beta-Ketoisocaproic acid
β-Ketoisocaproic acid is an intermediate in the metabolism of leucine.[2][3] Its metabolic precursor and metabolic product in the leucine metabolic pathway are β-leucine and β-ketoisocaproyl-CoA, respectively.[2]
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| Names | |
|---|---|
| IUPAC name
4-methyl-3-oxopentanoic acid | |
| Systematic IUPAC name
4-methyl-3-oxopentanoic acid[1] | |
| Other names
4-Methyl-2-oxovaleric acid | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChemSpider | |
| KEGG | |
| MeSH | Beta-ketoisocaproic+acid |
PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C6H10O3 | |
| Molar mass | 130.143 g·mol−1 |
| Density | 1.1 g cm−3 (at 20 °C) |
| Boiling point | 236 °C (457 °F; 509 K) ±23 at 760 mmHg |
| log P | 0.36 |
| Hazards | |
EU classification (DSD) (outdated) |
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| R-phrases (outdated) | R34 |
| S-phrases (outdated) | S26, S36/37/39, S45 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
References
- CID 440024 from PubChem
- Kohlmeier M (May 2015). "Leucine". Nutrient Metabolism: Structures, Functions, and Genes (2nd ed.). Academic Press. pp. 385–388. ISBN 978-0-12-387784-0. Retrieved 6 June 2016.
Energy fuel: Eventually, most Leu is broken down, providing about 6.0kcal/g. About 60% of ingested Leu is oxidized within a few hours ... Ketogenesis: A significant proportion (40% of an ingested dose) is converted into acetyl-CoA and thereby contributes to the synthesis of ketones, steroids, fatty acids, and other compounds ...
Figure 8.57: Metabolism of L-LEUCINE - "Leucine metabolism". BRENDA. Technische Universität Braunschweig. Archived from the original on 17 August 2016. Retrieved 12 August 2016.
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