1217683-93-6

Basic information

• Product Name: (2S,5R)-5-BENZYL-PIPERIDINE-2-CARBOXYLIC ACID
• Synonyms: (2S,5R)-5-BENZYL-PIPERIDINE-2-CARBOXYLIC ACID;(5R)-5-BENZYL-L-PIPECOLINIC ACID
• CAS NO: 1217683-93-6
• Molecular Formula: C13H17NO2
• Molecular Weight: 219.28
• Mol File: 1217683-93-6.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S,5R)-5-BENZYL-PIPERIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5R)-5-BENZYL-PIPERIDINE-2-CARBOXYLIC ACID(1217683-93-6)
• EPA Substance Registry System: (2S,5R)-5-BENZYL-PIPERIDINE-2-CARBOXYLIC ACID(1217683-93-6)

Safety Data

• Hazardous Substances Data: 1217683-93-6(Hazardous Substances Data)

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 7540-67-2 O-acetyl-L-homoserine 
• 104-55-2 3-phenyl-propenal 

Relevant articles and documents

Biosynthesis of Mycotoxin Fusaric Acid and Application of a PLP-Dependent Enzyme for Chemoenzymatic Synthesis of Substituted l -Pipecolic Acids

Fusaric acid (FA) is a well-known mycotoxin that plays an important role in plant pathology. The biosynthetic gene cluster for FA has been identified, but the biosynthetic pathway remains unclarified. Here, we elucidated the biosynthesis of FA, which features a two-enzyme catalytic cascade, a pyridoxal 5′-phosphate (PLP)-dependent enzyme (Fub7), and a flavin mononucleotide (FMN)-dependent oxidase (Fub9) in synthesizing the picolinic acid scaffold. FA biosynthesis also involves an off-line collaboration between a highly reducing polyketide synthase (HRPKS, Fub1) and a nonribosomal peptide synthetase (NRPS)-like carboxylic acid reductase (Fub8) in making an aliphatic α,β-unsaturated aldehyde. By harnessing the stereoselective C-C bond-forming activity of Fub7, we established a chemoenzymatic route for stereoconvergent synthesis of a series of 5-alkyl-, 5,5-dialkyl-, and 5,5,6-trialkyl-l-pipecolic acids of high diastereomeric ratio.