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Merck

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78896

1,2-Didocosahexaenoyl-sn-glycero-3-phosphocholin

≥99.0% (TLC)

Synonym(e):

(7R,13Z,16Z,19Z,22Z,25Z,28Z)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[[(4Z,7Z,10Z,13Z,16Z,19Z)-1-oxo-4,7,10,13,16,19-docosahexaenyl]-oxy]-3,5,9-trioxa-4-phosphahentriaconta-13,16,19,22,25,28-hexaen-1-aminium-4-oxid, inneres Salz, 1,2-Di-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholin, DHAPC, PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), PC(22:6/22:6)

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Über diesen Artikel

Empirische Formel (Hill-System):
C52H80NO8P
CAS-Nummer:
Molekulargewicht:
878.17
UNSPSC Code:
12352211
PubChem Substance ID:
MDL number:


biological source

synthetic

assay

≥99.0% (TLC)

form

paste

functional group

phospholipid

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)COC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)=O

InChI

1S/C52H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-51(54)58-48-50(49-60-62(56,57)59-47-46-53(3,4)5)61-52(55)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8-11,14-17,20-23,26-29,32-35,38-41,50H,6-7,12-13,18-19,24-25,30-31,36-37,42-49H2,1-5H3/b10-8-,11-9-,16-14-,17-15-,22-20-,23-21-,28-26-,29-27-,34-32-,35-33-,40-38-,41-39-/t50-/m1/s1

InChI key

XLKQWAMTMYIQMG-SVUPRYTISA-N

General description

Phosphatidylcholine species with highly unsaturated acyl groups in both positions are relatively uncommon, but the didocosahexaenoyl (C22:6) species is unusually abundant in bonito muscle. The action of bonito cytosolic lysophosphatidylcholine transacylase on endogenous lysophosphatidylcholine produces this species as the most abundand product.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.


Lagerklasse

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Alessandro Emendato et al.
FEBS letters, 590(4), 582-591 (2016-01-30)
Many age-related neurodegenerative diseases, including Alzheimer Disease (AD), are elicited by an interplay of genetic, environmental, and dietary factors. Food rich in Omega-3 phospholipids seems to reduce the AD incidence. To investigate the molecular basis of this beneficial effect, we
Augusta de Santis et al.
Soft matter, 16(46), 10425-10438 (2020-11-10)
Polyunsaturated omega-3 fatty acid docosahexaenoic acid (DHA) is found in very high concentrations in a few peculiar tissues, suggesting that it must have a specialized role. DHA was proposed to affect the function of the cell membrane and related proteins
Alessandra Manca et al.
Journal of pharmaceutical and biomedical analysis, 176, 112764-112764 (2019-08-12)
An accurate and specific gas chromatography-mass spectrometry (GC-MS) method was optimized to quantify specific polyunsaturated fatty acids (PUFAs) in plasma and in erythrocyte membranes for clinical purposes. The developed and fully-validated method showed optimal linearity in addition to adequate results