1217684-62-2

Basic information

• Product Name: (R)-2-AMINO-3-(3,4,5-TRIFLUORO-PHENYL)-PROPIONIC ACID
• Synonyms: D-(3,4,5-TRIFLUOROPHENYL)-ALANINE;H-D-PHE(3,4,5-F 3)-OH;H-D-PHE(3,4,5-TRIFLUORO)-OH;H-D-PHE(M,P-F3)-OH;H-D-PHE(F)3-OH;3,4,5-TRIFLUORO-D-PHENYLALANINE;(R)-2-AMINO-3-(3,4,5-TRIFLUORO-PHENYL)-PROPIONIC ACID;(R)-2-amino-3-(3,4,5-trifluorophenyl)propanoic acid
• CAS NO: 1217684-62-2
• Molecular Formula: C₉H₈F₃NO₂
• Molecular Weight: 219.16
• Mol File: 1217684-62-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: Store at -15°C
• CAS DataBase Reference: (R)-2-AMINO-3-(3,4,5-TRIFLUORO-PHENYL)-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-AMINO-3-(3,4,5-TRIFLUORO-PHENYL)-PROPIONIC ACID(1217684-62-2)
• EPA Substance Registry System: (R)-2-AMINO-3-(3,4,5-TRIFLUORO-PHENYL)-PROPIONIC ACID(1217684-62-2)

Safety Data

• Hazardous Substances Data: 1217684-62-2(Hazardous Substances Data)

Usage

General Description

"(R)-2-Amino-3-(3,4,5-trifluoro-phenyl)-propionic acid" is a chemical compound that belongs to the class of organic compounds known as phenylpropanoic acids. Its molecular formula is C9H8F3NO2. This chemical compound is composed of an amino group (NH2), a propionic acid group (CH3CH2COOH), and a trifluorophenyl group attached to a central carbon atom. The presence of the (R) signifies the absolute configuration of the chiral center in the molecule. Phenylpropanoic acids like this are aromatic compounds containing a phenyl group and a propanoic acid group, which is a three-carbon alkyl group attached to a carboxylic acid group. As is common with fluorinated compounds, this molecule has the potential for use in several industries, such as pharmaceuticals and agrochemicals, due to the unique properties imparted by the fluorine atoms.

Upstream product

• 324028-12-8 acetyl-D-3,4,5-trifluorophenylalanine 
• 220141-72-0 3,4,5-trifluorobenzyl bromide 
• 324028-06-0 acetyl-DL-3,4,5-trifluorophenylalanine 
• 324028-00-4 2-acetylamino-2-(3,4,5-trifluoro-benzyl)-malonic acid 
• 324027-94-3 diethyl 2-acetamido-2-(3,4,5-trifluorobenzyl)malonate 
• 261952-26-5 C₉H₈F₃NO₂ 

Downstream Products

• 1227832-70-3 C₂₀H₁₄F₃NO₃ 

Relevant articles and documents

Deracemization and stereoinversion to aromatic d-amino acid derivatives with ancestral l-amino acid oxidase

Enantiomerically pure amino acid derivatives could be foundational compounds for peptide drugs. Deracemization of racemates to l-amino acid derivatives can be achieved through the reaction of evolved d-amino acid oxidase and chemical reductants, whereas deracemization to d-amino acid derivatives has not progressed due to the difficulty associated with the heterologous expression of l-amino acid oxidase (LAAO). In this study, we succeeded in developing an ancestral LAAO (AncLAAO) bearing broad substrate selectivity (13 l-amino acids) and high productivity through an Escherichia coli expression system (50.7 mg/L). AncLAAO can be applied to perform deracemization to d-amino acids in a similar way to deracemization to l-amino acids. In fact, full conversion (>99% ee, d-form) could be achieved for 16 racemates, including nine d,l-Phe derivatives, six d,l-Trp derivatives, and a d,l-phenylglycine. Taken together, we believe that AncLAAO could be a key enzyme to obtain optically pure d-amino acid derivatives in the future.