An internal standard for the quantification of palmitoleic acid
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Palmitoleic Acid-d13

Item No. 27714

Technical Information
Formal Name
(9Z)-hexadecenoic-11,11,12,12,13,13,14,14,15,15,16,16,16-d13 acid
CAS Number
2692623-92-8
Synonyms
  • (9Z)-Hexadecenoic Acid-d13
  • C16:1(9Z)-d13
  • C16:1 n-7-d13
  • cis-Palmitoleic Acid-d13
  • FA 16:1-d13
Molecular Formula
C16H17D13O2
Formula Weight
Purity
≥99% deuterated forms (d1-d13)
Formulation
A 10 mg/ml solution in ethanol
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 50 mg/ml
SMILES
[2H]C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])/C=C\CCCCCCCC(O)=O
InChi Code
InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7-/i1D3,2D2,3D2,4D2,5D2,6D2
InChi Key
SECPZKHBENQXJG-HXOMZKPWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Palmitoleic acid-d13 is intended for use as an internal standard for the quantification of palmitoleic acid (Item Nos. 10009871 | 21911) by GC- or LC-MS. Palmitoleic acid is an ω-7 monounsaturated fatty acid that has been found in macadamia and sea buckthorn oils.1,2 It increases basal and insulin-stimulated glucose uptake and glucose transporter 4 (Glut4) protein levels in 3T3-L1 adipocytes when used at a concentration of 200 µM.3 Ex vivo, palmitoleic acid (300 mg/kg per day) increases glucose uptake and aerobic and anaerobic glycolysis and reduces de novo fatty acid synthesis and activity of the lipogenic enzymes ATP citrate lyase (ACL) and glucose-6-phosphate dehydrogenase (G6PDH) in isolated murine adipocytes. Dietary administration of palmitoleic acid (300 mg/kg) reduces high-fat diet-induced insulin resistance and liver inflammation in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yang, B., and Kallio, H.P. Fatty acid composition of lipids in sea buckthorn (Hippophaë rhamnoids L.) berries of different origins. J. Agric. Food Chem. 49(4), 1939-1947 (2001).

    2. Fard, A.M., Turner, A.G., and Willett, G.D. High-resolution electrospray-ionization fourier-transform ion cyclotron resonance and gas chromatography-mass spectrometry of macadamia nut oil. Aus. J. Chem. 56(5), 499-508 (2003).

    3. Bolsoni-Lopes, A., Festuccia, W.T., Chimin, P., et alPalmitoleic acid (n-7) increases white adipocytes GLUT4 content and glucose uptake in association with AMPK activation. Lipids Health Dis. 13(199), 1-10 (2014).

    4. Souza, C.O., Teixeira, A.A.S., Lima, E.A., et alPalmitoleic acid (N-7) attenuates the immunometabolic disturbances caused by a high-fat diet independently of PPARɑ. Mediators Inflamm. 582197 (2014).

    Product Citations

    von Krusenstiern, A.N., Robson, R.N., Qian, N., et alIdentification of essential sites of lipid peroxidation in ferroptosis. Nat. Chem. Biol. 19(6), 719-730 (2023).