(±)-Octanoylcarnitine chloride
(±)-Octanoylcarnitine chloride (CAS 18822-86-1) is an acyl derivative structurally related to acetylcarnitine chloride; it functions as an intermediate in fatty acid metabolism by facilitating fatty acid transport across mitochondrial membranes for subsequent β-oxidation and ATP synthesis. Experimental evidence indicates that (±)-octanoylcarnitine modulates mitochondrial utilization of certain branched-chain 2-oxo acids, influencing their oxidation rates in isolated mitochondria. Additionally, researchers employ (±)-octanoylcarnitine combined with malate to investigate mitochondrial respiratory activity, examining oxidative phosphorylation dynamics in response to metabolic modulators, such as ADP and creatine, particularly in isolated cardiac muscle tissues.
References:
1. Zhang Y, Ma Q, Bai X. Effects of dietary acetyl-L-carnitine on meat quality and lipid metabolism in arbor acres broilers. Asian-Australasian Journal of Animal Sciences, 2010, 23(12): 1639-1644.
2. Veerkamp JH, van Moerkerk HT, Wagenmakers AJ. Interaction of short-chain and branched-chain fatty acids and their carnitine and CoA esters and of various metabolites and agents with branched-chain 2-oxo acid oxidation in rat muscle and liver mitochondria. International Journal of Biochemistry, 1985, 17(9): 967-974.
3. Toleikis A, Trumbeckaite S, Liobikas J, et al. Fatty Acid Oxidation and Mitochondrial Morphology Changes as Key Modulators of the Affinity for ADP in Rat Heart Mitochondria. Cells, 2020, 9(2): 340.
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- 2. W Bradley Nelson, Brandon S Pfeifer, et al. "Menstrual cycle influence on skeletal muscle mitochondrial respiration in humans." Physiol Rep. 2025 Jul;13(13):e70458 PMID: 40650425
- 3. Chris Donnelly, Timea Komlódi, et al. "Functional hypoxia reduces mitochondrial calcium uptake." Redox Biol. 2024 Jan 17;71:103037. PMID: 38401291
- 4. Mini Chandra, Diana Escalante-Alcalde, et al. "THE ROLE OF LIPID PHOSPHATE PHOSPHATASE 3 IN CARDIAC ENERGY METABOLISM." Redox Biol. 2018 Apr;14:261-271. PMID: 28982073
Physical Appearance | A solid |
Storage | Store at -20°C |
M.Wt | 323.86 |
Cas No. | 14919-35-8 |
Formula | C15H30ClNO4 |
Solubility | ≥36.9 mg/mL in DMSO; ≥18.6 mg/mL in EtOH; ≥37.4 mg/mL in H2O |
Chemical Name | 3-carboxy-N,N,N-trimethyl-2-(octanoyloxy)propan-1-aminium chloride |
SDF | Download SDF |
Canonical SMILES | O=C(CCCCCCC)OC(CC(O)=O)C[N+](C)(C)C.[Cl-] |
Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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Chemical structure
