184955-21-3

Basic information

• Product Name: Dioxindolyl-L-alanine
• Synonyms: Dioxindolyl-L-alanine;Dioxindolyl-L-alanine (Mixture of DiastereoMers);Tryptophan Impurity B (Mixture of Diastereomers)
• CAS NO: 184955-21-3
• Molecular Formula: C11H12N2O4
• Molecular Weight: 236.22398
• Product Categories: Amines, Heterocycles, Intermediates, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 184955-21-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 564.5±50.0 °C(Predicted)
• Appearance: /
• Density: 1.483±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: Water (Slightly, Heated)
• PKA: 2.18±0.10(Predicted)
• CAS DataBase Reference: Dioxindolyl-L-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: Dioxindolyl-L-alanine(184955-21-3)
• EPA Substance Registry System: Dioxindolyl-L-alanine(184955-21-3)

Safety Data

• Hazardous Substances Data: 184955-21-3(Hazardous Substances Data)

Usage

Description

Dioxindolyl-L-alanine is an organic compound that serves as an essential building block in the synthesis of various peptides. It plays a crucial role in the formation of biologically active molecules with potential applications in different industries.

Uses

Used in Pharmaceutical Industry:
Dioxindolyl-L-alanine is used as a key component in the synthesis of peptides containing 5-Hydroxytryptophan, Oxindolylalanine, N-Formylkynurenine, and Kynurenine. These peptides have potential applications in the development of new drugs and therapies, particularly for neurological and psychiatric disorders.
Used in Research and Development:
In the field of research and development, Dioxindolyl-L-alanine is utilized for the creation of novel peptide-based compounds. These compounds can be studied for their potential biological activities, which may lead to the discovery of new treatments for various diseases and conditions.
Used in Chemical Synthesis:
Dioxindolyl-L-alanine is also used as a starting material or intermediate in the chemical synthesis of complex organic molecules. Its unique structure allows for the development of new compounds with specific properties, which can be applied in various industries, such as agriculture, materials science, and environmental science.

Upstream product

• 32999-55-6 oxindolylalanine 
• 32999-55-6 2-Amino-3-(2-oxo-2,3-dihydro-1H-indol-3-yl)-propionic acid 
• 73-22-3 L-Tryptophan 
• 54-12-6 Trp 
• 103646-19-1 (2-oxo-indolin-3-ylidene)-pyruvic acid 
• 99985-24-7 2-hydroxyimino-3-(2-oxo-indolin-3-yl)-propionic acid 
• 91-56-5 indole-2,3-dione 
• 73-22-3 L-tryptophan 
• 6536-35-2 oxindolyl-L-alanine 
• 13081-15-7 dioxindolyl-L-alanine 
• 236094-74-9 2-amino-3-(2-oxoindolin-3-yl)propanoic acid 

Downstream Products

• 128303-30-0 dioxindolyl-L-alanine 
• 76604-82-5 dioxindolyl-L-alanine 

Relevant articles and documents

Plant phenolics affect oxidation of tryptophan

The effect of berry phenolics such as anthocyanins, ellagitannins, and proanthocyanidins from raspberry (Rubus idaeus), black currant (Ribes nigrum), and cranberry (Vaccinium oxycoccus) and byproducts of deoiling processes rich in phenolics such as rapese

The decomposition of tryptophan in acid solutions: specific effect on hydrochloric acid

-

The Halicylindramides, Farnesoid X Receptor Antagonizing Depsipeptides from a Petrosia sp. Marine Sponge Collected in Korea

Three new structurally related depsipeptides, halicylindramides F-H (1-3), and two known halicylindramides were isolated from a Petrosia sp. marine sponge collected off the shore of Youngdeok-Gun, East Sea, Republic of Korea. Their planar structures were elucidated by extensive spectroscopic data analyses including 1D and 2D NMR data as well as MS data. The absolute configurations of halicylindramides F-H (1-3) were determined by Marfey's method in combination with Edman degradation. The absolute configurations at C-4 of the dioxyindolyl alanine (Dioia) residues of halicylindramides G (2) and H (3) were determined as 4S and 4R, respectively, based on ECD spectroscopy. The C-2 configurations of Dioia in 2 and 3 were speculated to both be 2R based on the shared biogenesis of the halicylindramides. Halicylindramides F (1), A (4), and C (5) showed human farnesoid X receptor (hFXR) antagonistic activities, but did not bind directly to hFXR.

Reaction du L-tryptophane avec le radical peroxyle du trichlorocarbone (CCl3OO*) et l'oxygene singulet (1O2): formation des differentes paires d'hydroperoxydes isomeriques

Radiolytic formation of the trichloromethylperoxy radical, in an oxygenated aqueous solution containing L-tryptophan, results in the formation of two new hydroperoxides which were identified as the epimeric hydroperoxyoxindolylalanines 6 and 7.These peroxides are suggested to be formed via addition of the CCl3OO* radical onto the C(2) of the indole ring followed by addition of molecular oxygen onto the resulting carbon centered radical and subsequent decomposition of the trichloromethylperoxy adduct.Thermal decomposition of the primary hydroperoxides 6 and 7gives a series of known L-tryptophan degradation products including N-formylkynurenine (10), L-kynurenine (9), and the corresponding epimeric alcohols 5 and 8.Trichloromethylperoxy addition onto the C(2) or C(3) of L-tryptophan following rearrangement to yield an intermediate 2,3-epoxide derivative, may explain the formation of oxindolylalanine (11) and the epimeric hydroxypyrroloindoles 1 and 3 via epoxide hydrolysis.The hydroperoxides 6 and 7 are distinctly different from those observed upon singlet oxygen oxidation of L-tryptophan and together with their degradation and rearrangement products, these hydroperoxides could serve as probes to study mechanisms of the oxidative degradation of proteins.