Α-Ketoisocaproic acid
Appearance
Names | |
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IUPAC name
4-Methyl-2-oxopentanoic acid
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Systematic IUPAC name
4-Methyl-2-oxopentanoic acid[1] | |
Other names
4-Methyl-2-oxovaleric acid
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Identifiers | |
3D model (JSmol)
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1701823 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.011.304 |
EC Number |
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KEGG | |
MeSH | Alpha-ketoisocaproic+acid |
PubChem CID
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UN number | 3265 |
CompTox Dashboard (EPA)
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Properties | |
C6H10O3 | |
Molar mass | 130.143 g·mol−1 |
Density | 1.055 g cm−3 (at 20 °C) |
Melting point | 8 to 10 °C (46 to 50 °F; 281 to 283 K) |
Boiling point | 85 °C (185 °F; 358 K) at 13 mmHg |
log P | 0.133 |
Acidity (pKa) | 2.651 |
Basicity (pKb) | 11.346 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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α-Ketoisocaproic acid (α-KIC) and its conjugate base, α-ketoisocaproate, are metabolic intermediates in the metabolic pathway for L-leucine.[2]
Leucine metabolism
References
- ^ CID 70 from PubChem
- ^ a b c Wilson JM, Fitschen PJ, Campbell B, Wilson GJ, Zanchi N, Taylor L, Wilborn C, Kalman DS, Stout JR, Hoffman JR, Ziegenfuss TN, Lopez HL, Kreider RB, Smith-Ryan AE, Antonio J (February 2013). "International Society of Sports Nutrition Position Stand: beta-hydroxy-beta-methylbutyrate (HMB)". Journal of the International Society of Sports Nutrition. 10 (1): 6. doi:10.1186/1550-2783-10-6. PMC 3568064. PMID 23374455.
- ^ a b 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