An internal standard for the quantification of protectin D1
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Unlabeled Version(s)
10010390Protectin D1
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Protectin D1-d5

Item No. 21625

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
10R,17S-dihydroxydocosa-4Z,7Z,11E,13E,15Z,19Z-hexaenoic-21,21,22,22,22-d5 acid
Synonyms
  • Neuroprotectin D1-d5
  • NPD1-d5
  • PD1-d5
Molecular Formula
C22H27D5O4
Formula Weight
365.5
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 50 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 1 mg/ml
λmax
263, 272, 283 nm
SMILES
O[C@@H](C/C=C\C([2H])([2H])C([2H])([2H])[2H])/C=C\C=C\C=C\[C@H](O)C/C=C\C/C=C\CCC(O)=O
InChi Code
InChI=1S/C22H32O4/c1-2-3-10-15-20(23)17-12-8-9-13-18-21(24)16-11-6-4-5-7-14-19-22(25)26/h3,5-13,17-18,20-21,23-24H,2,4,14-16,19H2,1H3,(H,25,26)/b7-5-,9-8+,10-3-,11-6-,17-12-,18-13+/t20-,21+/m0/s1/i1D3,2D2
InChi Key
CRDZYJSQHCXHEG-XYVLOPPUSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 µg

    $189

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    25 µg

    $420

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    Product Description

    Protectin D1-d5 is intended for use as an internal standard for the quantification of protectin D1 (Item No. 10010390) by GC- or LC-MS. Protectin D1 is a specialized pro-resolving mediator (SPM) synthesized from docosahexaenoic acid (DHA; Item No. 90310).1 DHA is oxidized to 16S,17S-epoxy protectin, which is converted to protectin D1 enzymatically. Protectin D1 increases phagocytosis of apoptotic polymorphonuclear leukocytes (PMNs) by macrophages in a non-phlogistic manner and is generated in vitro during macrophage-apoptotic interactions.2 It enhances phagocytosis in mice after 24 hours, but not at the initiation or peak of inflammation. It also decreases PMN infiltration in a zymosan-induced mouse model of inflammation when administered at a dose of 300 ng per animal. Protectin D1 (200 µg, i.v.) inhibits increases in neutrophil counts in bronchoalveolar fluid (BALF) and lung myeloperoxidase activity in a mouse model of pulmonary injury and inflammation induced by intratracheal LPS instillation.3 It also decreases pulmonary edema and promotes neutrophil apoptosis in BALF.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rodriguez, A.R., and Spur, B.W. Total synthesis of pro-resolving and tissue-regenerative protectin sulfido-conjugates. Tetrahedron Lett. 56(42), 5811-5815 (2015).

    2. Schwab, J.M., Chiang, N., Arita, M., et al. Resolvin E1 and protectin D1 activate inflammation-resolution programmes. Nature 447(7146), 869-874 (2007).

    3. Li, X., Li, C., Liang, W., et al. Protectin D1 promotes resolution of inflammation in a murine model of lipopolysaccharide-induced acute lung injury via enhancing neutrophil apoptosis. Chin. Med. J. (Engl.) 127(5), 810-814 (2014).