61764-82-7

Usage

Uses

Used in Research and Development:
METHYL TRANS-CINNAMATE-D5 (PHENYL-D5) is used as a research compound for the study of various chemical and biological processes. The incorporation of deuterium in the molecule allows for the investigation of reaction mechanisms, structural analysis, and the identification of specific interactions within complex systems.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, METHYL TRANS-CINNAMATE-D5 (PHENYL-D5) is used as a labeled compound for the development and optimization of drug candidates. Its isotopically labeled nature enables researchers to track the compound's behavior in biological assays and to study its metabolic pathways, which can be crucial for understanding the compound's efficacy and safety.
Used in Chemical Synthesis:
METHYL TRANS-CINNAMATE-D5 (PHENYL-D5) is also used as a starting material or intermediate in the synthesis of other deuterated compounds. The presence of deuterium can affect the reactivity and stability of the molecule, making it a valuable building block for the development of novel deuterated chemicals with potential applications in various fields.
Used in Analytical Chemistry:
In analytical chemistry, METHYL TRANS-CINNAMATE-D5 (PHENYL-D5) can be employed as an internal standard or a reference compound for the quantification and identification of related compounds. The deuterium labeling provides a distinct mass difference, which can be exploited to improve the accuracy and precision of analytical measurements.
Used in Material Science:
METHYL TRANS-CINNAMATE-D5 (PHENYL-D5) may also find applications in material science, where it can be used to study the properties of deuterated materials or to develop new materials with specific characteristics. The deuterium labeling can influence the material's physical and chemical properties, such as its thermal stability, mechanical strength, or optical properties.

Upstream product

• 103-26-4 methyl cinnamate 
• 352431-48-2 C₉H₂⁽²⁾H₆O₂ 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 1309470-47-0 [ring,2,3-(2)H7]-(2S,3S)-α-phenylalanine 
• 1174218-97-3 C₉H₂⁽²⁾H₆O₂ 
• 362049-55-6 [ring, 3-(2)H6]-(2RS,3SR)-α-phenylalanine 

Relevant academic research and scientific papers

Palladium-Catalyzed Nondirected Late-Stage C-H Deuteration of Arenes

We describe a palladium-catalyzed nondirected late-stage deuteration of arenes. Key aspects include the use of D2O as a convenient and easily available deuterium source and the discovery of highly active N,N-bidentate ligands containing an N-acylsulfonamide group. The reported protocol enables high degrees of deuterium incorporation via a reversible C-H activation step and features extraordinary functional group tolerance, allowing for the deuteration of complex substrates. This is exemplified by the late-stage isotopic labeling of various pharmaceutically relevant motifs and related scaffolds. We expect that this method, among other applications, will prove useful as a tool in drug development processes and for mechanistic studies.

Stereochemistry and mechanism of a microbial phenylalanine aminomutase

The stereochemistry of a phenylalanine aminomutase (PAM) on the andrimid biosynthetic pathway in Pantoea agglomerans (Pa) is reported. PaPAM is a member of the 4-methylidene-1H-imidazol-5(4H)-one (MIO)-dependent family of catalysts and isomerizes (2S)-α-phenylalanine to (3S)-β-phenylalanine, which is the enantiomer of the product made by the mechanistically similar aminomutase TcPAM from Taxus plants. The NH2 and pro-(3S) hydrogen groups at Cα and Cβ, respectively, of the substrate are removed and interchanged completely intramolecularly with inversion of configuration at the migration centers to form β-phenylalanine. This is a contrast to the retention of configuration mechanism followed by TcPAM.