CAS 57372-70-0

5-fluorohistidine

Description:

5-Fluorohistidine is a modified amino acid that serves as a derivative of histidine, where a fluorine atom is substituted at the 5-position of the imidazole ring. This substitution alters the electronic properties and reactivity of the molecule, potentially influencing its role in biological systems. The presence of the fluorine atom can enhance the stability of the compound and may affect its interactions with enzymes and receptors. 5-Fluorohistidine is often used in biochemical research to study protein function and structure, as well as in the development of pharmaceuticals. Its unique characteristics allow it to participate in various biochemical pathways, making it a valuable tool in the field of medicinal chemistry. The compound is typically synthesized through specific chemical reactions involving histidine and fluorinating agents. As with many fluorinated compounds, 5-fluorohistidine may exhibit distinct solubility and binding properties compared to its non-fluorinated counterpart, which can be leveraged in experimental designs.

Formula: C₆H₈FN₃O₂

InChI: InChI=1/C6H8FN3O2/c7-5-4(9-2-10-5)1-3(8)6(11)12/h2-3H,1,8H2,(H,9,10)(H,11,12)

SMILES: C(C(C(=O)O)N)c1c(F)[nH]cn1

Synonyms:

• Histidine, 5-Fluoro-
• 5-Fluorohistidine

5-Fluorohistidine

CAS: 57372-70-0

5-Fluorohistidine is an organic compound with the formula CHFNO. It is a fluorinated derivative of histidine, and a precursor to histamine. 5-Fluorohistidine has been shown to be a potent thyrotropin-releasing hormone (TRH) analog, and is used in the synthesis of histamine. This compound has also been used as a tool for investigating the mechanism of TRH action by studying its stereoselective binding to protrusions from rat brain capillary endothelial cells. 5-Fluorohistidine has also been used as a microbial probe for detecting microbial protrusions from bacterial cells.

Formula: C₆H₈FN₃O₂

Purity: Min. 95%

Molecular weight: 173.15 g/mol

Ref: 3D-FF167425