β-Ketoisocaproic acid
Appearance
Names | |
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Preferred IUPAC name
4-Methyl-3-oxopentanoic acid | |
Other names
4-Methyl-3-oxopentanoic acid
4-Methyl-3-oxovaleric acid Isobutanoylacetic acid Isobutyrylacetic acid | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
ChemSpider | |
KEGG | |
MeSH | Beta-ketoisocaproic+acid |
PubChem CID
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UNII | |
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 | |
GHS labelling: | |
Danger | |
H314 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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β-Ketoisocaproic acid, also known as 4-methyl-3-oxopentanoic acid, is an intermediate in the metabolism of leucine.[1][2] Its metabolic precursor and metabolic product in the leucine metabolic pathway are β-leucine and β-ketoisocaproyl-CoA, respectively.[1]
References
- ^ a b Kohlmeier M (May 2015). "Leucine". Nutrient Metabolism: Structures, Functions, and Genes (2nd ed.). Academic Press. pp. 385–388, Figure 8.57. 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 ...
- ^ "Leucine metabolism". BRENDA. Technische Universität Braunschweig. Archived from the original on 17 August 2016. Retrieved 12 August 2016.