88686-28-6

Basic information

• Product Name: 2-AMino-3-(4-aMino-3-hydroxy-phenyl)-propionic acid
• Synonyms: 2-AMino-3-(4-aMino-3-hydroxy-phenyl)-propionic acid;XHWPXBNFKWLGJH-UHFFFAOYSA-N
• CAS NO: 88686-28-6
• Molecular Formula: C₉H₁₂N₂O₃
• Molecular Weight: 196.20318
• Mol File: 88686-28-6.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-AMino-3-(4-aMino-3-hydroxy-phenyl)-propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMino-3-(4-aMino-3-hydroxy-phenyl)-propionic acid(88686-28-6)
• EPA Substance Registry System: 2-AMino-3-(4-aMino-3-hydroxy-phenyl)-propionic acid(88686-28-6)

Safety Data

• Hazardous Substances Data: 88686-28-6(Hazardous Substances Data)

Usage

General Description

2-Amino-3-(4-amino-3-hydroxy-phenyl)-propionic acid is an organic compound with the molecular formula C9H12N2O3. It is a derivative of phenylalanine and contains a 3-amino-3-hydroxy-phenyl group attached to the gamma carbon of the alanine side chain. This chemical is a non-proteinogenic amino acid and is commonly found in natural products and peptide antibiotics. It can also be used as a building block in the synthesis of pharmaceuticals and other bioactive compounds. Additionally, 2-Amino-3-(4-amino-3-hydroxy-phenyl)-propionic acid has potential therapeutic applications in the treatment of neurodegenerative diseases and cancer due to its ability to modulate cellular signaling pathways and metabolism.

Upstream product

• 23416-50-4 2,2'-diamino-3,3'-(5,5'-dihydroxy-3-oxo-3,4-dihydro-[2,2']bi[benzo[1,4]thiazinylidene]-7,7'-diyl)-bis-propionic acid 
• 23416-49-1 7,7'-bis-(2-amino-2-carboxy-ethyl)-5,5'-dihydroxy-3'-oxo-3',4'-dihydro-[2,2']bi[benzo[1,4]thiazinylidene]-3-carboxylic acid 
• 88686-36-6 α-Amino-β-(3-methoxy-4-aminophenyl)propionic acid dihydrochloride 
• 73368-44-2 Diethyl 1-Acetamido-2-(3-methoxy-4-aminophenyl)-1,1-ethanedicarboxylate 

Relevant articles and documents

Norepinephrine and its metabolites are involved in the synthesis of neuromelanin derived from the locus coeruleus

In order to elucidate the chemical structure of black to brown pigments, neuromelanins (NMs), in the substantia nigra (SN) and the locus coeruleus (LC) in the central nervous system of humans and other mammalian species during aging, chemical degradative methods are powerful tools. HPLC analysis after hydroiodic acid hydrolysis detected aminohydroxyphenylethylamines, aminohydroxyphenylacetic acids, and aminohydroxyethylbenzenes, which confirmed that SN-NM and LC-NM contain melanin derived not only from dopamine and norepinephrine (NE) but also from several other catecholic metabolites, such as 3,4-dihydroxyphenylalanine, 3,4-dihydroxyphenylacetic acid, 3,4-dihydroxymandelic acid, 3,4-dihydroxyphenylethanol, and 3,4-dihydroxyphenylethylene glycol, in addition to the corresponding Cys-derivatives in varying degrees. However, hydroiodic acid hydrolysis showed that LC-NM produced the same degradation products as were detected in SN-NM. Thus, we needed to develop a new chemical detection method to validate the existence of NE in LC-NM. In the present study, we report that HCl hydrolysis of LC-NM in the presence of thioglycolic acid yields new products arising from substitution of the hydroxyl group by thioglycolic acid at the benzyl position of NE and cysteinyl-NE. This is the first chemical evidence showing that NE and cysteinyl-NE are incorporated into LC-NM.