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2-Aminoisobutyric Acid

Catalog No.
C6242
An α-amino acid that can inhibit endogenous ethylene production in plants.
Grouped product items
SizePriceStock Qty
500mg
$53.00
In stock
1g
$68.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

2-Aminoisobutyric Acid (CAS No.: 62-57-7) is a non-proteinogenic α-amino acid widely utilized in biochemical and pharmaceutical research as a structural modulator in peptide design and a probe for studying protein folding and stability. Characterized by substitution at the α-carbon, it promotes the formation of constrained secondary structures such as β-turns and helical conformations, making it particularly valuable in the development of conformationally restricted peptides and peptidomimetics. This residue is a hallmark of peptaibols, a class of amphipathic fungal oligopeptides known for their membrane-interacting properties, and its incorporation can influence peptide–membrane interactions and bioactivity. In addition to its structural applications, 2-aminoisobutyric acid has been reported to inhibit endogenous ethylene production in plant cotyledonary tissues, suggesting utility in plant physiology and signaling studies. It can also be incorporated into synthetic peptides via engineered or cell-free translation systems, enabling investigations into ribosomal tolerance and expansion of the genetic code. While specific molecular targets in mammalian systems are not well defined, its functional role is primarily associated with modulation of peptide conformation and stability rather than direct receptor engagement, and experimental use typically spans low micromolar to millimolar concentrations depending on the system and desired structural effects. This compound is therefore broadly applied in drug discovery, particularly in the optimization of peptide therapeutics, as well as in studies of membrane activity, protein engineering, and translational biotechnology.

Chemical Properties

Physical AppearanceA solid
Storage-20°C
M.Wt103.12
Cas No.62-57-7
FormulaC4H9NO2
SynonymsAib; α-Aminoisobutanoic Acid; α-Aminoisobutyric Acid; α-Methylalanine
Solubilityinsoluble in EtOH; insoluble in DMSO; ≥22.1 mg/mL in H2O
Chemical Name2-amino-2-methylpropanoic acid
Canonical SMILESNC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

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