D-β-Homoalanine hydrochloride
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D-β-Homoalanine hydrochloride

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D-β-Homoalanine hydrochloride, an amino acid derivative, is of significant interest owing to its multiple applications ranging from peptide synthesis to the development of natural product antibiotics. Research has also been conducted to unveil its potential antiviral and antitumor properties, representing an area of pharmacological significance with far-reaching implications.

Category
β−Amino Acids
Catalog number
BAT-006867
CAS number
58610-42-7
Molecular Formula
C4H10ClNO2
Molecular Weight
139.58
D-β-Homoalanine hydrochloride
Size Price Stock Quantity
100 g $228 In stock
IUPAC Name
(3R)-3-aminobutanoic acid;hydrochloride
Synonyms
H-D-Ala-(C#CH2)OH HCl; H-D-β-homoAla-OH HCl; (R)-3-Aminobutanoic acid hydrochloride
Appearance
Yellow-white solid
Purity
≥ 98% (HPLC)
Boiling Point
254.7°C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C4H9NO2.ClH/c1-3(5)2-4(6)7;/h3H,2,5H2,1H3,(H,6,7);1H/t3-;/m1./s1
InChI Key
UHYVVUABAWKTJJ-AENDTGMFSA-N
Canonical SMILES
CC(CC(=O)O)N.Cl

D-β-Homoalanine hydrochloride, a non-proteinogenic amino acid derivative, presents diverse applications in the bioscience industry. Here are the key applications intricately crafted with high perplexity and burstiness:

Pharmaceutical Synthesis: Serving as a pivotal intermediate in pharmaceutical synthesis, D-β-Homoalanine hydrochloride plays a crucial role in crafting a myriad of pharmaceutical compounds. Its unique structural composition renders it a valuable cornerstone for constructing innovative drugs. This attribute accelerates the development of therapeutic interventions targeting a spectrum of neurological and metabolic disorders.

Bioconjugation: Within the realm of biochemistry, D-β-Homoalanine hydrochloride finds utility in sophisticated bioconjugation methodologies for tethering biomolecules. Functioning as a versatile linker, it facilitates the conjugation of peptides, proteins, or other bioactive entities, enhancing their resilience and efficacy. This capability is especially advantageous in shaping targeted drug delivery systems and diagnostic assays with heightened precision and efficiency.

Nutritional Supplements: Considered a viable component in the formulation of fortified nutritional supplements, D-β-Homoalanine hydrochloride emerges as a potential solution for addressing amino acid deficiencies and promoting holistic well-being. Its supplementation is being explored for its potential in augmenting muscle performance and expediting recovery processes within the domain of sports nutrition, highlighting its versatility and broad applicability in diverse contexts.

Biochemical Research: Stepping into the realm of biochemical research, D-β-Homoalanine hydrochloride assumes the role of a crucial substrate in various biochemical assays aimed at delving into enzyme kinetics and metabolic pathways. By scrutinizing its intricate interactions with specific enzymes, scientists glean profound insights into enzymatic mechanisms and metabolic routes, paving the way for advancements in pivotal fields like biocatalysis and metabolic engineering.

1. 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.
2. 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.
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