An internal standard for the quantification of DHA
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Docosahexaenoic Acid 1,2,3,4-13C

Item No. 31104

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoic-1,2,3,4-13C4 acid
Synonyms
  • C22:6 n-3 1,2,3,4-13C
  • C22:6(4Z,7Z,10Z,13Z,16Z,19Z) 1,2,3,4-13C
  • Cervonic Acid 1,2,3,4-13C
  • DHA 1,2,3,4-13C
  • FA 22:6-13C
Molecular Formula
C18[13C]4H32O2
Formula Weight
332.5
Purity
≥95%
Formulation
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 2 mg/ml
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=[13CH]\[13CH2][13CH2][13C](O)=O
InChi Code
InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-/i19+1,20+1,21+1,22+1
InChi Key
MBMBGCFOFBJSGT-YOKVNMAPSA-N
Side Chain Carbon Sum
22:6
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $125

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    50 µg

    $238

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    100 µg

    $450

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    Product Description

    Docosahexaenoic acid 1,2,3,4-13C (DHA 1,2,3,4-13C) is intended for use as an internal standard for the quantification of DHA (Item Nos. 90310 | 17950) by GC- or LC-MS. DHA is a long-chain ω-3 polyunsaturated fatty acid (PUFA) found in fish and algal oils.1 It comprises approximately 40% of total brain PUFAs and is abundant in grey matter and retinal membranes.2 DHA typically represents 0.52-7.5% of human total plasma fatty acids. It is produced from α-linolenic acid (ALA; Item Nos. 90210 | 21910) via a series of desaturase- and elongase-catalyzed reactions, resulting in a docosapentaenoic acid (DPA; Item Nos. 90165 | 21907) intermediate, which is elongated, desaturated, and β-oxidized to produce DHA.3 DHA can be liberated from cellular membranes by phospholipase A2 (PLA2) and converted to numerous oxylipins, including specialized pro-resolving mediators (SPMs), which are produced by lipoxygenases and include D-series protectins and resolvins, as well as maresins, that regulate host defense and the resolution of inflammation.4 DHA has roles in several physiological and pathological processes, including neural development, cardiovascular diseases, obesity, and inflammation.3,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kuratko, C.N., and Salem, N., Jr. Biomarkers of DHA status. Prostaglandins Leukot. Essent. Fatty Acids 81(2-3), 111-118 (2009).

    2. Lacombe, R.J.S., Chouinard-Watkins, R., and Bazinet, R.P. Brain docosahexaenoic acid uptake and metabolism. Mol. Aspects Med. 64, 109-134 (2018).

    3. Calder, P.C. Docosahexaenoic acid. Ann. Nutr. Metab. 69(Suppl 1), 7-21 (2016).

    4. Basil, B.C., and Levy, B.D. Specialized pro-resolving mediators: Endogenous regulators of infection and inflammation. Nat. Rev. Immunol. 16(1), 51-67 (2016).

    5. Arnoldussen, I.A.C., and Kiliaan, A.J. Impact of DHA on metabolic diseases from womb to tomb. Mar. Drugs 12(12), 6190-6212 (2014).