Description

n-Cbz-Hydroxy-L-Proline is a protected derivative of the non-proteinogenic amino acid hydroxyproline, featuring a carboxybenzyl (Cbz) protecting group on the nitrogen atom. This compound is a crucial chiral building block and intermediate in the synthesis of complex peptides and peptidomimetics, where it introduces conformational constraints and specific stereochemistry. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutic agents, including enzyme inhibitors and drug candidates targeting collagen-related diseases.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the synthesis of peptide-based drugs and protease inhibitors.
• Peptide Chemistry Research: Used as a protected amino acid for solid-phase and solution-phase peptide synthesis to study structure-activity relationships.
• Bioconjugation: Serves as a linker or spacer molecule in the development of antibody-drug conjugates (ADCs) and other bioconjugates.
• Chemical Biology Probes: Employed in the design and synthesis of activity-based probes for studying collagen-modifying enzymes like prolyl hydroxylases.
• Asymmetric Synthesis: Acts as a chiral auxiliary or starting material in stereoselective organic transformations.
• Academic & Industrial R&D: Fundamental research tool in medicinal chemistry and biochemistry for exploring new therapeutic modalities.

Basic Information

Product Name	n-Cbz-Hydroxy-L-Proline
CAS No.	13504-85-3
Molecular Formula	C₁₃H₁₅NO₅
Molecular Weight	265.26 g/mol
Synonyms	(2S,4R)-1-[(Benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid; N-Carbobenzoxy-trans-4-hydroxy-L-proline; N-Cbz-trans-4-hydroxy-L-proline; Z-Hyp-OH; N-[(Benzyloxy)carbonyl]-4-hydroxy-L-proline; NSC 334884; (4R)-1-[(Benzyloxy)carbonyl]-4-hydroxy-L-proline; trans-4-Hydroxy-L-proline N-carboxy anhydride (derivative)
EINECS	Contact for details

Quality Control

Our n-Cbz-Hydroxy-L-Proline is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity, chiral analysis for stereochemical integrity, and identity confirmation via IR and NMR spectroscopy. Certificates of Analysis (COA) with detailed specifications are provided to ensure the material meets the stringent requirements for pharmaceutical research and development.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive); ensure the container is sealed after each use to prevent moisture uptake.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥98.0%
Optical Rotation [α]²⁰D	-70° to -80° (c=1 in AcOH)
Chiral Purity (HPLC)	≥99.0%
Loss on Drying	≤0.5%
Residue on Ignition	≤0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.