L-Cyclohexylglycine hydrochloride is a free amino acid derivative in which glycine's side chain is replaced by a cyclohexyl substituent, yielding an amino acid with a hydrophobic, conformationally constrained alkyl side chain. The molecule contains both an amino group and a carboxyl group, and the hydrochloride form indicates protonation of the amino functionality as a chloride salt while retaining the amino acid backbone for chemical handling. This salt form is used in peptide and amino acid chemistry workflows as a substrate building block for preparing cyclohexyl-containing amino acid derivatives and for structure-activity or chemical biology studies that require a hydrophobic, sterically defined residue analogue.
CAT No: CP21104
L-Cyclohexylglycine hydrochloride is the hydrochloride salt of L-cyclohexylglycine, an amino acid analog in which the glycine backbone bears a cyclohexyl side chain that increases hydrophobic character and conformational bulk. The molecule contains a stereogenic center at the alpha carbon (L-configuration) with a primary amino group and a carboxylic acid functionality, with protonation by chloride improving handling as a chiral, water-compatible salt. The amino acid's side-chain hydrophobicity and steric profile can influence peptide conformation, coupling efficiency, and downstream derivatization of the side chain or backbone. As a chiral amino acid intermediate, it participates in protected amino acid synthesis and can be converted into N-protected or esterified forms suitable for peptide coupling and iterative fragment assembly.
1. Peptide Synthesis
L-Cyclohexylglycine hydrochloride supports peptide building workflows where an L-configured, hydrophobic amino acid analog is incorporated to modulate local structure and side-chain packing. The amino and carboxyl groups enable conversion into peptide-compatible derivatives, such as N-protected amino acid forms and activated carboxylic acid equivalents for amide bond formation. Side-chain cyclohexyl substitution can be used to tune steric effects in peptide coupling chemistry and to generate peptide analogs with altered conformational preferences. Downstream, the resulting peptidic scaffolds can serve as research-grade substrates for studying structure-dependent properties and as intermediates in peptidomimetic construction.
2. Chiral Amino Acid Intermediate
L-Cyclohexylglycine hydrochloride functions as a chiral amino acid intermediate for stereoselective synthesis of cyclohexyl-substituted derivatives used in fine chemical production. The L-stereocenter allows downstream retention of configuration during protection, esterification, or activation steps that prepare the compound for controlled coupling chemistry. The hydrochloride salt form can be leveraged for reproducible salt handling prior to conversion into N-protected amino acid derivatives or carboxyl-activated intermediates. Resulting chiral intermediates can feed into iterative synthetic sequences for unnatural amino acid incorporation, SAR-focused scaffold generation, and chiral pool-aligned manufacturing routes.
3. Side-Chain Functionalization
L-Cyclohexylglycine hydrochloride can be applied to side-chain and backbone derivatization strategies that introduce hydrophobic or chemically transformable motifs into amino acid frameworks. The cyclohexyl-bearing side chain provides a nonpolar handle that can be retained while the amino and carboxyl functionalities are selectively protected or transformed to enable controlled functional group interconversions. N-protection and carboxyl activation strategies can support selective formation of amide, ester, or other linkages without racemization at the alpha stereocenter. Downstream derivatives can be used to generate labeled or conjugatable amino acid analogs, polymerizable monomers, or hydrophobic fragments for chemical biology probes and applied materials research.
4. Chemical Biology Probes
L-Cyclohexylglycine hydrochloride is suitable for chemical biology and molecular recognition studies where hydrophobic amino acid analogs help probe binding-site preferences. The L-amino acid framework enables incorporation into peptide-like ligands and can be functionalized into conjugation-ready building blocks after appropriate protection and activation of the backbone groups. The cyclohexyl side chain can enhance hydrophobic contacts and steric complementarity, supporting the construction of probe libraries for affinity-based investigations and target engagement mapping. Resulting peptide or peptidomimetic constructs can serve as biochemical research intermediates for assay development and structure-activity relationship studies.
5. Pharmaceutical Manufacturing Intermediates
L-Cyclohexylglycine hydrochloride can be used in pharmaceutical intermediate preparation where chiral amino acid building blocks are required for synthetic route design. The presence of both amino and carboxylic acid functionalities enables conversion into manufacturing-compatible protected amino acid derivatives, including N-protected forms and carboxyl-activated intermediates used in controlled coupling steps. The hydrochloride salt form supports practical handling in process chemistry contexts prior to derivatization into peptide-grade materials. Downstream, the compound can feed into the synthesis of peptidic intermediates, peptidomimetic fragments, and stereochemically defined intermediates relevant to specialty chemical production.
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