N-Fmoc-L-aspartic acid, CAS No. 136083-57-3

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136083-57-3

Catalog No. EBD2207334

CAS 136083-57-3

Name N-Fmoc-L-aspartic acid

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Basic Information

Synonyms: Nα-Fmoc-Asp-OH N-Fmoc-L-asparticacid fmoc-d-asp-oh fmoc-d-asparticacid n-fmoc-d-asparticacid n-(9-fluorenylmethoxycarbonyl)-d-asparticacid n-[(9h-fluoren-9-ylmethoxy)carbonyl]-d-asparticacid n-alpha-(9-fluorenylmethoxycarbonyl)-d-asparaticacid (r)-2-(((9h-fluoren-9-yl)methoxy)carbonylamino)succinicacid n-fmoc-d-asparticacidfmoc-d-asp-oh

Molecular Formula: C19H17NO6

Molecular Weight: 355.34

MDL Number: MFCD01318740

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

Product Description:

N-Fmoc-D-aspartic acid is a protected derivative of the non-essential amino acid D-aspartic acid. Its structure features an Fmoc (9-fluorenylmethoxycarbonyl) group protecting the alpha-amino group, making it a crucial chiral building block in solid-phase peptide synthesis (SPPS). The presence of the free beta-carboxylic acid side chain allows for further functionalization or contributes to the peptide's overall charge and solubility. This compound is primarily used in the synthesis of peptides containing D-aspartic acid residues. The Fmoc protecting group is stable under basic conditions but can be readily removed under mild basic conditions (e.g., piperidine), which is compatible with the standard Fmoc-SPPS strategy. Its main application lies in pharmaceutical research and development for creating peptide-based drugs, bioactive peptides, and tools for studying peptide structure-activity relationships. As a high-purity, enantiomerically pure reagent, it is a staple in peptide chemistry laboratories. It is also utilized in the synthesis of peptidomimetics and other bioactive molecules where the D-configuration of aspartic acid is required for specific biological activity or metabolic stability. Proper handling requires standard laboratory safety precautions for fine chemicals.

Physical Properties

Boiling Point: 587.21 °C at 760 mmHg

Flash Point: 308.933 °C

Density: 1.4 g/cm3

Refractivity: 29 ° (C=1, DMF)

Storage: Store at RT.