-04-2 (R)-Pantolacton 
• 56-12-2 4-amino-n-butyric acid 

Relevant articles and documents

Chemical Proteomic Profiling of Protein 4′-Phosphopantetheinylation in Mammalian Cells

Protein 4′-phosphopantetheinylation is an essential post-translational modification (PTM) in prokaryotes and eukaryotes. So far, only five protein substrates of this specific PTM have been discovered in mammalian cells. These proteins are known to perform important functions, including fatty acid biosynthesis and folate metabolism, as well as β-alanine activation. To explore existing and new substrates of 4′-phosphopantetheinylation in mammalian proteomes, we designed and synthesized a series of new pantetheine analogue probes, enabling effective metabolic labelling of 4′-phosphopantetheinylated proteins in HepG2 cells. In combination with a quantitative chemical proteomic platform, we enriched and identified all the currently known 4′-phosphopantetheinylated proteins with high confidence, and unambiguously determined their exact sites of modification. More encouragingly, we discovered, using targeted chemical proteomics, a potential 4′-phosphopantetheinylation site in the protein of mitochondrial dehydrogenase/reductase SDR family member 2 (DHRS2).

Development of a method for the parallel synthesis and purification of N-substituted pantothenamides, known inhibitors of coenzyme A biosynthesis and utilization

N-Substituted pantothenamides are a class of pantothenic acid analogues which have been shown to act as inhibitors of coenzyme A biosynthesis and utilization, especially by blocking fatty acid metabolism through formation of inactive acyl carrier proteins. To fully explore the chemical diversity and inhibitory potential of these analogues we have developed a simple method for the parallel synthesis and purification of any number of pantothenamides from a single precursor, and subsequently evaluated a small library of these compounds as inhibitors of bacterial growth to demonstrate the potential and utility of the method.