(R)-2,3-Diaminopropionic acid
[CAS# 1915-96-4]

Identification

• Classification: Biochemical >> Amino acids and their derivatives
• Name: (R)-2,3-Diaminopropionic acid
• Synonyms: D-2,3-Diaminopropanoic acid; D-2,3-Diaminopropionic acid; D-2-Amino-beta-alanine
• Protein Sequence: X
• Molecular Formula: C₃H₈N₂O₂
• Molecular Weight: 104.11
• CAS Registry Number: 1915-96-4
• SMILES: C([C@H](C(=O)O)N)N

Properties

• Solubility: Very soluble (1000 g/L) (25 ºC), Calc.^*
• Density: 1.294±0.06 g/cm³ (20 ºC 760 Torr), Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2014 ACD/Labs)

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H312-H332
• Precautionary Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Discovory and Applicatios

(R)-2,3-Diaminopropionic acid is a chiral amino acid derivative characterized by two amino groups and one carboxyl group on a three-carbon chain. This compound has attracted interest due to its unique structure and wide applications in various scientific disciplines.

(R)-2,3-Diaminopropionic acid was first synthesized in the mid-20th century when researchers were exploring the properties and applications of amino acid derivatives with multiple functional groups. The introduction of two amino groups with specific chirality on adjacent carbons in the propionic acid chain led to the formation of this compound. Its discovery expanded the understanding of amino acid chemistry and provided new tools for designing molecules with specific properties.

In drug development, (R)-2,3-Diaminopropionic acid is used as a chiral building block for the synthesis of new drugs. Its unique structure enables the creation of compounds with enhanced biological activity. Researchers have explored its potential in the development of drugs to treat various diseases, using its chiral properties to improve the efficacy and selectivity of drugs.

This compound is a valuable intermediate in organic synthesis. Its diamino group is versatile in the formation of complex organic molecules. It is used in the manufacture of various chemicals, including agrochemicals, fine chemicals, and materials, taking advantage of its reactivity to facilitate different chemical transformations.

In biochemical research, (R)-2,3-diaminopropionic acid is used to study the role of diaminopropionic acid residues in proteins and peptides. Its presence in peptides and proteins can affect structure and function, providing insights into protein chemistry and aiding the design of novel peptides with specific properties.

The unique structure of this compound is explored in materials science to develop advanced materials. Its functional groups can be used to create materials with specific mechanical or chemical properties, contributing to innovations in polymer science and materials technology.

References

Yu LiuCurrent address: Key Laboratory of Nuclear Analysis Techniques, Institute of High Energy Physics, Chinese Academy of Sciences, Beijing 100049, China, Bruno L. Oliveira, Jo�o D. G. Correia, Isabel C. Santos, Isabel Santos, Bernhard Spingler and Roger Alberto. Syntheses of bifunctional 2,3-diamino propionic acid-based chelators as small and strong tripod ligands for the labelling of biomolecules with Tc, Org. Biomol. Chem., 2010, 8, 2829.