H-DL-Trp-OMe · HCl is a hydrochloride salt of the methyl ester derivative of DL-tryptophan, featuring an indole-containing side chain characteristic of tryptophan and a zwitterionic amino acid backbone converted to an amino acid methyl ester. The molecule bears a primary amino group (as the hydrochloride-associated salt) and a carboxyl group masked as the O-methyl ester, with the DL designation indicating a racemic mixture at the amino acid stereocenter. As a protected carboxyl functionality-free amino acid ester salt, it is used as a substrate-like building block in peptide and amide synthesis workflows, as well as in labeling and analytical method development where controlled handling of the ester and salt form is required.
H-DL-Trp-OMe · HCl is a hydrochloride salt of the methyl ester of tryptophan in which the indole-containing side chain remains unmodified while the amino acid backbone is present as an amino ester hydrochloride. The molecule combines an indole aromatic system with a stereogenic center at the α-carbon, but the "DL" designation indicates a racemic mixture of enantiomers, which affects stereoselective peptide incorporation and chiral downstream transformations. The ester functionality (Trp-OMe) participates in standard amino acid ester chemistry and can be converted to amides under peptide-coupling conditions after appropriate activation, while the salt form improves handling of the amino group during synthesis. The indole ring supports electrophilic substitution and can be used for controlled side-chain derivatization, enabling formation of tryptophan-containing peptide building blocks and biochemical research intermediates.
1. Peptide Synthesis
H-DL-Trp-OMe · HCl supports peptide construction workflows where tryptophan residues are required, leveraging the amino ester hydrochloride form for subsequent conversion to coupling-ready derivatives. The indole side chain remains chemically addressable for orthogonal protection or later functionalization, while the α-amino group can be engaged in amide bond formation after appropriate activation and protection/deprotection planning. Racemic stereochemistry may be applied in peptide library synthesis, screening sets, or non-stereospecific analog generation where enantiomeric purity is not the primary requirement. Downstream processing can include transformation of the methyl ester into activated intermediates for peptide coupling, enabling preparation of tryptophan-containing sequences for biochemical assays and synthetic methodology development.
2. Chiral Building Block Development
H-DL-Trp-OMe · HCl serves as a tryptophan-based chiral synthetic intermediate where racemic material can be routed into enantioselective separations or chiral derivatization strategies. The presence of a defined indole aromatic motif and an ester-protected carboxyl group provides a stable platform for forming diastereomeric derivatives that can be separated to access single-enantiomer tryptophan derivatives. The α-amino ester hydrochloride format can be converted into protected amino acid derivatives to support stereochemically controlled peptide building block preparation. Resulting stereochemically resolved products can then feed into asymmetric peptide synthesis, chiral SAR campaigns, and stereodefined peptidomimetic construction.
3. Side-Chain Functionalization
H-DL-Trp-OMe · HCl is suitable for side-chain functionalization chemistry that exploits the indole ring as a reactive handle for electrophilic substitution and subsequent derivatization. The methyl ester and salt-form amino group allow controlled functional group interconversions, including ester hydrolysis or transesterification prior to installing alternative protecting groups for orthogonal reactivity. Indole modification can be used to generate tryptophan analogs with altered electronic properties, enabling preparation of labeled or constrained residues for chemical biology probes and peptide analogs. Downstream utility includes producing functionalized tryptophan intermediates that can be incorporated into peptides or used as scaffolds for molecular recognition studies.
4. Chemical Manufacturing Intermediates
H-DL-Trp-OMe · HCl fits process chemistry and fine chemical synthesis pipelines as a tryptophan ester intermediate that can be scaled into downstream amino acid derivative manufacturing. The hydrochloride salt form supports reproducible handling of the amino functionality during batch conversion to activated esters, amide-forming intermediates, or protected amino acid derivatives. The combination of indole stability under many standard operations and the ester's predictable reactivity enables route design for producing peptide building blocks, protected tryptophan analogs, and intermediate streams for multi-step synthesis. Manufacturing relevance extends to supplying consistent chiral or racemic tryptophan-derived inputs for industrial peptide ingredient production and specialty chemical production where tryptophan residue incorporation is required.
5. Analytical Research Standards
H-DL-Trp-OMe · HCl can be employed in analytical research contexts as a reference tryptophan ester and salt-form compound for method development and characterization of amino acid derivatives. The indole chromophore provides strong detectability in UV-based assays, while the ester and amino salt features support chromatographic and mass spectrometric differentiation from other tryptophan forms. Racemic composition may be useful for calibrating enantiomer-insensitive quantitation workflows or for validating derivatization and separation methods that target chiral centers. Downstream analytical utility includes supporting impurity profiling, stability studies of tryptophan ester intermediates, and verification of conversion steps in protected amino acid synthesis and peptide coupling chemistry.
1. Myotropic activity of allatostatins in tenebrionid beetles
5. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More