Fmoc-2-Aminoisobutyric acid, CAS No. 94744-50-0

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94744-50-0

Catalog No. EBD35948

CAS 94744-50-0

Name Fmoc-2-Aminoisobutyric acid

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Basic Information

Synonyms: Fmoc-2-aminoisobutyricacid Fmoc-alpha-Me-Ala-OH N-Fmoc-2-aminoisobutyricacid n-fmoc-c-alpha-methylalanine n-alpha-(9-fluorenylmethoxycarbonyl)-alpha-methyl-l-alanine n-alpha-(9-fluorenylmethoxycarbonyl)-alpha-aminoisobutyricacid n-alpha-(9-fluorenylmethyloxycarbonyl)-aminoisobutyricacid n-alpha-fmoc-alpha-aminoisobutyricacid n-alpha-fmoc-l-alpha-aminoisobutyricacid rarechememwb0053 fmoc-aib-oh fmoc-alpha-methylalanine

Molecular Formula: C19H19NO4

Molecular Weight: 325.36

MDL Number: MFCD00151913

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

Product Description:

Fmoc-2-Aminoisobutyric acid is a derivative of the non-proteinogenic amino acid ▒-aminoisobutyric acid (Aib), featuring a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group on the amino terminus. Its structure incorporates a gem-dimethyl group at the ▒-carbon, which induces a strong helical propensity in peptide chains, making it a key building block for constrained peptide design. This compound is primarily utilized in solid-phase peptide synthesis (SPPS) as a protected monomer for introducing Aib residues into peptides and peptidomimetics. The Aib unit is widely employed in medicinal chemistry to enhance the metabolic stability, conformational rigidity, and bioactivity of therapeutic peptides, particularly in the development of antimicrobial peptides, GPCR modulators, and helical foldamers. Its Fmoc protection allows for orthogonal deprotection under mild basic conditions, compatible with standard SPPS protocols. As a specialized synthetic building block, it is also categorized under pharmaceutical intermediates for small molecule drug fragments, given its role in constructing bioactctive peptide-based drug candidates. The compound is typically stored at -20буC to maintain stability and is handled under standard laboratory conditions for peptide chemistry.

Physical Properties

Melting Point: 182-188 °C

Boiling Point: 544.3 °C at 760 mmHg

Flash Point: 283 °C

Density: 1.256 g/cm3

Storage: 2-8°C