59476-61-8

Usage

Uses

Used in Pharmaceutical Industry:
(Isoxazolin-5-on-2-yl)alanine is used as a building block for the synthesis of novel pharmaceutical compounds. Its unique structure allows for the development of new drugs with specific targeting and therapeutic properties, potentially leading to more effective treatments for various diseases.
Used in Chemical Research:
In the field of chemical research, (isoxazolin-5-on-2-yl)alanine serves as a valuable compound for studying the effects of structural modifications on the properties and reactivity of amino acids. This can contribute to a deeper understanding of the role of amino acids in biological systems and the development of new bioactive molecules.
Used in Material Science:
(Isoxazolin-5-on-2-yl)alanine can be utilized as a component in the development of new materials with specific properties, such as improved stability or enhanced biocompatibility. Its incorporation into polymers or other materials may lead to innovative applications in various industries, including medical, environmental, and industrial sectors.
Used in Agricultural Industry:
(Isoxazolin-5-on-2-yl)alanine may also find applications in the agricultural industry, potentially serving as a component in the development of new pesticides, herbicides, or fertilizers. Its unique structure could contribute to the creation of more effective and environmentally friendly products for crop protection and enhancement.

InChI:InChI=1/C6H8N2O4/c7-4(6(10)11)3-8-2-1-5(9)12-8/h1-2,4H,3,7H2,(H,10,11)/t4-/m0/s1

Upstream product

• 5147-00-2 O-acetyl-L-serine 
• 43228-53-1 3-isoxazolin-5-one 
• 158220-93-0 α-(N-tert-butoxycarbonyl)-β-(N-tert-butoxycarbonyl, N-propioloxy)-β-amino-L-alanine benzhydryl ester 
• 101947-45-9 C₂₄H₃₂N₂O₉ 

Relevant academic research and scientific papers

Biosynthesis of β-(isoxazolin-5-on-2-yl)alanine, the precursor of the neurotoxic amino acid β-N-oxalyl-L-α,β-diaminopropionic acid

β-(Isoxazolin-5-on-2-yl)alanine (BIA), a biosynthetic precursor of the neurotoxic amino acid β-N-oxalyl-L-α,β-diaminopropionic acid (ODAP), was confirmed to be derived from O-acetyl-L-serine (OAS) and isoxazolin-5-one by cysteine synthase in higher plants. Some properties of this enzyme in the biosynthesis of BIA are described.

Enzymatic synthesis of two isoxazolylalanine isomers by cysteine synthases in Lathyrus species

Two isoxazolylalanine isomers, β-(isoxazolin-5-on-2-yl)-L-alanine (BIA, 1) and β-(isoxazolin-5-on-4-yl)-L-alanine (TAN-950 A, 2) were confirmed to be derived from O-acetyl-L-serine (OAS) and isoxazolin-5-one by cysteine synthases (CSases) with a different ratio in different plant parts. Some properties of this enzyme in the biosynthesis of both isomers are described.

Synthesis of chiral isoxazolidin-5-ones and their applications to the synthesis of β-amino-alanines and β-(N-hydroxyamino)-alanines

Herein we report a high-yielding synthesis of isoxazolidin-5-ones and their use to synthesise both β-amino-alanines and β-(N-hydroxyamino)-alanines.

Biomimetic Synyhesis of Heterocyclic β-Substituted Alanines by Pyridoxal 5'-Phosphate-Catalyzed Chemical Reactions

Several heterocyclic β-substituted alanines were biomimetically synthesized by incubating 0.1M acetate buffer solution containing the appropriate heterocyclic compound and O-acetylserine or serine in the presence of pyridoxal 5'-phosphate (PLP) and metal ions.This PLP-catalyzed chemical reaction depends upon pH, metal ions and temperature.The addition of Ga3+, Fe3+ or Al3+ enhanced the rate of synthesis.The optimum of the various reaction conditions of this biomimetic method is described.Keywords - biomymetic synthesis; amino acid synthesis; heterocyclic β-substituted alanine; non-protein amino acid; O-acetylserine; N-heterocyclic compound; pyridoxal 5'-phosphate; metal ion

SYNTHESIS OF L-β-(ISOXAZOLIN-5-ONE-2-YL)-ALANINE: A NOVEL METHOD FOR THE SYNTHESIS OF N-SUBSTITUTED 3,4-UNSUBSTITUTED ISOXAZOLIN-5-ONES

A mild new general method for the synthesis of the isoxazolin-5-one-2-yl ring system (4) via a favoured 5-endo-dig cyclisation is described; this methodology has been successfully applied for the first chemical enantio-efficient synthesis of L-β-(isoxazol