24diaminobutyric

2,4-Diaminobutyric acid, often abbreviated as DABA, is a non-proteinogenic amino acid with a four-carbon backbone bearing amino groups at the 2- and 4-positions and a carboxyl group at the first position. Its chemical formula is C4H10N2O2, and its structural representation is HOOC-CH(NH2)-CH2-CH2-NH2. The molecule contains a single stereocenter at the alpha carbon, so it exists as two enantiomers (L- and D- forms).

Structure and properties: The alpha amino group at position 2 and the terminal amino group at position 4 make DABA a diamino amino acid. At physiological pH, the molecule commonly exists as a zwitterion, with protonation states on the amino groups affecting solubility and reactivity. As a diamino acid, it can engage in hydrogen bonding and act as a flexible scaffold in synthetic chemistry.

Occurrence and synthesis: DABA does not occur as a standard component of proteins. It is encountered mainly in chemical and pharmaceutical contexts as a synthetic building block. It can be prepared by conventional amino acid synthesis methods from available precursors and can be protected and incorporated into peptidomimetics and other diamine-containing molecules.

Applications: In research and development, 2,4-diaminobutyric acid is used as a versatile diamine linker and as a scaffold for constructing peptidomimetics, small molecules, and certain polymer or drug discovery libraries. Its dual amino functionality enables diverse coupling strategies in organic synthesis.

Safety: As with many diamines and amino acids, handling should follow standard laboratory safety practices. Refer to material safety data sheets for specific precautions regarding exposure and disposal.