736184-44-4

Basic information

• Product Name: D-Phenylalanine, 2-iodo-
• Synonyms: D-Phenylalanine, 2-iodo- ;(R)-2-Amino-3-(2-iodophenyl)propanoic acid
• CAS NO: 736184-44-4
• Molecular Formula: C9H10INO2
• Molecular Weight: 291.08567
• Mol File: 736184-44-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: D-Phenylalanine, 2-iodo-(CAS DataBase Reference)
• NIST Chemistry Reference: D-Phenylalanine, 2-iodo-(736184-44-4)
• EPA Substance Registry System: D-Phenylalanine, 2-iodo-(736184-44-4)

Safety Data

• Hazardous Substances Data: 736184-44-4(Hazardous Substances Data)

Usage

General Description

D-Phenylalanine, 2-iodo- is an organic compound that consists of a phenylalanine molecule with an iodine atom attached to the 2 position on the phenyl ring. It is commonly used as a reagent in organic synthesis and as a precursor in the production of various pharmaceuticals and chemicals. Its chemical structure and properties make it suitable for use in the development of new drugs and as an intermediate in the synthesis of complex molecules. Additionally, it has potential applications in the field of medicinal chemistry and drug discovery due to its ability to modulate the activity of certain enzymes and receptors in the body.

Relevant articles and documents

2-[ 18 F]Fluorophenylalanine: Synthesis by Nucleophilic 18 F-Fluorination and Preliminary Biological Evaluation

2-[ 18 F]Fluorophenylalanine (2-[ 18 F]FPhe), a promising PET tracer for imaging of cerebral infarction and tumors, was efficiently prepared from an easily accessible iodonium salt precursor using Cu-mediated radiofluorination under 'low base' or 'minimalist' conditions. Whereas significant racemization was initially observed if the 'minimalist' protocol was applied for radiolabeling, it was completely suppressed by the careful adjustment of 18 F - preprocessing. The initial biological study revealed a higher uptake of 2-[ 18 F]FPhe in different tumor cells in comparison to that of [ 18 F]FET. In contrast to 4-[ 18 F]FPhe, which suffered from rapid defluorination in vivo, 2-[ 18 F]FPhe demonstrated a sufficient in vivo stability. Conclusively, 2-[ 18 F]FPhe is a promising PET probe that is now readily available using Cu-mediated radiofluorination under 'minimalist' or 'low base' conditions. The simplicity of the translation of the proposed procedures to automated synthesis modules allows a broad biological evaluation of 2-[ 18 F]FPhe. Notably, a novel protocol for the preparation of N -Boc protected amino acids from the respective Ni-Schiff base complexes was developed that avoided application of strongly acidic conditions.