24213-90-9

Basic information

• Product Name: 4-carboxyphenylalanine
• CAS NO: 24213-90-9
• Molecular Formula: C₁₀H₁₁NO₄
• Molecular Weight: 209.1986
• Mol File: 24213-90-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 436.7°C at 760 mmHg
• Flash Point: 217.9°C
• Density: 1.394g/cm³
• Vapor Pressure: 2.13E-08mmHg at 25°C
• Refractive Index: 1.616
• CAS DataBase Reference: 4-carboxyphenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-carboxyphenylalanine(24213-90-9)
• EPA Substance Registry System: 4-carboxyphenylalanine(24213-90-9)

Safety Data

• Hazardous Substances Data: 24213-90-9(Hazardous Substances Data)

Upstream product

• 431940-27-1 C₁₁H₈N₂O₄ 
• 1254357-53-3 5-(4'-carboxybenzyl)hydantoin 
• 619-66-9 4-Carboxybenzaldehyde 
• 473259-95-9 (S)-2-amino-3-(4-(methoxycarbonyl)phenyl)propanoic acid 
• 329023-63-4 4-[5-Oxo-2-phenyl-oxazol-(4E)-ylidenemethyl]-benzoic acid methyl ester 
• 1571-08-0 methyl 4-formylbenzoate 

Relevant articles and documents

Reevaluating the Substrate Specificity of the L-Type Amino Acid Transporter (LAT1)

The L-type amino acid transporter 1 (LAT1, SLC7A5) transports essential amino acids across the blood-brain barrier (BBB) and into cancer cells. To utilize LAT1 for drug delivery, potent amino acid promoieties are desired, as prodrugs must compete with millimolar concentrations of endogenous amino acids. To better understand ligand-transporter interactions that could improve potency, we developed structural LAT1 models to guide the design of substituted analogues of phenylalanine and histidine. Furthermore, we evaluated the structure-activity relationship (SAR) for both enantiomers of naturally occurring LAT1 substrates. Analogues were tested in cis-inhibition and trans-stimulation cell assays to determine potency and uptake rate. Surprisingly, LAT1 can transport amino acid-like substrates with wide-ranging polarities including those containing ionizable substituents. Additionally, the rate of LAT1 transport was generally nonstereoselective even though enantiomers likely exhibit different binding modes. Our findings have broad implications to the development of new treatments for brain disorders and cancer.

Synthesis of a new diaminodithiol bifunctional chelator for radiolabeling biomolecules with indium(III)

The synthesis of a new bifunctional ligand 1-(p- carboxybenzyl)-N,N'-bis-[1,1-dimethyl-1-(p- methoxybenzylthio)ethyl]ethylenediamine-N,N'-diacetic acid, di-t- butyl ester (1, nbi6ss) is described. It consists of a carboxybenzyl group substituted on a carb