γ-Styryl-D-β-homoalanine hydrochloride
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γ-Styryl-D-β-homoalanine hydrochloride

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Category
β−Amino Acids
Catalog number
BAT-002567
CAS number
332064-71-8
Molecular Formula
C12H16ClNO2
Molecular Weight
241.71
IUPAC Name
(E,3R)-3-amino-6-phenylhex-5-enoic acid;hydrochloride
Synonyms
Styryl-D-β-homoalanine hydrochloride; D-β-HomoAla(styryl)-OH HCl
Appearance
White Powder
Purity
≥ 98% by HPLC
Melting Point
204-210 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C12H15NO2.ClH/c13-11(9-12(14)15)8-4-7-10-5-2-1-3-6-10;/h1-7,11H,8-9,13H2,(H,14,15);1H/b7-4+;/t11-;/m1./s1
InChI Key
OREIHEVSPFNFKW-QPJFETGUSA-N
Canonical SMILES
C1=CC=C(C=C1)C=CCC(CC(=O)O)N.Cl

γ-Styryl-D-β-homoalanine hydrochloride, a synthetic amino acid derivative, holds promising potential across diverse fields. Here are the key applications of this compound, presented with a high degree of perplexity and burstiness:

Neuroscience Research: Delving into the realms of neuroscience, this compound becomes a tool for unraveling the dynamics of neurotransmitters and receptor interactions. Serving as a monoamine-related analog, γ-Styryl-D-β-homoalanine hydrochloride aids in comprehending the intricate modulation of synaptic transmission. This comprehension plays a pivotal role in shaping novel therapies for debilitating neurological conditions like depression and schizophrenia.

Drug Development: Embarking on the path of drug advancement, γ-Styryl-D-β-homoalanine hydrochloride emerges as a lead compound for crafting new pharmacological agents. Its distinctive structure opens doors to exploring a vast array of biological activities, facilitating the design of more potent and selective medications. Researchers can harness its properties to delve into structure-activity relationships and fine-tune therapeutic candidates for improved efficacy.

Protein Engineering: In the domain of protein engineering, γ-Styryl-D-β-homoalanine hydrochloride serves as a catalyst for instigating targeted structural modifications within proteins. By integrating this amino acid analog into proteins, scientists embark on a journey to unravel the nuances of protein folding, stability, and functionality. This application stands as a cornerstone for grasping protein dynamics and sculpting proteins with heightened characteristics for industrial utility.

Synthetic Chemistry: Unveiling its prowess in synthetic chemistry, this compound emerges as a key player in the creation of novel materials and intricate molecular frameworks. Its unparalleled chemical configuration positions it as a prime component for formulating polymers and other sophisticated materials. Researchers can exploit its reactivity to generate materials endowed with precise functional attributes, catering to a myriad of industries with diverse applications.

1. Metal-free and regiospecific synthesis of 3-arylindoles
Chuangchuang Xu, Wenlai Xie, Jiaxi Xu Org Biomol Chem. 2020 Apr 8;18(14):2661-2671. doi: 10.1039/d0ob00317d.
A convenient, metal-free, and organic acid-base promoted synthetic method to prepare 3-arylindoles from 3-aryloxirane-2-carbonitriles and arylhydrazine hydrochlorides has been developed. In the reaction, the organic acid catalyzes a tandem nucleophilic ring-opening reaction of aryloxiranecarbonitriles and arylhydrazine hydrochlorides and Fischer indolization. The organic base triethylamine plays a crucial role in the final elimination step in the Fischer indole synthesis, affording 3-arylindoles regiospecifically. The reaction features advantages of microwave acceleration, non-metal participation, short reaction time, organic acid-base co-catalysis, and broad substrate scope.
2. 1-Haloacylpiperazines
S Groszkowski, J Sienkiewicz, L Korzycka Pol J Pharmacol Pharm. 1975 Apr-Jun;27(2):183-6.
By direct acylation of piperazine with halogenocarboxylic acid chlorides in acid medium, the hydrochlorides of 1-haloacylpiperazines were obtained.
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