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LM1202

Avanti

17:0-20:4 PG

Avanti Research™ - A Croda Brand

Synonym(s):

1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1′-rac-glycerol) (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C43H80NO10P
CAS Number:
1246304-50-6
Molecular Weight:
802.07
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

17:0-20:4 PG, Avanti Research™ - A Croda Brand

InChI

1S/C43H77O10P.H3N/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2;/h11,13,17,19,21,23,27,29,40-41,44-45H,3-10,12,14-16,18,20,22,24-26,28,30-39H2,1-2H

InChI key

ABNFKIWKBSZNJF-ATWIOZHASA-N

SMILES string

[H][C@@](COP([O-])(OCC(O)CO)=O)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCC)=O.[NH4+]

form

methanol solution

packaging

pkg of 1 × 1 mL (LM1202-1EA)

manufacturer/tradename

Avanti Research™ - A Croda Brand

concentration

~10 μg/mL (Refer to C of A for lot specific concentration.)

application(s)

lipidomics
metabolomics

shipped in

dry ice

storage temp.

−20°C

General description

Phosphatidylglycerol (PG) is mostly found in the pulmonary surfactant and localized to the alveoli.

Biochem/physiol Actions

Phosphatidylglycerol (PG) is known to be involved in the inflammatory mechanism and offers protection against viral infection.

Packaging

2 mL Amber Glass Sealed Ampule (LM1202-1EA)

Application

17:0-20:4 PG or 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1′-rac-glycerol):
  • has been used as an internal standard (IS) in lipid extraction from isolated pure mitochondria for mass spectrometry (MS) analysis
  • has been used as an internal standard (IS) in liquid chromatography (LC)-MS analysis
  • might be used in dual substrate (acyl-CoA and lysophospholipid) choice acyltransferase assay
  • might be used for quantitative phospholipid analysis by MS

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

target_organs

Eyes

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

49.5 °F - closed cup

flash_point_c

9.7 °C - closed cup

Regulatory Information

危险化学品
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Christoph Potting et al.
Cell metabolism, 18(2), 287-295 (2013-08-13)
Cardiolipin (CL), a mitochondria-specific glycerophospholipid, is required for diverse mitochondrial processes and orchestrates the function of various death-inducing proteins during apoptosis. Here, we identify a complex of the p53-regulated protein TRIAP1 (p53CSV) and PRELI in the mitochondrial intermembrane space (IMS)
Miguel A Gijón et al.
The Journal of biological chemistry, 283(44), 30235-30245 (2008-09-06)
The cycle of deacylation and reacylation of phospholipids plays a critical role in regulating availability of arachidonic acid for eicosanoid production. The major yeast lysophospholipid acyltransferase, Ale1p, is related to mammalian membrane-bound O-acyltransferase (MBOAT) proteins. We expressed four human MBOATs
Rachel Fickes et al.
Rapid communications in mass spectrometry : RCM, 30(24), 2601-2606 (2016-10-01)
Structural analogs of the bioactive lipid 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoglycerol were synthesized with a xylitol polar head group and both diacyl and diether radyl groups. Mass spectral characterization of xylitol phospholipids (PX) was carried out using collisional activation and high-resolution mass measurements of
Milena Vukotic et al.
Molecular cell, 67(3), 471-483 (2017-07-18)
Mutations in mitochondrial acylglycerol kinase (AGK) cause Sengers syndrome, which is characterized by cataracts, hypertrophic cardiomyopathy, and skeletal myopathy. AGK generates phosphatidic acid and lysophosphatidic acid, bioactive phospholipids involved in lipid signaling and the regulation of tumor progression. However, the
Chinmoy Sarkar et al.
Autophagy, 16(3), 466-485 (2019-06-27)
Lysosomal membrane permeabilization (LMP) is observed under many pathological conditions, leading to cellular dysfunction and death. However, the mechanisms by which lysosomal membranes become leaky in vivo are not clear. Our data demonstrate that LMP occurs in neurons following controlled

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