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860374P

Avanti

16:0-d31-18:1 PE

1-palmitoyl-d31-2-oleoyl-sn-glycero-3-phosphoethanolamine, powder

Synonym(s):

110921

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About This Item

Empirical Formula (Hill Notation):
C39H45NO8PD31
CAS Number:
326495-44-7
Molecular Weight:
749.19
UNSPSC Code:
12352100
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (860374P-10mg)
pkg of 1 × 25 mg (860374P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860374P

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(OCC[NH3+])=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([

InChI

1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,37H,3-16,19-36,40H2,1-2H3,(H,43,44)/b18-17-/t37-/m1/s1/i2D3,4D2,6D2,8D2,10D2,12D2,14D2,16D2,19D2,21D2,23D2,25D2,27D2,29D2,31D2

InChI key

FHQVHHIBKUMWTI-UAXXPTAZSA-N

General description

Deuterated fatty acids experience exchange of the deuteriums on the alpha carbon to the carbonyl, i.e., C2 position, and will therefore be a mixture of compounds that are fully deuterated and partially deuterated at that position.

Application

1-palmitoyl-d31-2-oleoyl-sn-glycero-3-phosphoethanolamine (16:0-d31-18:1 PE) has been used as an internal standard in yeast lipid profiling. It may be used for the preparation of liposomes. It may also be used to label human gastric cell line (AGS) cells to determine the level of deuterium-labelled cholesteryl 6′-acyl (CAG) and 6′-phosphatidyl α-glucosides (CPG).

Packaging

5 mL Clear Glass Sealed Ampule (860374P-10mg)
5 mL Clear Glass Sealed Ampule (860374P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hau-Ming Jan et al.
Chemical science, 7(9), 6208-6216 (2016-09-01)
Helicobacter pylori infects approximately half of the human population and is the main cause of various gastric diseases. This pathogen is auxotrophic for cholesterol, which it converts upon uptake to various cholesteryl α-glucoside derivatives, including cholesteryl 6'-acyl and 6'-phosphatidyl α-glucosides
Stefan Welti et al.
Human mutation, 32(2), 191-197 (2010-11-20)
Neurofibromatosis type 1 (NF1) is a common genetic disorder caused by alterations in the tumor suppressor gene NF1. Clinical manifestations include various neural crest derived tumors, pigmentation anomalies, bone deformations, and learning disabilities. NF1 encodes the Ras specific GTPase activating
Andres T Cavazos et al.
Chemistry and physics of lipids, 231, 104910-104910 (2020-06-04)
Among the structurally diverse collection of lipids that comprise the membrane lipidome, polyunsaturated phospholipids are particularly vulnerable to oxidation. The role of α-tocopherol (vitamin E) is to protect this influential class of membrane phospholipid from oxidative damage. Whether lipid-lipid interactions
Antonio D Barbosa et al.
Developmental cell, 50(6), 755-766 (2019-08-20)
Cells dynamically adjust organelle organization in response to growth and environmental cues. This requires regulation of synthesis of phospholipids, the building blocks of organelle membranes, or remodeling of their fatty-acyl (FA) composition. FAs are also the main components of triacyglycerols
Kotaro Hama et al.
Journal of lipid research, 61(4), 523-536 (2020-02-23)
X-linked adrenoleukodystrophy (X-ALD) is an inherited disorder caused by deleterious mutations in the ABCD1 gene. The ABCD1 protein transports very long-chain FAs (VLCFAs) from the cytosol into the peroxisome where the VLCFAs are degraded through β-oxidation. ABCD1 dysfunction leads to
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