B6371-50mg | (±)-Octanoylcarnitine chloride [14919-35-8] Clinisciences

Background

(±)-Octanoylcarnitine chloride is a homolog of acetylcarnitine chloride. Acylcarnitines, the acetyl derivatives of carnitine, are important intermediates in lipid metabolism, required for the transport of long-chain fatty acids into mitochondria for β-oxidation and ATP production, and for the removal of excess short-chain and medium-chain fatty acids. (±)-Octanoylcarnitine has been shown to decrease the oxidation rate of the branched-chain 2-oxo acids 4-methyl-2-oxopentanoate and 3-methyl-2-oxobutanoate in isolated rat muscle mitochondria in the presence of carnitine, but octanoyl-L-carnitine increases oxidation of 4-methyl-2-oxopentanoate in the absence of carnitine. In addition, (±)-octanoylcarnitine, along with malate, has been used as a mitochondrial respiration substrate to evaluate the effect of creatine on the respiration rate of isolated rat cardiac fibers exposed to increasing concentrations of ADP.

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.

Product Citation

1. 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

Chemical Properties

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

Purity = 98.00%

(±)-Octanoylcarnitine chloride [14919-35-8]

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Background

Product Citation

Chemical Properties

Quality Control

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