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CAS NO.139262-20-7
1(10.0-10000)Metric Ton
Our products are mainly drug impurity reference products, drug standards, analytical chemistry, standard substances, organic chemical synthesis, chemical custom synthesis. For impurity localization, quantification, and quality control in drug development processes. Our laboratory area is more than 5000 square meters, we have more than 20 analytical instruments such as HPLC and MS/LC-MS/GC-MS, we also have TGA, IR and other testing instruments. We have the most advanced SFC preparation separation equipment. We can provide a full range of impurity reference/standard products required for drug development. Most of the impurities are synthesized through the process, there are also many items of impurities can not be obtained by synthetic means, need to be obtained through raw materials, intermediates, crude products or side reactions contained in the trace target compounds, Hubei Moke has a professional impurity preparation and separation technology team, equipped with professional SFC preparation and separation equipment. It can carry out efficient and accurate separation of impurities for complex projects, and solve the problem of impurity preparation for customers.
1. We integrate R&D, production and sales. A 5,000-square-meter high-standard bio-intelligent manufacturing base can ensure high quality and fast delivery of products. The professional sales team ensures that you don't need to worry about pre-sales and after-sales.
2. We focus on pharmaceutical standards, pharmaceutical intermediates, pharmaceutical impurity controls, peptide customization, our own laboratory, and undertake customized synthesis projects.
3. We offer products from gram grade to g grade, in addition, some product specifications and packaging can be customized.
4. We have been deeply engaged in the pharmaceutical field for ten years and have rich experience. At present, customers are all over the world, and have been highly recognized and trusted by customers.
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Fmoc-trans-4-Hydroxy-D-proline
Product Information
Product Code:B201361
English Name:Fmoc-trans-4-Hydroxy-D-proline
English Alias:(2R,4S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
CAS No.:139262-20-7
Molecular Formula:C??H??NO?
Molecular Weight:353.37
Advantages
High Purity:Confirmed by HPLC (≥99.0%), NMR (1H, 13C), HRMS, and elemental analysis, suitable for precise modification of trans-hydroxyproline derivatives in peptide synthesis.
Excellent Stability:Stable for 36 months at -20℃ under light-protected, sealed storage; well-soluble in common organic solvents (e.g., DMF, DCM) with degradation rate <0.5% within 6 months, ensuring synthesis reliability.
Applications
Peptide Drug Synthesis:As an Fmoc-protected trans-D-hydroxyproline monomer, used in solid-phase peptide synthesis (SPPS) to construct functional peptides containing hydroxyproline, such as antimicrobial peptides and enzyme inhibitors.
Drug Development Tool:Modulates peptide conformational stability and biological activity by introducing trans-hydroxyproline structure in new drug development, e.g., enhancing peptide transmembrane ability or target affinity.
Biochemical Research:Used to study protein-ligand interactions or as a probe molecule to regulate peptide secondary structures (e.g., β-sheets), optimizing molecular recognition via hydroxyl hydrophilicity.
Background Description
Hydroxyproline is a key component of natural proteins like collagen, with its configuration crucial for maintaining protein spatial structure. Fmoc-trans-4-Hydroxy-D-proline, as an Fmoc-protected trans-D-isomer, protects the amino group with fluorenylmethoxycarbonyl (Fmoc) to avoid racemization during synthesis while retaining 4-hydroxy reactivity. This compound introduces rigid structural units in peptide drug design, often used to develop therapeutic peptides with specific conformations, such as antiviral and antitumor drugs.
Research Status
Synthesis Process:Prepared by condensation of Fmoc-Cl with trans-D-hydroxyproline under alkaline conditions (e.g., NaHCO?/DCM system), with optimized reaction temperature (0-5℃) and purification (reverse-phase preparative HPLC), yielding over 70%.
Application Progress:Recent studies show that peptides containing this monomer exhibit excellent activity in treating fibrotic diseases, such as reducing collagen deposition by inhibiting TGF-β signaling; additionally, used as a linker component in ADC drugs to modify antibodies or toxin molecules via hydroxyl groups, improving conjugate stability.
Analytical Techniques:Circular dichroism (CD) and X-ray crystallography verify β-turn structures induced in peptides, while UPLC-MS/MS monitors impurities (e.g., cis-isomers, deprotected products) during synthesis to ensure product uniformity.
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NOTE!
We can also customize related analogues and modified peptides including HPLC, MS, 1H-NMR, MS, HPLC, IR, UV, COA, MSDS.
This product is intended for laboratory use only!
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E-mail: anna@molcoo.com
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