Fmoc-L-Glutamic acid gamma-methyl ester, CAS No. 145038-50-2

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145038-50-2

Catalog No. EBD8114

CAS 145038-50-2

Name Fmoc-L-Glutamic acid gamma-methyl ester

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Basic Information

Synonyms: Fmoc-Glu(Ome)-Oh Fmoc-L-Glu(Me)-Oh Fmoc-L-GlutamicAcid-Gamma-MethylEster N-Alpha-(9-Fluorenylmethyloxycarbonyl)-L-GlutamicAcidGamma-MethylEster N-Alpha-(9-Fluorenylmethoxycarbonyl)-L-GlutamicAcidGamma-MethylEster Fmoc-L-GlutamicAcidΓ-MethylEster N-Alpha-Fmoc-L-Glutamicacidgamma-Methylester N-(9-Fluorenylmethyloxycarbonyl)-L-GlutamicAcidGamma-MethylEster Fmoc-Glu-OMe Fmoc-L-Glutamicacidgamma-methylester Fmo

Molecular Formula: C21H21NO6

Molecular Weight: 383.39

MDL Number: MFCD01076132

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

Product Description:

Fmoc-L-Glutamic acid gamma-methyl ester is a protected derivative of the natural amino acid L-glutamic acid. It features an Fmoc (9-fluorenylmethoxycarbonyl) group protecting the alpha-amino group and a methyl ester protecting the side-chain gamma-carboxylic acid. This specific protection pattern renders it a crucial building block in solid-phase peptide synthesis (SPPS), particularly for introducing glutamic acid residues where the side chain carboxylate needs to be temporarily masked or later selectively functionalized. Its primary and definitive application is in the field of peptide chemistry and pharmaceutical research. It is a standard, commercially available reagent used for the synthesis of peptides, peptidomimetics, and peptide-based drug candidates. The Fmoc group is cleaved under mild basic conditions (e.g., piperidine), making it compatible with Fmoc/t-Bu SPPS strategies, which are dominant in modern peptide production. While its core identity is as a specialized amino acid derivative for bioconjugation and peptide synthesis, its well-defined structure and reactivity also make it a valuable chiral synthon in advanced organic synthesis, serving as a precursor for more complex molecules. Proper handling requires standard laboratory safety precautions for fine chemicals.

Physical Properties

Boiling Point: 625.332 °C at 760 mmHg

Flash Point: 331.989 °C

Density: 1.296 g/cm3

Storage: Store at 0-5°C