2-Hydroxyisobutyric acid

2-Hydroxyisobutyric acid.svg 2-Hydroxy-2-methylpropanoic acid α-Hydroxyisobutyric acid2-Hydroxyisobutanoic acidα-Hydroxyisobutanoic acid2-Hydroxy-2-methyl propionic acid2-Methyllactic acid2-Methylglycolic acidAcetonic acidHydroxydimethylacetic acid 594-61-6 correct CAS 1744739 50129 1345148 11181 209-848-8 11671 DMW250U2HF 1S/C4H8O3/c1-4(2,7)3(5)6/h7H,1-2H3,(H,5,6) BWLBGMIXKSTLSX-UHFFFAOYSA-N CC(C)(C(=O)O)O 4 8 3 white solid 1.23 g/cm3W.P.J.Gaykema; J.A.Kanters; G.Roelofsen (1978), Cryst. Struct. Commun., 47: 463 82.5 212 2-Hydroxyisobutyric acid https://pubchem.ncbi.nlm.nih.gov/compound/11671#section=Safety-and-Hazards pubchem.ncbi.nlm.nih.gov en 02 07 Danger 302 315 318 335 261 264 264+265 270 271 280 301+317 302+352 304+340 305+354+338 317 319 321 330 332+317 362+364 403+233 405 501 2-Hydroxyisobutyric acid is the organic compound with the formula (CH3)2C(OH)CO2H. A white solid, it is classified as an hydroxycarboxylic acid. It has been considered as a naturally occurring precursor to polyesters.10.1007/s11157-016-9415-9 Biosynthesis of Polyesters and Polyamide Building Blocks Using Microbial Fermentation and Biotransformation 2016 Bhatia Shashi Kant Bhatia Ravi Kant Yang Yung-Hun Reviews in Environmental Science and Bio/Technology 15 4 639–663 88561532 It is closely related to lactic acid (CH3CH(OH)CO2H).10.1002/14356007.a13_507 Hydroxycarboxylic Acids, Aliphatic 2000 Miltenberger Karlheinz 3527306730 Occurrences The enzyme 2-hydroxyisobutyryl coenzyme A (CoA) mutase isomerizes 3-hydroxybutyryl coenzyme A into 2-hydroxyisobutyryl coenzyme A. Hydrolysis of the latter gives 2-hydroxyisobutyric acid.10.1128/AEM.02622-16 Production of 2-Hydroxyisobutyric Acid from Methanol by Methylobacterium extorquens AM1 Expressing ( R )-3-Hydroxybutyryl Coenzyme A-Isomerizing Enzymes 2017 Rohde Maria-Teresa Tischer Sylvi Harms Hauke Rohwerder Thore Applied and Environmental Microbiology 83 3 27836853 5244315 2017ApEnM..83E2622R The amides formed from this carboxylic acid and the ε-amino group of lysine residues are a kind of post translational modification.10.1038/nchembio.1497 Lysine 2-Hydroxyisobutyrylation is a Widely Distributed Active Histone Mark 2014 Dai Lunzhi Peng Chao Montellier Emilie Lu Zhike Chen Yue Ishii Haruhiko Debernardi Alexandra Buchou Thierry Rousseaux Sophie Jin Fulai Sabari Benjamin R. Deng Zhiyou Allis C David Ren Bing Khochbin Saadi Zhao Yingming Nature Chemical Biology 10 5 365–370 24681537 10.1021/pr100899x Metabolic Signatures of Lung Cancer in Biofluids: NMR-Based Metabonomics of Urine 2011 Carrola Joana Rocha CláUdia M. Barros António S. Gil Ana M. Goodfellow Brian J. Carreira Isabel M. Bernardo João Gomes Ana Sousa Vitor Carvalho Lina Duarte Iola F. Journal of Proteome Research 10 1 221–230 21058631 Ethyl methacrylate (an industrially important monomer and ester of methacrylic acid) was first obtained by treating the ethyl ester of 2-hydroxyisobutyric acid with phosphorus pentachloride in an apparent dehydration reaction.Justus Liebigs Annalen der Chemie 136 12 Untersuchungen über Säuren aus der Acrylsäure-Reihe; 1) Umwandlung der Säuren aus der Milchsäure-Reihe in die der Acrylsäure-Reihe E. Frankland, B. F. Duppa 1865 10.1002/jlac.18651360102 https://zenodo.org/record/1427247 See also 3-Hydroxyisobutyric acid References Category:Alpha hydroxycarboxylic acids