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Merck

P3556

L-α-Phosphatidylcholine

egg yolk, Type XVI-E, ≥99% (TLC), lyophilized powder

Synonym(s):

1,2-Diacyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, L-α-Lecithin, Azolectin, PC

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25 MG

₹4,535.68

100 MG

₹8,995.58

500 MG

₹27,841.90

1 G

₹42,769.58

₹4,535.68


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About This Item

CAS Number:
Beilstein:
5209585
EC Number:
UNSPSC Code:
51321705
NACRES:
NA.25

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biological source

egg yolk

Quality Level

type

Type XVI-E

Assay

≥99% (TLC)

form

lyophilized powder

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

SMILES string

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

InChI

1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h14,16,20-21,40H,6-13,15,17-19,22-39H2,1-5H3/b16-14-,21-20-/t40-/m1/s1

InChI key

JLPULHDHAOZNQI-ZTIMHPMXSA-N

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1 of 4

This Item
P427961771P5394
biological source

egg yolk

biological source

egg yolk

biological source

egg yolk (dried)

biological source

egg yolk (dried)

assay

≥99% (TLC)

assay

≥99% (TLC)

assay

-

assay

-

functional group

phospholipid

functional group

phospholipid

functional group

phospholipid

functional group

phospholipid

form

lyophilized powder

form

solution

form

solid

form

solid

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

shipped in

ambient

shipped in

-

shipped in

ambient

shipped in

ambient

General description

Phosphatidylcholine belongs to the class of glycerophoshpolipids and contains choline as the head-group.[1] Choline is attached to the glycerol of fatty acids ester-bound to backbone.[1][2] It is the major phospholipid found in eukaryotic organism.[2]

Application

L-α-Phosphatidylcholine has been used:
  • to form a thin lipid film used in Kupffer cell depletion by liposome-encapsulated clodronate[3]
  • as a component of assay buffer used in γ-secretase in vitro assay[4]
  • in the preparation of substrate mix for its use in HPLC (high performance liquid chromatography) assay of 5-lipoxygenase enzyme activity[5]

Biochem/physiol Actions

A major structural phospholipid in brain, comprising approx. 15% of total lipid; primarily localized to gray matter.
It also acts as a source of lipid messengers/ bioactive lipids including: lysophosphatidylcholine, diacylglycerol, phosphatidic acid, lysophosphatidylcholine, arachidonic acid and platelet activating factor.[6] Phosphatidylcholine is produced in the liver by the CDP-choline (cytidine diphosphocholine) pathway.[7]

Packaging

Packaged under Argon

Preparation Note

Prepared by a modification of the procedure of Singleton, W.S., et al., J. Am. Oil Chem. Soc., 42, 53 (1965).

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Ireos Filipuzzi et al.
PLoS genetics, 12(11), e1006374-e1006374 (2016-11-18)
Invasive infections by fungal pathogens cause more deaths than malaria worldwide. We found the ergoline compound NGx04 in an antifungal screen, with selectivity over mammalian cells. High-resolution chemogenomics identified the lipid transfer protein Sec14p as the target of NGx04 and
Li Zhou et al.
Journal of agricultural and food chemistry, 65(6), 1229-1238 (2017-01-24)
Purification, characterization, and antioxidative activity in vitro of shrimp phosphatidylcholines (PCs) were investigated. The molecular structures of shrimp PCs were determined by MALDI-TOF/TOF MS. The MS
Chemical cross-linking provides a model of the gamma-secretase complex subunit architecture and evidence for close proximity of the C-terminal fragment of presenilin with APH-1
Steiner H, et al.
The Journal of Biological Chemistry, 283(50), 34677-34686 (2008)
Aberrant hepatic expression of PPARgamma2 stimulates hepatic lipogenesis in a mouse model of obesity, insulin resistance, dyslipidemia, and hepatic steatosis
Zhang YL, et al.
The Journal of biological chemistry, 281(49), 37603-37615 (2006)
Marine omega-3 phospholipids: metabolism and biological activities
Burri L, et al.
International Journal of Molecular Sciences, 13(11), 15401-15419 (2012)

Protocols

(soybean), ≥97%; L-α-Phosphatidylethanolamine from egg yolk, Type III, ≥97% (TLC), lyophilized powder; L-α-Phosphatidylcholine, from egg yolk, Type XVI-E, ≥99% (TLC), lyophilized powder; Sphingomyelin, from chicken egg yolk, ≥95%

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Product Information Sheet

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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