NPD1
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MedKoo CAT#: 463982

CAS#: 660430-03-5

Description: NPD1, also known as Protectin D1, is a specialized pro-resolving lipid mediator (SPM), rapidly targeting mitochondria-mediated apoptosis, blocking BAX translocation from cytosol to mitochondria and subsequently reducing caspase-3 activation, significantly reducing Iba1 expression in the cochlea.

Chemical Structure

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NPD1
CAS# 660430-03-5
Instruction

Theoretical Analysis

MedKoo Cat#: 463982
Name: NPD1
CAS#: 660430-03-5
Chemical Formula: C22H32O4
Exact Mass: 360.23
Molecular Weight: 360.494
Elemental Analysis: C, 73.30; H, 8.95; O, 17.75

Price and Availability

Size Price Availability Quantity
10µg USD 315 2 Weeks
25µg USD 665 2 Weeks
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Synonym: NPD1; NPD 1; NPD-1; Neuroprotectin D1; Neuroprotectin-D1; Protectin D1; PD-1;

IUPAC/Chemical Name: (4Z,7Z,10R,11E,13E,15Z,17S,19Z)-10,17-dihydroxydocosa-4,7,11,13,15,19-hexaenoic acid

InChi Key: CRDZYJSQHCXHEG-SFVBTVKNSA-N

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

SMILES Code: CC/C=C\C[C@H](O)/C=C\C=C\C=C\[C@H](O)C/C=C\C/C=C\CCC(O)=O

Appearance: A solution in ethanol

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 360.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Belayev L, Obenaus A, Mukherjee PK, Knott EJ, Khoutorova L, Reid MM, Roque CR, Nguyen L, Lee JB, Petasis NA, Oria RB, Bazan NG. Blocking pro-inflammatory platelet-activating factor receptors and activating cell survival pathways: A novel therapeutic strategy in experimental ischemic stroke. Brain Circ. 2020 Dec 29;6(4):260-268. doi: 10.4103/bc.bc_36_20. PMID: 33506149; PMCID: PMC7821809.

2: Ríos JD, Hughes CK, Lally J, Wienandt N, Esquivel C, Serhan CN, Weitzel EK. Neuroprotectin D1 Attenuates Blast Overpressure Induced Reactive Microglial Cells in the Cochlea. Laryngoscope. 2021 Jan 11. doi: 10.1002/lary.29337. Epub ahead of print. PMID: 33427310.

3: Zhou Y, Wang J, Li X, Li K, Chen L, Zhang Z, Peng M. Neuroprotectin D1 Protects Against Postoperative Delirium-Like Behavior in Aged Mice. Front Aging Neurosci. 2020 Nov 5;12:582674. doi: 10.3389/fnagi.2020.582674. PMID: 33250764; PMCID: PMC7674198.

4: Zirpoli H, Sosunov SA, Niatsetskaya ZV, Mayurasakorn K, Manual Kollareth DJ, Serhan CN, Ten VS, Deckelbaum RJ. NPD1 rapidly targets mitochondria-mediated apoptosis after acute injection protecting brain against ischemic injury. Exp Neurol. 2021 Jan;335:113495. doi: 10.1016/j.expneurol.2020.113495. Epub 2020 Oct 8. PMID: 33038416.

5: Yamagata K. Dietary docosahexaenoic acid inhibits neurodegeneration and prevents stroke. J Neurosci Res. 2021 Feb;99(2):561-572. doi: 10.1002/jnr.24728. Epub 2020 Sep 23. PMID: 32964457.

6: Miyazawa K, Fukunaga H, Tatewaki Y, Takano Y, Yamamoto S, Mutoh T, Taki Y. Alzheimer's Disease and Specialized Pro-Resolving Lipid Mediators: Do MaR1, RvD1, and NPD1 Show Promise for Prevention and Treatment? Int J Mol Sci. 2020 Aug 12;21(16):5783. doi: 10.3390/ijms21165783. PMID: 32806612; PMCID: PMC7460933.

7: Pham TL, Bazan HEP. Docosanoid signaling modulates corneal nerve regeneration: effect on tear secretion, wound healing, and neuropathic pain. J Lipid Res. 2020 Aug 11:jlr.TR120000954. doi: 10.1194/jlr.TR120000954. Epub ahead of print. PMID: 32788291.

8: Leung HH, Leung KS, Durand T, Galano JM, Lee JC. Measurement of Enzymatic and Nonenzymatic Polyunsaturated Fatty Acid Oxidation Products in Plasma and Urine of Macular Degeneration Using LC-QTOF-MS/MS. Lipids. 2020 Nov;55(6):693-706. doi: 10.1002/lipd.12264. Epub 2020 Jun 30. PMID: 32602621.

9: Mu Q, Zhou H, Xu Y, He Q, Luo X, Zhang W, Li H. NPD1 inhibits excessive autophagy by targeting RNF146 and wnt/β-catenin pathway in cerebral ischemia- reperfusion injury. J Recept Signal Transduct Res. 2020 Oct;40(5):456-463. doi: 10.1080/10799893.2020.1756325. Epub 2020 Apr 24. PMID: 32326811.

10: Do KV, Kautzmann MI, Jun B, Gordon WC, Nshimiyimana R, Yang R, Petasis NA, Bazan NG. Elovanoids counteract oligomeric β-amyloid-induced gene expression and protect photoreceptors. Proc Natl Acad Sci U S A. 2019 Nov 26;116(48):24317-24325. doi: 10.1073/pnas.1912959116. Epub 2019 Nov 11. PMID: 31712409; PMCID: PMC6883841.

11: Burghardt LT, Trujillo DI, Epstein B, Tiffin P, Young ND. A Select and Resequence Approach Reveals Strain-Specific Effects of Medicago Nodule- Specific PLAT-Domain Genes. Plant Physiol. 2020 Jan;182(1):463-471. doi: 10.1104/pp.19.00831. Epub 2019 Oct 25. PMID: 31653715; PMCID: PMC6945875.

12: Balas L, Risé P, Gandrath D, Rovati G, Bolego C, Stellari F, Trenti A, Buccellati C, Durand T, Sala A. Rapid Metabolization of Protectin D1 by β-Oxidation of Its Polar Head Chain. J Med Chem. 2019 Nov 14;62(21):9961-9975. doi: 10.1021/acs.jmedchem.9b01463. Epub 2019 Oct 30. PMID: 31626541.

13: Waindok P, Janecek-Erfurth E, Lindenwald D, Wilk E, Schughart K, Geffers R, Balas L, Durand T, Rund KM, Schebb NH, Strube C. Multiplex profiling of inflammation-related bioactive lipid mediators in Toxocara canis- and Toxocara cati-induced neurotoxocarosis. PLoS Negl Trop Dis. 2019 Sep 26;13(9):e0007706. doi: 10.1371/journal.pntd.0007706. PMID: 31557153; PMCID: PMC6762062.

14: Pislariu CI, Sinharoy S, Torres-Jerez I, Nakashima J, Blancaflor EB, Udvardi MK. The Nodule-Specific PLAT Domain Protein NPD1 Is Required for Nitrogen-Fixing Symbiosis. Plant Physiol. 2019 Jul;180(3):1480-1497. doi: 10.1104/pp.18.01613. Epub 2019 May 6. PMID: 31061106; PMCID: PMC6752919.

15: Berg RWV, Davidsson J, Lidin E, Angéria M, Risling M, Günther M. Brain tissue saving effects by single-dose intralesional administration of Neuroprotectin D1 on experimental focal penetrating brain injury in rats. J Clin Neurosci. 2019 Jun;64:227-233. doi: 10.1016/j.jocn.2019.03.032. Epub 2019 Apr 1. PMID: 30948313.

16: Serhan CN, de la Rosa X, Jouvene CC. Cutting Edge: Human Vagus Produces Specialized Proresolving Mediators of Inflammation with Electrical Stimulation Reducing Proinflammatory Eicosanoids. J Immunol. 2018 Dec 1;201(11):3161-3165. doi: 10.4049/jimmunol.1800806. Epub 2018 Oct 24. PMID: 30355784; PMCID: PMC6246799.

17: Bazan NG. Docosanoids and elovanoids from omega-3 fatty acids are pro- homeostatic modulators of inflammatory responses, cell damage and neuroprotection. Mol Aspects Med. 2018 Dec;64:18-33. doi: 10.1016/j.mam.2018.09.003. Epub 2018 Oct 1. PMID: 30244005; PMCID: PMC6204315.

18: Qu L, Caterina MJ. Accelerating the reversal of inflammatory pain with NPD1 and its receptor GPR37. J Clin Invest. 2018 Aug 1;128(8):3246-3249. doi: 10.1172/JCI122203. Epub 2018 Jul 16. PMID: 30010628; PMCID: PMC6063497.

19: Bang S, Xie YK, Zhang ZJ, Wang Z, Xu ZZ, Ji RR. GPR37 regulates macrophage phagocytosis and resolution of inflammatory pain. J Clin Invest. 2018 Aug 1;128(8):3568-3582. doi: 10.1172/JCI99888. Epub 2018 Jul 16. PMID: 30010619; PMCID: PMC6063480.

20: Belayev L, Hong SH, Menghani H, Marcell SJ, Obenaus A, Freitas RS, Khoutorova L, Balaszczuk V, Jun B, Oriá RB, Bazan NG. Docosanoids Promote Neurogenesis and Angiogenesis, Blood-Brain Barrier Integrity, Penumbra Protection, and Neurobehavioral Recovery After Experimental Ischemic Stroke. Mol Neurobiol. 2018 Aug;55(8):7090-7106. doi: 10.1007/s12035-018-1136-3. Epub 2018 Jun 1. PMID: 29858774; PMCID: PMC6054805.