34023-49-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Sulfonic acid-L-phenylalanine is used as a chiral building block for the synthesis of pharmaceuticals, contributing to the development of new drugs with improved efficacy and selectivity.
Used in Food Additive Industry:
4-SULFONIC ACID-L-PHENYLALANINE is used in the production of food additives, enhancing the taste, texture, and stability of various food products.
Used in Specialty Polymer and Resin Industry:
4-Sulfonic acid-L-phenylalanine is employed in the preparation of specialty polymers and resins, improving their properties and expanding their applications in various industries.
Used in Drug Delivery Systems:
4-SULFONIC ACID-L-PHENYLALANINE has potential applications in the development of drug delivery systems, enhancing the solubility, stability, and targeted delivery of therapeutic agents.
Used in Chromatography:
4-Sulfonic acid-L-phenylalanine serves as a chiral resolving agent in chromatography, enabling the separation and analysis of enantiomers in various chemical and pharmaceutical processes.

InChI:InChI=1/C9H11NO5S/c10-8(9(11)12)5-6-1-3-7(4-2-6)16(13,14)15/h1-4,8H,5,10H2,(H,11,12)(H,13,14,15)/t8-/m0/s1

Upstream product

• 63-91-2 L-phenylalanine 

Downstream Products

• 251943-32-5 N-Benzyloxycarbonyl-L-4'-sulfophenylalanine 

Relevant academic research and scientific papers

Synthesis of six phenylalanine derivatives and their cell toxicity effect on human colon cancer cell line HT-29

Some phenylalanine (Phe) derivatives had important roles in pharmacology and may be used as pharmaceutical materials and pharmaceutical intermediates. In order to understand the cell toxicity of phenylalanine derivatives, we synthesized L-4-bromo-phenylalanine (Brp), L-4-iodophenylalanine (Ip), L-4-nitro-phenylalanine (Np), L-4-sulfonic-phenylalanine (Sp), L-4-phosphophenylalanine (Pp) and L-4-amino-phenylalanine (Np). We used mass spectrometry (MS), Infrared Spectroscopy (IR) or hydrogen-1 nuclear magnetic resonance spectrum (1H-NMR), and high performance liquid chromatography (HPLC) to test the correction of these products, MTT assay and Hoechst 33258 staining to detect their cell toxic effect on human colon cancer cell HT-29 (HT-29 cells). The results showed that these products were correct and the cytotoxicity of Pp>Ip>Sp and Np>Brp, Ap almost had no effect on HT-29 cells. In addition, Pp, Ip and Sp induced cell apoptosis, the other three kinds of phenylalanine derivatives induced neither apoptosis nor necrosis.

Conformationally-restricted amino acid analogues bearing a distal sulfonic acid show selective inhibition of system xc- over the vesicular glutamate transporter

A panel of amino acid analogs and conformationally-restricted amino acids bearing a sulfonic acid were synthesized and tested for their ability to preferentially inhibit the obligate cysteine-glutamate transporter system xc- versus t