35285-20-2

Usage

Uses

Used in Pharmaceutical Industry:
1-Hydroxypiperidine-2-carboxylic acid is used as an enzyme inhibitor for its role in inhibiting arginase, which is involved in the urea cycle. This makes it a potential candidate for the development of drugs targeting conditions related to the urea cycle and arginase activity.
Used in Chemical and Biological Applications:
1-Hydroxypiperidine-2-carboxylic acid is used as a chelating agent due to its ability to form complexes with metal ions. This property is valuable in various applications, including the stabilization of metal ions in chemical reactions and the development of metal-based drugs or imaging agents in biological research.

Upstream product

• 102739-96-8 1-hydroxypiperidine-2-carbonitrile 
• 3105-95-1 pipecolinic acid 
• 110-89-4 piperidine 

Relevant academic research and scientific papers

N-hydroxy-pipecolic acid is a mobile metabolite that induces systemic disease resistance in Arabidopsis

Systemic acquired resistance (SAR) is a global response in plants induced at the site of infection that leads to long-lasting and broad-spectrum disease resistance at distal, uninfected tissues. Despite the importance of this priming mechanism, the identity and complexity of defense signals that are required to initiate SAR signaling is not well understood. In this paper, we describe a metabolite, N-hydroxy-pipecolic acid (N-OH-Pip) and provide evidence that this mobile molecule plays a role in initiating SAR signal transduction in Arabidopsis thaliana. We demonstrate that FLAVIN-DEPENDENT MONOOXYGENASE 1 (FMO1), a key regulator of SAR-associated defense priming, can synthesize N-OH-Pip from pipecolic acid in planta, and exogenously applied N-OH-Pip moves systemically in Arabidopsis and can rescue the SAR-deficiency of fmo1 mutants. We also demonstrate that N-OH-Pip treatment causes systemic changes in the expression of pathogenesis-related genes and metabolic pathways throughout the plant and enhances resistance to a bacterial pathogen. This work provides insight into the chemical nature of a signal for SAR and also suggests that the N-OH-Pip pathway is a promising target for metabolic engineering to enhance disease resistance.

SHORT- STEP SYNTHESIS OF AMINO ACIDS AND N-HYDROXYAMINO ACIDS FROM AMINES

Catalytic oxidation of secondary amines with hydrogen peroxide followed by treatment with hydrogen cyanide gave α-cyanohydroxylamines (1).Hydrolysis of 1 gave N-hydroxyamino acids (2), which undergo catalytic hydrogenation to give amino acids (3).This is a simple, efficient, and inexpensive method for synthesis of amino acids from amines.