phytanoyl-Coenzyme A (triethylammonium salt)

phytanoyl-Coenzyme A (triethylammonium salt) Exclusive

Cayman Chemical Item Number 10011499

Phytanic Acid Coenzyme A Ester (triethylammonium salt); phytanoyl-CoA (triethylammonium salt)

Description

Phytanic acid is a saturated 20-carbon branched-chain fatty acid that can only be derived from dietary sources. Under normal conditions, phytanic acid is degraded via α-oxidation (oxidative decarboxylation) to produce pristanic acid, which then undergoes β-oxidation as part of the metabolism process.^1,2 Degradation of phytanic acid is impaired in patients with peroxisomal disorders or diseases such as infantile phytanic acid storage disease or Refsum’s disease.³ phytanoyl-Coenzyme A (CoA) is the conjugate of phytanic acid and CoA.

1 Watkins, P.A., Howard, A.E., and Mihalik, S.J. Phytanic acid must be activated to phytanoyl-CoA prior to its a-oxidation in rat liver peroxisomes. Biochem Biophys Acta 1214 288-294 (1994).

2 Watkins, P.A., Howard, A.E., Gould, S.J., et al. Phytanic acid activation in rat liver peroxisomes is catalyzed by long-chain acyl-CoA synthetase. J Lipid Res 37 2288-2295 (1996).

3 Wanders, R.J.A., Boltshauser, E., Steinmann, B., et al. Infantile phytanic acid storage disease, a disorder of peroxisome biogenesis: A case report. J Neurol Sci 98 1-11 (1990).

Synonyms

Phytanic Acid Coenzyme A Ester (triethylammonium salt)
phytanoyl-CoA (triethylammonium salt)

Molecular Formula

C₄₁H₇₄N₇O₁₇P₃S · 3NH

Formula Weight

1107.1

Formulation

A crystalline solid

Purity

≥95%

Stability

2 years

Storage

-20°C

Shipping

Room temperature in continental US; may vary elsewhere

SMILES

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CC(C)(COP(=O)(O)OP(=O)(O)OCC1OC(C(O)C1OP(=O)(O)O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(C)CCCC(C)CCCC(C)CCCC(C)C CCN(CC)CC

Background Reading

Damirin, A., Tomura, H., Komachi, M., et al. Sphingosine 1-phosphate receptors mediate the lipid-induced cAMP accumulation through cyclooxygenase-2/prostaglandin I₂ pathway in human coronary artery smooth muscle cells. Mol Pharmacol 67(4) 1177-1185 (2005).

Watkins, P.A., Howard, A.E., and Mihalik, S.J. Phytanic acid must be activated to phytanoyl-CoA prior to its a-oxidation in rat liver peroxisomes. Biochem Biophys Acta 1214 288-294 (1994).

Wanders, R.J.A., Boltshauser, E., Steinmann, B., et al. Infantile phytanic acid storage disease, a disorder of peroxisome biogenesis: A case report. J Neurol Sci 98 1-11 (1990).

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1 mg 
$66.00

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5 mg 
$297.00

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10 mg 
$528.00

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25 mg 
$1,155.00

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phytanoyl-Coenzyme A (triethylammonium salt) Exclusive