Fmoc-trans-4-Hydroxy-D-proline NEW

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：C₂₀H₁₉NO₅

• 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

Research Status

• Synthesis Process：Prepared by condensation of Fmoc-Cl with trans-D-hydroxyproline under alkaline conditions (e.g., NaHCO₃/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.

WhatsAPP: +86 17320513646
E-mail: anna@molcoo.com

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!

WhatsAPP: +86 17320513646
E-mail: anna@molcoo.com

NEW IN STOCK!

The Molcoo Laboratory added drug impurity reference standards, including Baricitinib, Piperazine, Benzylpenicillin, Tranilast and multiple N-Nitroso drug impurities! Now available for immediate delivery!