Boc-D-Tic-OH is a protected, non-proteinogenic amino acid derivative in which D-Tic (Tic = tetrahydroisoquinoline-3-carboxylic acid) is capped with a tert-butoxycarbonyl (Boc) group on the amino functionality. The molecule contains a free carboxylic acid and a Boc-protected amine, while the side chain is a conformationally constrained tetrahydroisoquinoline ring system that provides a rigid aromatic-like scaffold for peptide incorporation. In peptide chemistry, Boc protection supports chemoselective handling of the amino group during stepwise assembly and provides a precursor form for preparing Boc-protected or further derivatized Tic-containing peptide intermediates for structure-activity and chemical biology studies.
CAT No: CP23703
CAS No:115962-35-1
Synonyms/Alias:Boc-D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid;115962-35-1;Boc-D-Tic-OH;(R)-2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylicacid;Boc-D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylicacid;(3r)-n-boc-1,2,3,4-tetrahydro-isoquinoline-3-carboxylicacid;Boc-L-Tic-OH;(R)-(-)-2-(tertButoxycarbonyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylicacid;(R)-N-Boc-1,2,3,4-tetrahydroisoquinoline-3-carboxylicacid;(3R)-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylicacid;Boc-D-Tic;AmbotzBAA1055;AC1LEMEW;AC1Q5XOY;Oprea1_102082;15046_ALDRICH;SCHEMBL2080858;15046_FLUKA;CTK8C5216;ZINC57554;HFPVZPNLMJDJFB-GFCCVEGCSA-N;MolPort-001-768-045;KST-1A8299;ANW-74732;AR-1A4328;CB-152
Boc-D-Tic-OH is a Boc-protected, D-configured amino acid derivative built on the tetrahydroisoquinoline (Tic) side chain, providing a conformationally constrained residue for peptide and peptidomimetic synthesis. The N-terminal Boc protecting group makes it a stable building block for controlled coupling strategies, while the secondary amine functionality is masked to support stepwise assembly. This product is commonly selected when a rigid, sterically defined amino acid is needed to influence peptide conformation and downstream structure-property relationships.
1. Peptide Synthesis Building Block
Boc-D-Tic-OH is used by peptide chemistry groups to incorporate a D-Tic residue into protected amino acid sequences during custom peptide synthesis. The Boc-protected amino terminus supports routine protected-amino-acid coupling workflows, enabling reliable assembly of peptides where conformational restriction from the Tic scaffold is desired. Researchers often choose this specific stereochemistry and protected format when designing stereochemically defined peptide fragments for screening libraries, SAR studies, or mechanistic peptide probes, where the rigid side chain can modulate backbone orientation and local geometry.
2. Peptidomimetic And SAR Development
Boc-D-Tic-OH is frequently employed in medicinal chemistry and chemical biology programs to build peptidomimetic structures that rely on non-proteinogenic, conformationally biased residues. The tetrahydroisoquinoline side chain offers a practical handle for tuning spatial presentation of functional groups along a peptide-like scaffold, which is valuable in structure-activity relationship development. By using the D-configured, Boc-protected Tic building block, developers can construct stereodefined analogs for comparative studies of binding-site topology, selectivity trends, and structure-property relationships without changing the overall peptide-like framework.
3. Stereodefined Fragment Coupling
Boc-D-Tic-OH supports fragment-based synthesis where stereochemical control at the residue level is critical for downstream assembly and purification. Solid- or solution-phase peptide workflows that require a protected amino acid intermediate benefit from the Boc group's compatibility with common coupling and deprotection sequences, allowing the Tic residue to be introduced as a discrete, well-defined unit. This makes the building block useful for assembling mid-chain segments, preparing key intermediates for longer constructs, and producing stereochemically consistent peptide fragments for analytical characterization and iterative design cycles.
3. High fat diet and GLP-1 drugs induce pancreatic injury in mice
4. Cationic cell-penetrating peptides are potent furin inhibitors
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