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About This Item
Linear Formula:
(CH3)2C(NH2)COOH
CAS Number:
Molecular Weight:
103.12
Beilstein/REAXYS Number:
506496
MDL number:
Grade:
analytical standard
grade
analytical standard
Quality Level
technique(s)
HPLC: suitable, LC/MS: suitable, liquid chromatography (LC): suitable, mass spectrometry (MS): suitable
mp
≥300 °C
application(s)
clinical
food and beverages
format
neat
SMILES string
CC(C)(N)C(O)=O
InChI
1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)
InChI key
FUOOLUPWFVMBKG-UHFFFAOYSA-N
General description
α-Aminoisobutyric acid (AIB; 2‑aminoisobutyric acid, α‑methylalanine) is a non‑proteinogenic amino acid with the formula H2N‑C(CH3)2‑COOH that strongly promotes helical conformations in peptides.
It is rare in nature but occurs in certain fungal peptide antibiotics (peptaibols) such as alamethicin, where AIB-rich sequences contribute to membrane activity.Testing AIB is important because it is used as a tracer of amino acid transport and as a sensitive marker of blood–brain barrier permeability changes in experimental models.
In metabolic studies, AIB can be measured in urine as an end‑product of pyrimidine metabolism, and some individuals exhibit elevated excretion due to inherited traits, making quantification relevant for biochemical assessment. Additionally, detecting AIB helps identify peptaibiotics in microbial or environmental samples, since AIB is a specific marker residue for this peptide class.
Discover our portfolio of amino acid reference materials
It is rare in nature but occurs in certain fungal peptide antibiotics (peptaibols) such as alamethicin, where AIB-rich sequences contribute to membrane activity.Testing AIB is important because it is used as a tracer of amino acid transport and as a sensitive marker of blood–brain barrier permeability changes in experimental models.
In metabolic studies, AIB can be measured in urine as an end‑product of pyrimidine metabolism, and some individuals exhibit elevated excretion due to inherited traits, making quantification relevant for biochemical assessment. Additionally, detecting AIB helps identify peptaibiotics in microbial or environmental samples, since AIB is a specific marker residue for this peptide class.
Discover our portfolio of amino acid reference materials
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 36138-100MG | 04061831824179 |