192003-01-3

Basic information

• Product Name: L-BETA-HOMOTRYPTOPHAN HYDROCHLORIDE
• Synonyms: L-BETA-HOMOTRYPTOPHAN HCL;L-BETA-HOMOTRYPTOPHAN HYDROCHLORIDE;H-TRP-(C*CH2)OH HCL;H-BETA-HOTRP-OH HCL;H-BETA-HOMOTRP-OH HCL;(S)-3-AMINO-4-(3-INDOLYL)BUTYRIC ACID HYDROCHLORIDE;(S)-3-AMINO-1H-INDOLE-4-BUTANOIC ACID HYDROCHLORIDE;L-β-Homotryptophanhydrochloride
• CAS NO: 192003-01-3
• Molecular Formula: C12H15ClN2O2
• Molecular Weight: 254.71
• Product Categories: β-Homo Amino Acids;Beta amino acids
• Mol File: 192003-01-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 462.3 °C at 760 mmHg
• Flash Point: 233.4 °C
• Appearance: /
• Density: 1.311 g/cm³
• Vapor Pressure: 2.42E-09mmHg at 25°C
• Refractive Index: 1.673
• PKA: 3.85±0.10(Predicted)
• CAS DataBase Reference: L-BETA-HOMOTRYPTOPHAN HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: L-BETA-HOMOTRYPTOPHAN HYDROCHLORIDE(192003-01-3)
• EPA Substance Registry System: L-BETA-HOMOTRYPTOPHAN HYDROCHLORIDE(192003-01-3)

Safety Data

• WGK Germany: 3
• F: 8
• Hazardous Substances Data: 192003-01-3(Hazardous Substances Data)

Usage

General Description

L-BETA-HOMOTRYPTOPHAN HYDROCHLORIDE is a chemical compound that belongs to the class of tryptophan derivatives. It is a synthetic analog of the amino acid tryptophan and is commonly used in biochemical research and pharmaceutical applications. L-BETA-HOMOTRYPTOPHAN HYDROCHLORIDE has a similar structure to tryptophan but with a modified beta position, which can result in different biological activities and interactions. L-BETA-HOMOTRYPTOPHAN HYDROCHLORIDE has been studied for its potential therapeutic effects on neurological and psychiatric disorders, as well as for its roles in protein synthesis and metabolism. It is important to handle this chemical with care and ensure proper safety measures are in place when working with it in laboratory or industrial settings.

InChI:InChI=1/C12H14N2O2/c13-9(6-12(15)16)5-8-7-14-11-4-2-1-3-10(8)11/h1-4,7,9,14H,5-6,13H2,(H,15,16)/t9-/m0/s1

Upstream product

• 353245-98-4 Fmoc-L-β-homotryptophan 

Downstream Products

• 1435311-01-5 N-(N-benzoyl-L-β-homotryptophanyl)-D-phenylalanine methyl ester 

Relevant articles and documents

Design and synthesis of tryptophan containing dipeptide derivatives as formyl peptide receptor 1 antagonist

Our previous studies identified an Fmoc-(S,R)-tryptophan-containing dipeptide derivative, 1, which selectively inhibited neutrophil elastase release induced by formyl-l-methionyl-l-leucyl-l-phenylalanine (FMLP) in human neutrophils. In an attempt to improve pharmacological activity, a series of tryptophan-containing dipeptides were synthesized and their pharmacological activities were investigated in human neutrophils. Of these, five compounds 3, 6, 19a, 24a, and 24b exhibited potent and dual inhibitory effects on FMLP-induced superoxide anion (O2-) generation and neutrophil elastase release in neutrophils with IC50 values of 0.23/0.60, 1.88/2.47, 1.87/3.60, 0.12/0.37, and 1.32/1.03 μM, respectively. Further studies indicated that inhibition of superoxide production in human neutrophils by these dipeptides was associated with the selective inhibition of formyl peptide receptor 1 (FPR1). Furthermore, the results of structure-activity relationship studies concluded that the fragment N-benzoyl-Trp-Phe-OMe (3) was most suitable as a core structure for interaction with FPR1, and may be approved as a lead for the development of new drugs in the treatment of neutrophilic inflammatory diseases. As some of the synthesized compounds exhibited separable conformational isomers, and showed diverse bioactivities, the conformation analysis of these compounds is also discussed herein. The Royal Society of Chemistry 2013.