4043-88-3 Usage
Description
3,4-Dehydro-L-proline, also known as β-Proline, is a non-natural amino acid derivative that plays a significant role in various chemical and pharmaceutical applications. It is characterized by the presence of a double bond between the 3rd and 4th carbon atoms, which imparts unique chemical and biological properties to this molecule.
Uses
Used in Pharmaceutical Industry:
3,4-Dehydro-L-proline is used as a key intermediate in the synthesis of morpholinyl-4-piperidinylacetic acid derivatives, which are potent oral active VLA-4 antagonists. These antagonists have potential applications in the treatment of various inflammatory and autoimmune diseases by modulating cell adhesion and immune cell trafficking.
Used in Neuropharmacology:
3,4-Dehydro-L-proline is also utilized as a β-Proline analog, which acts as an agonist at the strychnine-sensitive glycine receptor. This receptor plays a crucial role in the regulation of neuronal excitability and synaptic transmission. The agonistic activity of 3,4-Dehydro-L-proline at this receptor can be harnessed for the development of therapeutic agents targeting neurological disorders, such as epilepsy and schizophrenia, where modulation of glycine receptor function may provide beneficial effects.
Check Digit Verification of cas no
The CAS Registry Mumber 4043-88-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,0,4 and 3 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 4043-88:
(6*4)+(5*0)+(4*4)+(3*3)+(2*8)+(1*8)=73
73 % 10 = 3
So 4043-88-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-2,4,6H,3H2,(H,7,8)/t4-/m0/s1
4043-88-3Relevant articles and documents
Oxidative Degradation of Amino Acids and Aminophosphonic Acids by 2,2′-Bipyridine Complexes of Copper(II)
Pap, József S.,El Bakkali-Tahéri, Nadia,Fadel, Antoine,Góger, Szabina,Bogáth, Dóra,Molnár, Milán,Giorgi, Michel,Speier, Gábor,Simaan, A. Jalila,Kaizer, József
, p. 2829 - 2838 (2015/04/27)
Copper(II)-amino acid (AA) complexes that contain 2,2′-bipyridine (bpy) as supporting ligand were investigated. X-ray structural analysis of three new bpy-based complexes revealed a bidentate coordination of the AAs on the copper(II) centers similar to that proposed for the substrate on the iron(II) center of the 1-aminocyclopropane-1-carboxylic acid oxidase (ACCO). Similar complexes with two aminophosphonic acids (APAs), 1-aminocyclopropane-1-phosphonic acid (ACP) and (1-amino-1-methyl)ethylphosphonic acid (AMEP), were also investigated, and the latter complex was structurally characterized. This structure reveals the bidentate coordination of α-aminophosphonate on the copper(II) ion. The oxidation of the bound amino acids (AAs) and aminophosphonates (APAs), which model the reaction catalyzed by ACCO, was investigated. The complexes react with H2O2 and give oxidation products that were identified by gas chromatography. Reduction of CuII to CuI was detected by UV/Vis spectroscopy upon reaction with H2O2 or ascorbate. This reduction is proposed to be the initial step for the peroxide/copper activation prior to the oxidation of the AA and APA ligands by means of a radical mechanism.
AN IMPROVED SYNTHESIS OF S-3,4-DEHYDROPROLINE
Scott, John W.,Focella, Antonio,Hengartner, Urs O.,Parrish, David R.,Valentine, Donald
, p. 529 - 540 (2007/10/02)
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