Boc-L-beta-HPro-OH is a protected amino acid derivative featuring L-β-hydroxyproline (HPro) with the ring nitrogen protected by a Boc (tert-butoxycarbonyl) group and the carboxyl group present as a free carboxylic acid (-COOH). The molecule contains both an amino functionality masked as the Boc carbamate and a β-hydroxyl side chain on the proline ring, with the stereochemistry indicated as L in the product name. As a stepwise peptide-synthesis building block, the Boc protection controls chemoselectivity by reducing undesired side reactions at the amino group while the hydroxyl-bearing proline side chain provides a handle for further derivatization or for incorporation into peptide structures during chemical assembly.
CAT No: CP25901
CAS No:56502-01-3
Chemical Name:N-beta-(t-Butyloxycarbonyl)-L-homoproline, (S)-N-t-Butyloxycarbonyl-2-(pyrrolidin-2-yl)acetic acid
Boc-L-beta-HPro-OH is a Boc-protected, stereodefined proline derivative featuring a β-substituted proline framework that serves as a protected amino acid building block for peptide assembly. The N-terminal Boc group provides acid-labile protection for controlled coupling chemistry, while the cyclic proline side chain supports incorporation into constrained peptide backbones used in structure-property studies and peptide drug discovery workflows. As a research-grade protected amino acid, it is commonly selected when a β-modified proline residue is required to tune conformational behavior and downstream reactivity during synthesis.
1. Solid-Phase Peptide Synthesis
Boc-L-beta-HPro-OH is used by peptide synthesis groups performing solid-phase peptide synthesis to introduce a β-substituted proline residue with an N-Boc protection pattern. Researchers in custom peptide manufacturing and academic peptide chemistry typically rely on Boc-protected building blocks to streamline sequential coupling and to maintain compatibility with standard deprotection/coupling cycles used for protected amino acid segments. This residue is especially relevant when a constrained, proline-like backbone is desired while modifying the β-position to influence local geometry, turn propensity, or overall peptide conformation in the target sequence.
2. Peptide Library Construction
Boc-L-beta-HPro-OH supports peptide library workflows where β-position variation around a proline motif is used to generate structure-activity or structure-property datasets. Medicinal chemistry teams and chemical biology laboratories often incorporate such protected amino acid derivatives during parallel or iterative synthesis to compare analogs that differ at a specific residue while keeping the rest of the peptide scaffold constant. The Boc-protected amino terminus helps ensure that the building block behaves predictably during segment assembly, which is valuable for reproducible library production and downstream purification/characterization of multiple analogs.
3. Pharmaceutical Intermediate Development
Boc-L-beta-HPro-OH is frequently handled in pharmaceutical intermediate development as a defined, protected amino acid unit for constructing advanced peptide intermediates and peptidomimetic precursors. Process development chemists and contract research organizations use this type of Boc-protected building block to prepare well-characterized synthetic intermediates that can be carried forward into further functionalization, conjugation, or final API-adjacent synthesis steps. The combination of a protected N-terminus and a stable proline-based scaffold makes it a practical choice when a β-substituted proline motif must be introduced early in the synthetic route with tight control over functional group presentation.
4. Conformationally Constrained Analog Synthesis
Boc-L-beta-HPro-OH is applied in the synthesis of conformationally constrained peptide analogs where proline-like rigidity is leveraged alongside β-substitution to modulate backbone preferences. Protein engineering and peptide design researchers use such residues to probe how local stereochemical and steric effects impact folding, aggregation propensity, or receptor/target interaction patterns in screening campaigns. By providing a protected, stereodefined building block that can be incorporated as a single residue within a larger sequence, it enables systematic comparison of analogs designed to test structure-function relationships without changing the peptide's overall synthetic protection strategy.
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