Boc-Leu-Pro-OH

Boc-Leu-Pro-OH is a protected amino acid derivative that contains the dipeptide-like sequence leucine-proline with the N-terminus masked by a Boc (tert-butoxycarbonyl) protecting group and the C-terminus present as a carboxylic acid. The molecule features an aliphatic isobutyl side chain from leucine and a cyclic secondary amine within the proline residue, with the Boc carbamate controlling chemoselectivity by reducing the nucleophilicity of the terminal amino functionality. Boc-Leu-Pro-OH is used as a stepwise peptide synthesis intermediate in solution-phase or solid-phase strategies, where the protected N-terminus supports controlled coupling to extend peptide chains while the terminal carboxyl group serves as the acylation handle.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP27318

CAS No:64205-66-9

Synonyms/Alias:Z-D-Tyr-OH;Z-D-tyrosine;64205-12-5;N-Carbobenzoxy-D-tyrosine;N-Cbz-D-tyrosine;N-ALPHA-CBZ-D-TYROSINE;CHEMBL305478;n-[(benzyloxy)carbonyl]-d-tyrosine;(R)-2-(((benzyloxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoicacid;(R)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionicacid;Cbz-D-Tyr;AC1LEHHX;CBZ-D-TYROSINE;UPCMLD00WV-86;97285_ALDRICH;AC1Q5R23;SCHEMBL6118298;97285_FLUKA;MolPort-003-939-990;UPCMLD00WV-86:002;BB_NC-1968;ZINC155939;AR-1K3243;BDBM50043797;KM0825

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C17H17NO5
M.W/Mr.
328.41

Boc-Leu-Pro-OH is a protected dipeptide building block featuring an N-terminal Boc (tert-butoxycarbonyl) group, a leucine residue, and a proline residue in the C-terminal carboxylic acid form. This structure provides a stable, pre-assembled peptide segment with the proline ring imposing conformational constraints, making it useful for controlled peptide chain extension in both research-grade peptide synthesis and pharmaceutical intermediate development. The Boc protection supports standard peptide assembly workflows where selective deprotection and coupling steps are used to build longer sequences.

1. Solid-Phase Peptide Assembly

Boc-Leu-Pro-OH is used as a pre-formed dipeptide segment for stepwise peptide construction, particularly when a leucine-proline motif is required with minimal variability in the coupling stage. Peptide synthesis groups in academic peptide chemistry labs and contract peptide manufacturing commonly incorporate this type of protected dipeptide building block into solid-phase peptide synthesis workflows to streamline fragment assembly and improve reproducibility across peptide libraries. The N-terminal Boc protection and the C-terminal carboxylic acid functionality align with downstream coupling strategies used for chain elongation, while the proline residue helps introduce conformational bias that is frequently leveraged in peptide design.

2. Peptide Fragment Coupling

Boc-Leu-Pro-OH serves as a practical intermediate for solution-phase or fragment-based peptide synthesis where researchers need a defined Leu-Pro unit to be introduced into a larger peptide framework. Medicinal chemistry and chemical biology teams often rely on such protected dipeptides to rapidly generate analog series by swapping neighboring residues while keeping the Leu-Pro segment constant, supporting structure-activity relationship studies that depend on precise sequence control. The presence of the Boc-protected N-terminus helps manage chemoselectivity during assembly, and the proline ring provides a rigid scaffold that can be maintained consistently from intermediate to final peptide product.

3. Pharmaceutical Intermediate Development

Boc-Leu-Pro-OH is also used in the development and preparation of peptide-based pharmaceutical intermediates, where controlled peptide fragment handling is important for downstream scale-up and manufacturing workflows. Process development chemists and peptide API intermediate teams may use this building block to construct protected peptide intermediates that later undergo further transformations to reach the desired protected or partially deprotected peptide state. The defined stereochemical residues and the stable Boc-protected N-terminus make it a convenient, sequence-specific input for constructing longer, more complex peptide intermediates used in custom peptide manufacturing and industrial peptide synthesis programs.

Size
1 g;5 g;
InChI
1S/C17H17NO5/c19-14-8-6-12(7-9-14)10-15(16(20)21)18-17(22)23-11-13-4-2-1-3-5-13/h1-9,15,19H,10-11H2,(H,18,22)(H,20,21)/t15-/m1/s1
InChI Key
MCRMUCXATQAAMN-OAHLLOKOSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NC(CC2=CC=C(C=C2)O)C(=O)O

Useful Tools

Peptide Calculator

Abbreviation List

Peptide Glossary

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.

Featured Services
Peptide Analysis ServicescGMP Peptide ServicePeptide Modification ServicesCustom Conjugation ServicePeptide CDMOEpitope Mapping ServicesPeptide Synthesis ServicesPeptide Nucleic Acids Synthesis
Hot Products
About us

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.

Our Customers