BOC-L-Hydroxyproline
Nanjing Finechem Holdings Co., LTD
Specifications
N/A
Packing & Storage
Packing
Storage Powder -20°C 3 years 4°C 2 years;In solvent -80°C 6 months, -20°C 1 month
Shipping Room temperature in continental US; may vary elsewhere
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General Information
Chemical & Physical Properties
Safety Information
Synthetic Route
Biological Activity
Common Names Boc-Hyp-OH
Structure
CAS No. 13726-69-7 Boiling Point (℃) 390.9±42.0 °C at 760 mmHg
Molecular Weight 231.246 Melting Point (℃) 123-127 °C(lit.)
Density 1.3±0.1 g/cm3 Vapor Specific Gravity N/A
Molecular Formula C10H17NO5 Flash Point (℃) 190.2±27.9 °C
Solubility N/A Autoignition Temperature (℃) N/A
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes T+:Very toxic
Safety Phrases S1-S28-S45
RIDADR NONH for all modes of transport
WGK Germany  3
SYMPTOMS PREVENTION FIRST AID
Inhalation Cough. Sore throat. Use local exhaust or breathing protection. Fresh air, rest.
Skin Redness. Burning sensation. Itching. Protective gloves. Remove contaminated clothes. Rinse and then wash skin with water and soap.
Eyes Redness. Pain. Wear safety goggles. First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Ingestion Abdominal pain. Nausea. Vomiting. Do not eat, drink, or smoke during work. Wash hands before eating. Rinse mouth. Induce vomiting (ONLY IN CONSCIOUS PERSONS!). Refer for medical attention.
Description Boc-Hyp-OH is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Boc-Hyp-OH is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1][2]
Target Non-cleavable
In Vitro ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker[1]. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[2].
References [1]. Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017;16(5):315-337.
[2]. Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985.
Synonyms
1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) ester, (2S)-
trans-N-(tert-Butoxycarbonyl)-4-hydroxy-L-proline
BOC-HYP-OH
N-ter
trans-Boc-Hyp-OH
BOC-L-HYP-OH
BOC-HYP
N-BOC-L-Hydroxyproline
RARECHEM EM WB 0136
trans-N-tert-Butoxycarbonyl-4-hydroxy-l-proline
BOC-L-4-HYDROXYPROLINE
BOC-trans-4-hydroxy-L-proline
BOC-TRANS-HYP-OH
1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) ester, (2S,4R)-
(2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
MFCD00053370
trans-N-Boc-4-hydroxy-L-proline
BOC-HYDROXYPROLINE
Product Description
Introduction: BOC-L-Hydroxyproline is a crucial amino acid protecting agent widely used in peptide synthesis. With its unique structural properties and exceptional compatibility with peptide assembly techniques, BOC-L-Hydroxyproline enables the synthesis of peptides containing hydroxyproline residues. Its high purity, reliability, and versatility make it an essential tool for chemists and researchers involved in peptide synthesis projects.

Product Features: High Purity: BOC-L-Hydroxyproline is produced with meticulous care to ensure the highest level of purity, minimizing impurities. Its superior quality guarantees the synthesis of peptides with excellent purity and structural integrity.

Effective Protecting Group: BOC-L-Hydroxyproline serves as a reliable protecting group for the hydroxyl group, preventing unwanted reactions during peptide chain elongation. By selectively shielding the hydroxyl group of hydroxyproline, it enables controlled incorporation of this unique amino acid into peptides.

Structural Diversity: BOC-L-Hydroxyproline facilitates the synthesis of peptides with unique conformational characteristics. The presence of hydroxyproline in the peptide sequence imparts stability, rigidity, and enhanced binding properties, making it particularly valuable in the design of peptide therapeutics and mimetics.

Applications: Peptide Therapeutics: BOC-L-Hydroxyproline plays a crucial role in the synthesis of peptide-based therapeutics. Its ability to protect the hydroxyl group enables the incorporation of hydroxyproline residues, which can enhance peptide stability, improve bioavailability, and optimize target interactions. Peptides containing hydroxyproline have shown promise in various therapeutic areas, including cardiovascular diseases, fibrosis, and immune modulation.

Structural Biology: BOC-L-Hydroxyproline is employed in the synthesis of peptides used for structural biology studies. By incorporating hydroxyproline residues into peptides, researchers can investigate protein-protein interactions, protein folding, and conformational changes. This information aids in understanding protein structure-function relationships and facilitates the design of novel protein-based materials.

Biochemical Research: BOC-L-Hydroxyproline is an essential tool in biochemical research, enabling the synthesis of peptides with specific structural motifs. These peptides can serve as probes for studying protein-ligand interactions, enzyme mechanisms, and cellular signaling pathways. BOC-L-Hydroxyproline expands the range of peptides that can be synthesized, providing valuable insights into biological processes.

Market Outlook: The demand for BOC-L-Hydroxyproline is steadily increasing due to its significance in peptide synthesis and structural biology research. Pharmaceutical companies, academic institutions, and biotechnology firms heavily rely on BOC-L-Hydroxyproline for the development of peptide-based therapeutics and the exploration of protein structure and function. As the field of peptide therapeutics continues to expand, the market for amino acid protecting agents like BOC-L-Hydroxyproline is expected to grow.

Conclusion: BOC-L-Hydroxyproline is a versatile and reliable amino acid protecting agent used in peptide synthesis. Its high purity, effective protection of the hydroxyl group, and compatibility with various synthesis techniques enable the incorporation of hydroxyproline residues into peptides, leading to enhanced structural diversity and functional properties. The applications of BOC-L-Hydroxyproline in peptide therapeutics, structural biology, and biochemical research contribute to advancements in drug discovery, protein engineering, and understanding complex biological processes.

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