N-Fmoc-trans-4-hydroxy-L-proline, CAS No. 88050-17-3

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88050-17-3

Catalog No. EBD806143

CAS 88050-17-3

Name N-Fmoc-trans-4-hydroxy-L-proline

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Basic Information

Synonyms: rarechememwb0137 n-fmoc-l-trans-4-hydroxyproline n-alpha-(9-fluorenylmethyloxycarbonyl)-trans-l-hydroxyproline n-alpha-fmoc-l-trans-4-hydroxyproline (2s,4r)-n-alpha-(y-fluorenylmethoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylicacid (2s,4r)-n-alpha-(9-fluorenylmethoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylicacid fmoc-(2s,4r)-(-)-4-hydroxypyrrolidine-2-carboxylicacid fmoc-l-hydroxyproline fmoc-L-4-hydroxyproline Fmoc-Hyp-OH (4R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-hydroxy-L-proline Fmoc-trans-4-hydroxy-L-proline

Molecular Formula: C20H19NO5

Molecular Weight: 353.37

MDL Number: MFCD00151929

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

N-Fmoc-trans-4-hydroxy-L-proline is a protected derivative of the non-proteinogenic amino acid 4-hydroxy-L-proline. It features a 9-fluorenylmethoxycarbonyl (Fmoc) group protecting the amine functionality, making it a crucial building block in solid-phase peptide synthesis (SPPS) using the Fmoc strategy. The *trans*-4-hydroxy group on the proline ring is a key structural feature that imparts specific conformational constraints to peptide chains. This compound is extensively used in the pharmaceutical and biotechnology research sectors for the synthesis of peptides and peptidomimetics. The hydroxyproline residue is particularly important in the synthesis of collagen-like peptides and other bioactive molecules where it contributes to stability, modulates biological activity, and influences secondary structure. Its primary application is as a high-purity, protected amino acid reagent for constructing complex polypeptides, including potential drug candidates and research probes. As a specialty amino acid derivative, it is a staple in peptide chemistry laboratories. Handling requires standard precautions for laboratory chemicals, and it should be stored under cool, dry conditions to maintain stability. Its value lies in its role as a precise molecular tool for advancing peptide-based therapeutic and diagnostic research.

Physical Properties

Melting Point: 189-193 °C

Boiling Point: 595.5 °C at 760 mmHg

Flash Point: 314 °C

Density: 1.407 g/cm3

Storage: 2-8°C