N-Fmoc-D-Valine, CAS No. 84624-17-9

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84624-17-9

Catalog No. EBD2198098

CAS 84624-17-9

Name N-Fmoc-D-Valine

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Basic Information

Synonyms: N-Fmoc-D-Valine n-[(9h-fluoren-9-ylmethoxy)carbonyl]-d-valine n-9-fluorenylmethyloxycarbonyl-d-valine n-(9-fluorenylmethoxycarbonyl)-d-valine n-alpha-(9-fluorenylmethoxycarbonyl)-d-valine n-alpha-(9-fluorenylmethyloxycarbonyl)-d-valine n-alpha-fmoc-d-valine 9-fluorenylmethoxycarbonyl-d-valine fmoc-d-valine Fmoc-D-Val-OH NALPHA-9-Fluorenylmethoxycarbonyl-D-valine

Molecular Formula: C20H21NO4

Molecular Weight: 339.39

MDL Number: MFCD00062953

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

N-Fmoc-D-Valine is a protected derivative of the non-proteinogenic amino acid D-valine. Its chemical structure features the D-enantiomer of valine, an amino acid with an isopropyl side chain, where the alpha-amino group is protected by a fluorenylmethyloxycarbonyl (Fmoc) group. This protection renders the amino group inert during peptide synthesis, while the carboxylic acid remains free for activation and coupling. This compound is a fundamental and widely used building block in solid-phase peptide synthesis (SPPS) employing the Fmoc strategy. The D-configuration of the valine residue is crucial for incorporating D-amino acids into synthetic peptides. Such peptides are extensively utilized in pharmaceutical research to enhance metabolic stability, alter receptor selectivity, and probe biological functions. It serves as a key intermediate in the production of therapeutic peptides, peptide hormones, and research tools. As a high-purity chiral synthon, it is essential for creating peptides with specific stereochemistry. The Fmoc group can be cleaved under mild basic conditions (e.g., piperidine), making it compatible with a wide range of other protecting groups and sensitive functionalities in complex peptide sequences.

Physical Properties

Melting Point: 143-144 °C(lit.)

Storage: 2-8°C

Analytical Data

Appearance: white to light yellow crystal powder