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Merck

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

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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

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

Biochem/physiol Actions

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

General description

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

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

signalword

Danger

Hazard Classifications

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

target_organs

Eyes

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

67-56-1

CAS No.

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Certificates of Analysis (COA)

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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)
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

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