N-α -Fmoc-D-2,3-diaminopropionic acid hydrochloride is a protected, amino-acid derivative in which the α-amino group is masked by an Fmoc (9H-fluoren-9-ylmethoxycarbonyl) protecting group and the molecule bears a D-configured 2,3-diaminopropionic acid backbone. The structure contains an α-carboxyl functional group and two amino functionalities at the 2- and 3-positions, with the hydrochloride form providing chloride counterions for the protonated amine(s). In peptide and peptidomimetic synthesis and related chemical biology workflows, it is used as a building block that introduces a diamino side-chain while the Fmoc group supports stepwise incorporation under controlled chemoselectivity.
CAT No: CP05826
N-α -Fmoc-D-2,3-diaminopropionic acid hydrochloride is a D-configured amino acid derivative featuring an Fmoc-protected α-amino group and a second, side-chain primary amine located at the 2,3-diaminopropionic framework. The hydrochloride salt form provides practical handling for the free basic functionality while maintaining the orthogonal reactivity profile of the Fmoc carbamate during peptide-manufacturing workflows. The molecule bears a carboxylic acid that can be activated for amide bond formation, and the additional amine can be selectively protected or directly derivatized to tune charge, hydrogen-bonding, and conjugation behavior. The combination of defined stereochemistry, protected N-terminus, and a reactive diamine side chain makes it a chiral, peptide-compatible intermediate for constructing amino acid sequences and functionalized peptidomimetics.
1. Peptide Synthesis
N-α -Fmoc-D-2,3-diaminopropionic acid hydrochloride is applied in solid-phase peptide synthesis and related peptide building workflows where Fmoc chemistry enables controlled N-terminal deprotection and subsequent coupling. The protected α-amino group participates in standard peptide bond formation after Fmoc removal, while the carboxylic acid provides the acylating functionality needed for amide formation. The side-chain primary amine at the 2,3-diaminopropionic position can be protected with orthogonal groups when sequence integrity requires suppression of side reactions during chain assembly. Incorporation of this D-diaminopropionic residue supports the preparation of peptides with defined stereochemical constraints and tunable basicity for downstream biochemical studies and materials-oriented peptide analogs.
2. Side-Chain Functionalization
N-α -Fmoc-D-2,3-diaminopropionic acid hydrochloride is used for side-chain functionalization strategies that exploit the additional primary amine beyond the Fmoc-protected α-amino terminus. The diamine motif can be converted into urea, amide, sulfonamide, or alkylated derivatives under conditions that preserve the Fmoc-protected N-terminus when orthogonal protection is required. The hydrochloride salt form can facilitate controlled reactivity of the basic amine during derivatization steps, supporting reproducible formation of charged or conjugatable intermediates. Functionalized derivatives can then be carried into peptide coupling, linker installation, or scaffold diversification for chemical biology probes and peptidomimetic construction.
3. Bioconjugation Chemistry
N-α -Fmoc-D-2,3-diaminopropionic acid hydrochloride supports bioconjugation workflows where a protected amino acid precursor is converted into conjugatable peptide fragments or linkers. The presence of a reactive side-chain amine enables attachment to activated esters, aldehydes, isothiocyanates, or carboxylate-activated coupling partners after appropriate deprotection or side-chain protection planning. The D stereocenter and diamine topology can influence spacing, local charge density, and hydrogen-bonding patterns in the resulting conjugates, which are relevant for molecular recognition and labeling chemistry. Downstream products can include amine-reactive handles for attaching peptides to biomolecules, generating labeled standards for analytical research, or preparing functional conjugate libraries for screening.
4. Chiral Building Block Development
N-α -Fmoc-D-2,3-diaminopropionic acid hydrochloride is suitable for chiral building block development in synthetic organic chemistry where stereochemical fidelity is required for reproducible structure-property relationships. The D configuration at the α-carbon, combined with the diamine side-chain arrangement, provides a stereodefined scaffold that can be incorporated into unnatural amino acid sequences or peptidomimetic frameworks. The Fmoc carbamate serves as an N-protecting strategy compatible with iterative synthesis, while the side-chain amine can be selectively masked to control chemoselectivity during fragment assembly. The resulting intermediates can be employed to generate stereochemically defined libraries for SAR studies, conformational tuning, and mechanistic investigations in peptide science.
5. Pharmaceutical Intermediate Preparation
N-α -Fmoc-D-2,3-diaminopropionic acid hydrochloride is applied as a process-relevant pharmaceutical intermediate for manufacturing peptide-like intermediates and protected amino acid derivatives used in fine chemical production. The Fmoc-protected α-amino group aligns with established peptide synthesis supply chains, enabling scalable deprotection and coupling logic in upstream manufacturing steps. The diamine functionality can be directed toward protected forms that reduce impurity formation during processing, supporting downstream formation of amide-rich intermediates and conjugation-ready fragments. The hydrochloride salt form can also support consistent handling of basic intermediates during batch synthesis of peptide building blocks and related chiral intermediates.
6. Analytical Research Standards
N-α -Fmoc-D-2,3-diaminopropionic acid hydrochloride is utilized in analytical research for preparing reference materials, derivatization standards, and method-development substrates involving amino acid and peptide analysis. The combination of an Fmoc-protected N-terminus and a free side-chain amine (as a salt) supports controlled derivatization patterns that can improve detectability in chromatographic workflows after deprotection or derivatization. Stereochemical definition enables discrimination of enantiomeric or diastereomeric outcomes when the diamine residue is incorporated into model peptides or derivatized standards. Generated analytical intermediates can support quantification of coupling performance, monitoring of impurity profiles, and verification of stereochemical integrity in peptide building block preparation.
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