2-Methyl-D-cysteine hydrochloride is a D-configured, sulfur-containing amino acid derivative in which the cysteine side chain bears a methyl substituent at the beta carbon, while the molecule retains both an amino group and a carboxyl group. The hydrochloride form indicates that the amino functionality is present as a salt, and the thioether/thiol-containing cysteine framework provides a sulfur-based side-chain handle that can influence reactivity and peptide incorporation behavior relative to unmodified cysteine. This compound is used in chemical biology and peptide chemistry workflows to access beta-methylated cysteine analogues for structure-activity studies, side-chain reactivity comparisons, and analytical method development involving amino acid standards or labeled/derivatized cysteine-like building blocks.
CAT No: CP27633
CAS No:151062-55-4
Synonyms/Alias:151062-55-4;(2S)-2-amino-2-methyl-3-sulfanylpropanoicacidhydrochloride;(S)-2-Amino-3-mercapto-2-methylpropanoicacidhydrochloride;(S)-2-METHYLCYSTEINEHYDROCHLORIDE;(R)-2-METHYLCYSTEINEHYDROCHLORIDE;SCHEMBL1132702;MAGCVRLGTQSVGF-PGMHMLKASA-N;MolPort-023-247-071;alpha-methyl-D-cysteinehydrochloride;GEO-02622;AKOS015911165;CM11024;RP23405;AK174207;D-Cysteine,2-methyl-,hydrochloride(1:1);I14-38784
Chemical Name:(S)-2-Methylcysteine hydrochloride
2-Methyl-D-cysteine hydrochloride is a D-configured cysteine analog supplied as the hydrochloride salt, featuring a thioether-containing side chain characteristic of cysteine chemistry while bearing a methyl substitution at the alpha-carbon. This stereodefined, salt-form amino acid is used in chemical biology and analytical workflows where controlled stereochemistry and cysteine-like reactivity are important, including studies that distinguish D-amino acid behavior from proteinogenic L-cysteine analogs. The hydrochloride form supports handling as a defined, water-compatible reagent for downstream derivatization and method development.
1. Stereospecific Amino Acid Standards
2-Methyl-D-cysteine hydrochloride is used to prepare stereochemically defined analytical standards for LC-MS and related quantification workflows that separate D-amino acid species from L-counterparts. Researchers in metabolomics, amino acid profiling, and targeted compositional analysis rely on this defined D-cysteine analog to support calibration, retention-time confirmation, and derivatization-dependent method validation, particularly when cysteine-like analytes require consistent chemical behavior during sample prep. The hydrochloride salt format improves reproducibility in weighing and dissolution, which is valuable when building robust internal standards or external calibration sets for amino acid panels.
2. Chemical Biology Derivatization Studies
2-Methyl-D-cysteine hydrochloride is commonly employed in chemical biology experiments that use cysteine-reactive derivatization strategies to probe thiol/thiol-like functionality and to generate stable tagged analogs for detection. Because the molecule is a D-stereoisomer with a cysteine-related side chain, it is frequently selected when investigators need a stereochemically controlled reference for labeling efficiency, derivatization selectivity, or analytical recovery across sample matrices. This makes it a practical reagent for workflows that evaluate derivatization reagents, optimize reaction conditions for amino acid detection, and compare labeling outcomes between stereoisomers and structural analogs.
3. Metabolic Research Tracing Tools
2-Methyl-D-cysteine hydrochloride is used as a defined amino acid analog in metabolic research settings where researchers need a non-proteinogenic, stereochemically specified cysteine mimic to study uptake, transformation, or incorporation into downstream metabolites under controlled experimental conditions. In practice, it supports tracer-like experimental designs and interpretation of amino acid analog fate when the D-configuration and alpha-methyl substitution are used to reduce ambiguity relative to endogenous proteinogenic amino acids. Analytical teams also use it to support interpretation of MS/MS fragmentation behavior for D-amino acid-containing metabolite families during targeted metabolomics method development.
4. Amino Acid Building Block Synthesis
2-Methyl-D-cysteine hydrochloride serves as a stereodefined amino acid building block for preparing downstream cysteine-analog derivatives used in research-grade reagent development. Organic synthesis teams and peptide-chemistry groups use it as a starting material for generating protected or functionalized cysteine-like intermediates where the D-configuration and alpha-methyl substitution are retained as structural features. This is particularly relevant for developing non-natural amino acid reagents, reference compounds, and substrate analogs used to benchmark chemical reactivity and analytical response in cysteine-chemistry-focused assays.
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