H-beta-Chloro-DL-Ala-OH · HCl

H-beta-Chloro-DL-Ala-OH · HCl is a hydrochloride salt of a β-chloro alanine derivative, featuring an alanine backbone bearing a β-chlorine substituent and a free carboxylic acid functionality. The compound is supplied as a DL (racemic) mixture, with stereochemistry distributed between the chiral center(s) typical of alanine derivatives, and the HCl salt form provides a stabilized, protonated amine state for handling and downstream coupling. The β-chloro substituent introduces a reactive alkyl chloride that can participate in nucleophilic substitution chemistry, while the carboxylic acid enables conversion into activated esters or amide-forming intermediates for peptide and peptidomimetic assembly. As an amino acid-based intermediate, the β-chloro handle supports derivatization into substituted side chains and can be used to generate stereochemically defined analogs through subsequent resolution or stereoselective transformations.

1. Peptide Synthesis

H-beta-Chloro-DL-Ala-OH · HCl supports peptide coupling workflows where an alanine-like residue is required alongside a side-chain electrophile for later functionalization. The carboxylic acid and amino functionality can be converted into coupling-ready forms, enabling incorporation into peptide building blocks under standard amino acid activation and amide bond formation strategies. The β-chloro substituent can remain intact during protected amino acid assembly when compatible protecting-group schemes are selected, allowing post-coupling substitution to introduce new substituents at the β-position. Downstream, the resulting peptide intermediates serve in library synthesis and SAR studies that probe how β-substitution patterns influence molecular recognition.

2. Side-Chain Functionalization

H-beta-Chloro-DL-Ala-OH · HCl is well suited for side-chain functionalization chemistry driven by its β-chloride electrophile and amino acid scaffold. The β-chloro group can undergo nucleophilic substitution with amines, oxygen nucleophiles, or carbon nucleophiles to generate β-substituted alanine derivatives and amino acid analogs. The presence of the carboxylic acid permits retention of an acid handle for further coupling, salt formation, or conversion to activated intermediates, supporting sequential derivatization strategies. The resulting substituted products can be used to build peptidomimetics, enzyme inhibitor fragments, or chemically defined amino acid standards for structure-activity relationship studies.

3. Chiral Building Block Development

H-beta-Chloro-DL-Ala-OH · HCl serves as a chiral amino acid intermediate precursor where racemic material can be carried into stereochemical enrichment steps. The DL stereochemical distribution provides a starting point for resolution approaches or stereoselective downstream transformations that convert the β-chloro alanine motif into enantioenriched derivatives. The β-chloride functionality can be leveraged to introduce substituents that improve crystallization behavior or enable derivatization-based separation, while the carboxylic acid supports formation of salts or protected esters during chiral manipulation. Enantioenriched β-substituted alanines generated from this intermediate can then be used for stereochemically defined peptide analog construction and chiral SAR studies.

4. Pharmaceutical Intermediate Preparation

H-beta-Chloro-DL-Ala-OH · HCl aligns with process chemistry needs for manufacturing intermediates that contain both a carboxylic acid and a chemically transformable β-chloride. The amino acid framework can be directed toward protected amino acid synthesis, including formation of N-protected derivatives and conversion to activated forms suitable for amide coupling in medicinal chemistry routes. The β-chloro group can act as a handle for late-stage diversification, enabling substitution to install heteroatom-containing substituents or linkers used in fragment assembly. Downstream, this intermediate supports the generation of fine chemical building blocks used in peptidomimetic scaffolds and other amino acid-derived structures relevant to industrial synthesis.

5. Chemical Biology And Labeling

H-beta-Chloro-DL-Ala-OH · HCl can be applied in chemical biology workflows that require an amino acid scaffold with an electrophilic side chain for controlled conjugation. The β-chloride provides a reactive site for substitution with nucleophiles present in tags, linkers, or affinity handles, while the carboxylic acid enables attachment strategies that preserve overall charge and solubility. The HCl salt form facilitates reproducible handling in derivatization sequences where protonation state influences coupling and subsequent functional group transformations. Labeled or β-substituted amino acid derivatives produced from this intermediate can serve as probes for studying amino acid recognition, peptide processing, or biomolecular interactions in biochemical research settings.

6. Analytical Research Standards

H-beta-Chloro-DL-Ala-OH · HCl is suitable for analytical research as a chemically defined amino acid derivative containing a β-chloro substituent and a stable salt form. The presence of the carboxylic acid and the electrophilic β-chloride supports formation of derivatized standards that can be used to validate chromatographic separation, monitor derivatization efficiency, or calibrate mass spectrometric detection for amino acid building blocks. The DL nature of the starting material can also be used to benchmark racemate behavior in chiral chromatography methods when paired with appropriate derivatization reagents. Accurate analytical characterization of β-chloro alanine intermediates and their substitution products supports quality control and method development across peptide synthesis and amino acid derivatization programs.

1. Cell-based adhesion assays for isolation of snake venom’s integrin antagonists

2. Uncarboxylated osteocalcin decreases insulin-stimulated glucose uptake without affecting insulin signaling and regulators of mitochondrial biogenesis in myotubes

3. Odorant binding protein based biomimetic sensors for detection of alcohols associated with Salmonella contamination in packaged beef

4. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function

5. Olfactory receptor based piezoelectric biosensors for detection of alcohols related to food safety applications