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Cervonic Acid - ≥98%, high purity , CAS No.6217-54-5, Agonist of FFA1 receptor;Activator of K 2P10.1;Agonist of Retinoid X receptor-α;Activator of TRPA1

Moligand™

≥98%

CAS#: 6217-54-5
Formula: C₂₂H₃₂O₂
Molecular Weight: 328.49
MDL number: MFCD00065722
PubChem CID: 445580

Item Number

D100925

Grouped product items
SKU	Size	Availability	Price
D100925-100mg	100mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$58.90
D100925-500mg	500mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$189.90
D100925-1g	1g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$342.90
D100925-5g	5g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$1,539.90

RXR agonist

View related series

FFA1 receptor Agonist K2P10.1 Activator Retinoid X receptor-α Agonist TRPA1 Activator

Basic Description

Synonyms	Docosahexaenoic acid \| Doconexent \| Cervonic acid \| 6217-54-5 \| cis-4,7,10,13,16,19-Docosahexaenoic acid \| Docosahexaenoate \| Doconexentum \| Doconexento \| Doxonexent \| all-cis-DHA \| AquaGrow Advantage \| Martek DHA HM \| Ropufa 60 \| (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hex
Specifications & Purity	Moligand™, ≥98%
Biochemical and Physiological Mechanisms	Endogenous omega-3 fatty acid. Acts as a selective retinoid X receptor (RXR) agonist that displays no activity at RAR, thyroid hormone receptor or the vitamin D receptor (VDR). Activates all three RXR isoforms. Also shown to inhibit Aβ1-42 fibrillation an
Storage Temp	Store at -20°C,Argon charged
Shipped In	Ice chest + Ice pads
Grade	Moligand™
Action Type	ACTIVATOR, AGONIST
Mechanism of action	Agonist of FFA1 receptor;Activator of K 2P10.1;Agonist of Retinoid X receptor-α;Activator of TRPA1
Product Description	DHA is an essential fatty acid and the most abundant ω-3 fatty acid in neural tissues, especially in the retina and brain. DHA constitutes as much as 40% of the total PUFA pool in retinal and neuronal membranes. Supplementation of dietary DHA using fish oil inhibits the progression of atherosclerosis and delays photoreceptor degeneration in retinitis pigmentosa. Neonatal DHA deprivation causes developmental defects and can lead to hypertension in rats. Docosahexaenoic acid, DHA, is an omega-3 polyunsaturated fatty acid with 22 carbons and six double bonds, the first double bond occuring at position three from the methyl terminus (22:6 n-3). DHA is a component of lipid membranes and the myelin sheath. DHA also serves as a precursor for signaling molecules such as prostaglandins and eicosanoids.

Associated Targets(Human)

FFAR1 Tchem Free fatty acid receptor 1 (0 Activities)

Discover Target: FFAR1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

RXRA Tclin Retinoic acid receptor RXR-alpha (0 Activities)

Discover Target: RXRA

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 (1 Activities)

Discover Target: TRPA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNK10 Tclin Potassium channel subfamily K member 10 (0 Activities)

Discover Target: KCNK10

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)

Discover Target: CYP19A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

Discover Target: PTGS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

Discover Target: PTGS2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RXRA Tclin Retinoid X receptor alpha (3637 Activities)

Discover Target: RXRA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CFTR Tclin Cystic fibrosis transmembrane conductance regulator (2075 Activities)

Discover Target: CFTR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RBP4 Tchem Plasma retinol-binding protein (718 Activities)

Discover Target: RBP4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

143B (353 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DU-145 (51482 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCF7 (126967 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MDA-MB-361 (612 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MDA-MB-468 (9477 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MG-63 (795 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SH-SY5Y (11521 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SK-N-SH (1499 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HCT-116 (91556 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HEK293 (82097 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HMEC (560 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HOS (906 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MDA-MB-231 (73002 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FFAR1 Tchem Free fatty acid receptor 1 (4763 Activities)

Discover Target: FFAR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

POLK Tbio DNA polymerase kappa (8653 Activities)

Discover Target: POLK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

POLL Tbio DNA polymerase lambda (184 Activities)

Discover Target: POLL

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NR4A2 Tchem Nuclear receptor subfamily 4 group A member 2 (460 Activities)

Discover Target: NR4A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AU565 (191 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NR4A1 Tchem Nuclear receptor subfamily 4 group A member 1 (458 Activities)

Discover Target: NR4A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OXER1 Tchem Oxoeicosanoid receptor 1 (131 Activities)

Discover Target: OXER1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

Discover Target: USP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)

Discover Target: RUNX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARG Tclin RXR alpha/PPAR gamma (112 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)

Discover Target: GLS

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PSMB2 Tclin 20S proteasome (530 Activities)

Discover Target: PSMB2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EA.hy 926 (491 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Faah Anandamide amidohydrolase (3907 Activities)

Discover Target: Faah

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HD1 Histone deacetylase (38 Activities)

Discover Target: HD1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hepatitis C virus (23859 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

L1210 (27553 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

N2a (708 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

P19 (309 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RAW264.7 (28094 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RBL-2H3 (1162 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Serum (58 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mapt Microtubule-associated protein tau (6 Activities)

Discover Target: Mapt

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Impa1 Inositol monophosphatase 1 (16203 Activities)

Discover Target: Impa1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SARS-CoV-2 (38078 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Names and Identifiers

IUPAC Name	(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid
INCHI	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-
InChi Key	MBMBGCFOFBJSGT-KUBAVDMBSA-N
Canonical SMILES	CCC=CCC=CCC=CCC=CCC=CCC=CCCC(=O)O
Isomeric SMILES	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O
WGK Germany	3
PubChem CID	445580
Molecular Weight	328.49

Database links

PubChem CID	445580
ChEMBL Ligand	CHEMBL367149
Wikipedia	Docosahexaenoic_acid
ChEBI	CHEBI:28125
CAS Registry No.	6217-54-5
NURSA Ligand	10.1621/JKUDOZNM9G
RCSB PDB Ligand	HXA
DrugCentral Ligand	4289
GPCRdb Ligand	docosahexaenoic acid

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

13 results found

Lot Number	Certificate Type	Date	Item
H2415059	Certificate of Analysis	Aug 31, 2024	D100925
C2408002	Certificate of Analysis	Mar 26, 2024	D100925
J2226355	Certificate of Analysis	Dec 11, 2023	D100925
G2322269	Certificate of Analysis	Dec 11, 2023	D100925
G2322275	Certificate of Analysis	Dec 11, 2023	D100925
G2322277	Certificate of Analysis	Dec 11, 2023	D100925
G2322280	Certificate of Analysis	Dec 11, 2023	D100925
C2330385	Certificate of Analysis	Apr 10, 2023	D100925
D2313853	Certificate of Analysis	Apr 10, 2023	D100925
D2313859	Certificate of Analysis	Apr 10, 2023	D100925
J2226353	Certificate of Analysis	Mar 07, 2023	D100925
J2226354	Certificate of Analysis	Mar 07, 2023	D100925
J2226356	Certificate of Analysis	Mar 07, 2023	D100925

Chemical and Physical Properties

Solubility	Solvent:DMSO, Max Conc. mg/mL: 32.85, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 32.85, Max Conc. mM: 100
Sensitivity	Air & Light & Heat sensitive
Refractive Index	1.5049
Flash Point(°C)	62℃
Melt Point(°C)	-44.5--44.1°C

Safety and Hazards(GHS)

WGK Germany	3
Merck Index	3398

Alternative Products

References

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2. Hoffman DR, Hughbanks-Wheaton DK, Pearson NS, Fish GE, Spencer R, Takacs A, Klein M, Locke KG, Birch DG. (2014) Four-year placebo-controlled trial of docosahexaenoic acid in X-linked retinitis pigmentosa (DHAX trial): a randomized clinical trial.. JAMA Ophthalmol, 132 (7): (866-73). [PMID:24805262]
3. M Martínez. (1990-08-01) Severe deficiency of docosahexaenoic acid in peroxisomal disorders: a defect of delta 4 desaturation?. Neurology, 40 ((8)): (1292-1298). [PMID:2143272]
4. C Löser,U R Fölsch,C Paprotny,W Creutzfeldt. (1990-03-01) Polyamine concentrations in pancreatic tissue, serum, and urine of patients with pancreatic cancer.. Pancreas, 5 ((2)): (119-127). [PMID:2315288]
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15. Eduardo Luiz Moreira,Jade de Oliveira,Márcio Ferreira Dutra,Danúbia Bonfanti Santos,Carlos Alberto Gonçalves,Eliane Maria Goldfeder,Andreza Fabro de Bem,Rui Daniel Prediger,Michael Aschner,Marcelo Farina. (2012-08-21) Does methylmercury-induced hypercholesterolemia play a causal role in its neurotoxicity and cardiovascular disease?. Toxicological sciences : an official journal of the Society of Toxicology, 130 ((2)): (373-382). [PMID:22903822]
16. Si-Ming Zhang,Kristen A Coultas. (2013-05-04) Identification of plumbagin and sanguinarine as effective chemotherapeutic agents for treatment of schistosomiasis.. International journal for parasitology. Drugs and drug resistance, 3 (28-34). [PMID:23641325]
17. Sarah K Orr,Sara Palumbo,Francesca Bosetti,Howard T Mount,Jing X Kang,Carol E Greenwood,David W L Ma,Charles N Serhan,Richard P Bazinet. (2013-08-08) Unesterified docosahexaenoic acid is protective in neuroinflammation.. Journal of neurochemistry, 127 ((3)): (378-393). [PMID:23919613]
18. Ana Pagán,María T Prieto-Sánchez,José E Blanco-Carnero,Alfonso Gil-Sánchez,Juan J Parrilla,Hans Demmelmair,Berthold Koletzko,Elvira Larqué. (2013-08-08) Materno-fetal transfer of docosahexaenoic acid is impaired by gestational diabetes mellitus.. American journal of physiology. Endocrinology and metabolism, 305 ((7)): (E826-E833). [PMID:23921142]
19. Rodrigo Marcon,Allisson F Bento,Rafael C Dutra,Maira A Bicca,Daniela F P Leite,João B Calixto. (2013-09-17) Maresin 1, a proresolving lipid mediator derived from omega-3 polyunsaturated fatty acids, exerts protective actions in murine models of colitis.. Journal of immunology (Baltimore, Md. : 1950), 191 ((8)): (4288-4298). [PMID:24038091]
20. Ryan G Snodgrass,Shurong Huang,Il-Whan Choi,John C Rutledge,Daniel H Hwang. (2013-09-18) Inflammasome-mediated secretion of IL-1β in human monocytes through TLR2 activation; modulation by dietary fatty acids.. Journal of immunology (Baltimore, Md. : 1950), 191 ((8)): (4337-4347). [PMID:24043885]
21. Jonathan Giovannelli,Jean Dallongeville,Aline Wagner,Vanina Bongard,Brigitte Laillet,Nadine Marecaux,Jean Bernard Ruidavets,Bernadette Haas,Jean Ferrieres,Dominique Arveiler,Chantal Simon,Luc Dauchet. (2013-10-03) Validation of a short, qualitative food frequency questionnaire in French adults participating in the MONA LISA-NUT study 2005-2007.. Journal of the Academy of Nutrition and Dietetics, 114 ((4)): (552-561). [PMID:24083967]
22. Andrew A Bremer,Kimber L Stanhope,James L Graham,Bethany P Cummings,Steve B Ampah,Benjamin R Saville,Peter J Havel. (2013-10-11) Fish oil supplementation ameliorates fructose-induced hypertriglyceridemia and insulin resistance in adult male rhesus macaques.. The Journal of nutrition, 144 ((1)): (5-11). [PMID:24108131]
23. Jingyu Xu,Michael Kazachkov,Yunhua Jia,Zhifu Zheng,Jitao Zou. (2013-10-17) Expression of a type 2 diacylglycerol acyltransferase from Thalassiosira pseudonana in yeast leads to incorporation of docosahexaenoic acid β-oxidation intermediates into triacylglycerol.. The FEBS journal, 280 ((23)): (6162-6172). [PMID:24128189]
24. Miki Eto,Hideo Shindou,Takao Shimizu. (2013-12-18) A novel lysophosphatidic acid acyltransferase enzyme (LPAAT4) with a possible role for incorporating docosahexaenoic acid into brain glycerophospholipids.. Biochemical and biophysical research communications, 443 ((2)): (718-724). [PMID:24333445]
25. Milène Vandal,Wael Alata,Cyntia Tremblay,Christine Rioux-Perreault,Norman Salem,Frédéric Calon,Mélanie Plourde. (2013-12-19) Reduction in DHA transport to the brain of mice expressing human APOE4 compared to APOE2.. Journal of neurochemistry, 129 ((3)): (516-526). [PMID:24345162]
26. Ester Casanova,Laura Baselga-Escudero,Aleix Ribas-Latre,Anna Arola-Arnal,Cinta Bladé,Lluís Arola,M Josepa Salvadó. (2014-02-04) Epigallocatechin gallate counteracts oxidative stress in docosahexaenoxic acid-treated myocytes.. Biochimica et biophysica acta, 1837 ((6)): (783-791). [PMID:24486445]
27. Chiara Cipollina,Serena Di Vincenzo,Stefania Gerbino,Liboria Siena,Mark Gjomarkaj,Elisabetta Pace. (2014-03-07) Dual anti-oxidant and anti-inflammatory actions of the electrophilic cyclooxygenase-2-derived 17-oxo-DHA in lipopolysaccharide- and cigarette smoke-induced inflammation.. Biochimica et biophysica acta, 1840 ((7)): (2299-2309). [PMID:24594225]
28. Lucy M Browning,Celia G Walker,Adrian P Mander,Annette L West,Joanna Gambell,Jackie Madden,Philip C Calder,Susan A Jebb. (2014-03-22) Compared with daily, weekly n-3 PUFA intake affects the incorporation of eicosapentaenoic acid and docosahexaenoic acid into platelets and mononuclear cells in humans.. The Journal of nutrition, 144 ((5)): (667-672). [PMID:24647395]
29. Antonio Recchiuti,Marilina Codagnone,Anna Maria Pierdomenico,Cosmo Rossi,Veronica Cecilia Mari,Eleonora Cianci,Felice Simiele,Valentina Gatta,Mario Romano. (2014-04-03) Immunoresolving actions of oral resolvin D1 include selective regulation of the transcription machinery in resolution-phase mouse macrophages.. FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 28 ((7)): (3090-3102). [PMID:24692596]
30. Romain A Colas,Masakazu Shinohara,Jesmond Dalli,Nan Chiang,Charles N Serhan. (2014-04-04) Identification and signature profiles for pro-resolving and inflammatory lipid mediators in human tissue.. American journal of physiology. Cell physiology, 307 ((1)): (C39-C54). [PMID:24696140]
31. Christer Betsholtz. (2014-05-16) Physiology: Double function at the blood-brain barrier.. Nature, 509 ((7501)): (432-433). [PMID:24828036]
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