Name | 2-Aminoisobutyric acid |
Synonyms | H-Aib-OH H-AIB-OH N-ME-ALA-OH H-ALA(ME)-OH N-ME-ALANINE 2-methylalanine 2-Methylalanine RARECHEM EM WB 0051 H-ALPHA-METHYLALANINE 2-Aminoisobutyric acid H-2-AMINOISOBUTYRIC ACID alpha-Aminoisobutyric acid DL-2-AMINO-ISO-BUTYRIC ACID 2-Amino-2-methylpropionic acid |
CAS | 62-57-7 |
EINECS | 200-544-0 |
InChI | InChI=1/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7) |
InChIKey | FUOOLUPWFVMBKG-UHFFFAOYSA-N |
Molecular Formula | C4H9NO2 |
Molar Mass | 103.12 |
Density | 1.1602 (rough estimate) |
Melting Point | ≥300°C |
Boling Point | 193.35°C (rough estimate) |
Flash Point | 77.4°C |
Water Solubility | SOLUBLE |
Solubility | SOLUBLE |
Vapor Presure | 0.108mmHg at 25°C |
Appearance | Colorless crystal |
Color | White |
Merck | 14,445 |
BRN | 506496 |
pKa | 2.36(at 25℃) |
Storage Condition | Store below +30°C. |
Refractive Index | 1.4183 (estimate) |
MDL | MFCD00008049 |
Physical and Chemical Properties | Melting point 335°C water-SOLUBLE SOLUBLE |
Use | for biochemical research. |
In vitro study | NSC 16590 (α-Aminoisobutyric acid , AIB) inhibits the production of endogenous ethylene in the cotyledonary segments of cocklebur ( Xanthium pennsylvanicum Wallr.) seeds most strongly. NSC 16590 at 4 mM inhibits the formation of ethylene by about 50%, although the O 2 uptake of the segments is not affected even at 20 mM. NSC 16590 also inhibits ethylene formation in the stem segments of etiolated pea ( Pisum satiuum L. cv . Alaska) seedlings. Kinetic analysis with cell free extracts from etiolated pea shoots reveals that NSC 16590 competitively inhibits the conversion of ACC into ethylene. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
RTECS | AY7000000 |
TSCA | Yes |
HS Code | 29224995 |
Hazard Class | IRRITANT |
Reference Show more | 1. [IF=4.27] Jieren Liao et al."GABA shunt contribution to flavonoid biosynthesis and metabolism in tea plants (Camellia sinensis)."Plant Physiol Bioch. 2021 Sep;166:849 |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
preparation | A preparation method of 2-methylalanine, comprising the steps of: acetone cyanohydrin and ammonium carbonate in an aqueous medium, synthesis of 2-methylalanine by pressurized heating reaction; The ammonium carbonate can be replaced by ammonium bicarbonate, or by ammonia and carbon dioxide; The reaction formula is as follows: |
biological activity | 2-aminosyumetric acid (NSC-16590, 2-methylaline, H-Aib-OH) is a rare, non-protein amino acid, pyrimidine is the end product of metabolism and is excreted in the urine and found in some antibiotics of fungal origin. |
Use | for biochemical studies. |
production method | acetone cyanohydrin was dissolved in methanol and ammonia was passed to saturation under cooling. After distilling off the methanol, water and hydrobromic acid were added, the reaction was refluxed for 2H, and then hydrobromic acid was distilled off under reduced pressure. The residue was dissolved in methanol, pyridine was added until Congo Red was neutral, and 2-aminoisobutyric acid was isolated as a swimming ion. The yield was about 30%. |