Record Information |
---|
Version | 2.0 |
---|
Creation Date | 2012-05-31 14:02:41 -0600 |
---|
Update Date | 2015-06-03 15:54:38 -0600 |
---|
Secondary Accession Numbers | |
---|
Identification |
---|
Name: | 3-Carboxy-3-hydroxy-isocaproate |
---|
Description | 3-carboxy-3-hydroxy-isocaproate is a member of the chemical class known as Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. Alpha isopropylmalate is involved in the biosynthesis of leucine. The protein product of MJ0720 was found to be alpha-isopropylmalate dehydrogenase (LeuB) and was found to catalyze the NAD-dependent decarboxylation of one isomer of DL-threo-isopropylmalate to 2-ketoisocaproate; thus, it is involved in the biosynthesis of leucine. (PMID 10940051) |
---|
Structure | |
---|
Synonyms: | - α-isopropylmalate
- α-isopropylmalic acid
- (2S)-2-isopropylmalate
- (2S)-2-isopropylmalic acid
- 2IPMA
- 3-Carboxy-3-hydroxy-4-methylpentanoate
- 3-Carboxy-3-hydroxy-4-methylpentanoic acid
- 3-carboxy-3-hydroxy-isocaproate
- 3-Carboxy-3-hydroxy-isocaproic acid
- 3-Hydroxy-4-methyl-3-carboxypentanoate
- 3-Hydroxy-4-methyl-3-carboxypentanoic acid
- a-Isopropylmalate
- a-Isopropylmalic acid
- Alpha-Isopropylmalate
- Alpha-Isopropylmalic acid
- α-Isopropylmalate
- α-Isopropylmalic acid
|
---|
Chemical Formula: | C7H10O5 |
---|
Weight: | Average: 174.1513 Monoisotopic: 174.05282343 |
---|
InChI Key: | BITYXLXUCSKTJS-UHFFFAOYSA-L |
---|
InChI: | InChI=1S/C7H12O5/c1-4(2)7(12,6(10)11)3-5(8)9/h4,12H,3H2,1-2H3,(H,8,9)(H,10,11)/p-2 |
---|
CAS number: | Not Available |
---|
IUPAC Name: | 2-hydroxy-2-(propan-2-yl)butanedioate |
---|
Traditional IUPAC Name: | 2-isopropylmalate |
---|
SMILES: | CC(C)C(O)(CC([O-])=O)C([O-])=O |
---|
Chemical Taxonomy |
---|
Description | belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Fatty Acyls |
---|
Sub Class | Fatty acids and conjugates |
---|
Direct Parent | Hydroxy fatty acids |
---|
Alternative Parents | |
---|
Substituents | - Branched fatty acid
- Methyl-branched fatty acid
- Short-chain hydroxy acid
- Hydroxy fatty acid
- Dicarboxylic acid or derivatives
- Tertiary alcohol
- Carboxylic acid derivative
- Carboxylic acid
- Alcohol
- Organic oxygen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Carbonyl group
- Organic anion
- Aliphatic acyclic compound
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | |
---|
Physical Properties |
---|
State: | Not Available |
---|
Charge: | -2 |
---|
Melting point: | Not Available |
---|
Experimental Properties: | |
---|
Predicted Properties | |
---|
Biological Properties |
---|
Cellular Locations: | Cytoplasm |
---|
Reactions: | |
---|
SMPDB Pathways: | Not Available |
---|
KEGG Pathways: | - Pyruvate metabolism ec00620
- Valine, leucine and isoleucine biosynthesis ec00290
|
---|
EcoCyc Pathways: | - isoleucine biosynthesis I (from threonine) LEUSYN-PWY
|
---|
Concentrations |
---|
| Not Available |
---|
Spectra |
---|
Spectra: | |
---|
References |
---|
References: | - Howell, D. M., Graupner, M., Xu, H., White, R. H. (2000). "Identification of enzymes homologous to isocitrate dehydrogenase that are involved in coenzyme B and leucine biosynthesis in methanoarchaea." J Bacteriol 182:5013-5016. Pubmed: 10940051
- Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
- Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
- van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
|
---|
Synthesis Reference: | Not Available |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
Links |
---|
External Links: | |
---|