Фенилаланин бетаин

Description

Phenylalanine betaine is a quaternary ammonium derivative of phenylalanine, (2S)-3-phenyl-2-(trimethylammonio)propanoate. The amino group of the parent amino acid is fully methylated, so the molecule exists as a zwitterion with a permanent positive charge on the nitrogen and a negative charge on the carboxylate. Refers to natural betaine alkaloids.

Basic Attributes

• CAS No: 56755-22-7
• Molecular Formula: C12H17NO2
• Molecular weight: 207.26888; exact mass 207.125931
• UNII: GVM3V4ZCR1
• PSA: 40.13000
• XLogP3: −2.04

Natural spring

• alkaloid of the herb Achyranthes bidentata Blume
• found in plant materials, particularly in studies of Antiaris africana
• found in food and detected in human urine

Biological function

The compound works as an osmoprotector—a compatible osmolyte. It accumulates inside the cell in high concentrations without disrupting the functioning of enzymes, stabilizes proteins and membranes and maintains turgor during osmotic stress. For plants, this means protection from drought, salinity and extreme temperatures.

What follows from the indicators

A negative XLogP3 value of −2.04 reflects high hydrophilicity: the permanently charged ammonium group and carboxylate keep the molecule in the aqueous phase. This is consistent with the role of intracellular osmolyte, which should accumulate in the cytoplasm rather than distribute into membranes.

Synonyms by card

• phenylalanine betaine
• (alpha)-alpha-hydroxy-N,N,N-trimethylbenzene ethanamine inner salt
• (2S)-3-phenyl-2-(trimethylammonio)propanoate

Data completeness

The source card contains identifiers and settlement descriptors. Melting and decomposition temperatures, density, quantitative data on solubility, toxicological indicators, transport codes and GHS classification are not included and are not presented here. The characteristics of the batch are confirmed by the supplier's certificate of analysis.