BOC-L-Hydroxyproline Methyl Ester
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-OMe
Structure
CAS No. 74844-91-0 Boiling Point (℃) 335.2±42.0 °C at 760 mmHg
Molecular Weight 245.272 Melting Point (℃) 92-96 °C(lit.)
Density 1.2±0.1 g/cm3 Vapor Specific Gravity N/A
Molecular Formula C11H19NO5 Flash Point (℃) 156.6±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-OMe is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Boc-Hyp-OMe 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
(2S,4S)-4-Hydroxypyrrolidine-1,2-dicarboxylic Acid 1-tert-Butyl 2-Methyl Ester
N-BOC-transydro-L-prolinemethylester
1-O-tert-butyl 2-O-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate
N-BOC-4-HYDROXY-L-PROLINE METHYL ESTER
N-BOC-L-Hydroxyproline methyl ester
1-tert-Butyl 2-Methyl (2S,4S)-4-Hydroxypyrrolidine-1,2-dicarboxylate
BOC-HYDROXYPROLINE-OME
N-(tert-Butoxycarbonyl)-cis-4-hydroxy-L-proline Methyl Ester
BOC-L-4-HYDROXYPROLINE METHYL ESTER
N-Boc-trans-hydro-L-prolinemethylester
N-Boc-cis-4-Hydroxy-L-prolinem ethylester
N-Boc-trans-4-Hydroxy-L-prolinemethylester
Boc-Hyp-Ome
(2S,4S)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
MFCD00076981
BOC-L-HYDROXYPROLINE METHYL ESTER
BOC-L-T-4-HYDROXYPROLINE METHYL ESTER
Product Description
Introduction: BOC-L-Hydroxyproline methyl ester is a crucial amino acid protecting agent widely used in peptide synthesis. As an essential tool in the field of peptide chemistry, BOC-L-Hydroxyproline methyl ester plays a critical role in protecting amino groups during the assembly of peptide chains. Renowned for its versatility and reliability, BOC-L-Hydroxyproline methyl ester has gained significant popularity among chemists and researchers engaged in peptide synthesis.

Product Features: High Purity: BOC-L-Hydroxyproline methyl ester is meticulously synthesized to ensure the highest level of purity, surpassing industry standards. Its exceptional purity guarantees minimal impurities, ensuring superior quality results and the synthesis of high-quality peptides.

Effective Amine Protection: BOC-L-Hydroxyproline methyl ester serves as an efficient protective group for amino groups, preventing undesired side reactions during peptide synthesis. By selectively protecting the amino group, it enables controlled and precise incorporation of amino acids into the growing peptide chain.

Compatibility with Various Synthesis Methods: BOC-L-Hydroxyproline methyl ester exhibits excellent compatibility with a wide range of peptide synthesis methods, including both solution-phase and solid-phase synthesis. Its versatility allows chemists to employ diverse strategies in peptide assembly.

Applications: Peptide Synthesis: BOC-L-Hydroxyproline methyl ester plays a fundamental role in solid-phase peptide synthesis (SPPS), the most widely used method for peptide assembly. As an amino acid protecting agent, it facilitates the stepwise addition of amino acids, preserving the integrity and controlled growth of the peptide chain.

Drug Development: BOC-L-Hydroxyproline methyl ester finds extensive application in the pharmaceutical industry for the synthesis of peptide-based drugs and drug candidates. It enables the incorporation of hydroxyproline residues into peptides, contributing to the development of therapeutics targeting specific biological pathways or receptors.

Structural Studies: BOC-L-Hydroxyproline methyl ester is valuable in structural studies of peptides and proteins. Its incorporation allows for the investigation of conformational preferences and the analysis of protein folding, stability, and function.

Market Outlook: The demand for BOC-L-Hydroxyproline methyl ester is steadily growing within the peptide synthesis market due to its reliable performance and compatibility with various synthesis methods. Pharmaceutical companies, academic research institutions, and contract manufacturing organizations (CMOs) rely on BOC-L-Hydroxyproline methyl ester for their peptide synthesis projects. With the increasing interest in peptide-based drugs, structural biology, and peptide modifications, there is a growing market for high-quality amino acid protecting agents.

Conclusion: BOC-L-Hydroxyproline methyl ester stands as a versatile amino acid protecting agent in peptide synthesis. Its high purity, effective amine protection, and compatibility with diverse synthesis methods make it an indispensable tool for chemists and researchers involved in peptide-based studies. With its wide range of applications in peptide synthesis, drug development, and structural studies, BOC-L-Hydroxyproline methyl ester continues to drive advancements in drug discovery, structural biology, and the development of innovative therapeutic strategies.

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