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P2663

Sigma-Aldrich

1,2-Dimyristoyl-sn-glycero-3-phosphocholine

≥99%

Synonym(s):

1,2-Ditetradecanoyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1,2-dimyristoyl, L-β,γ-Dimyristoyl-α-lecithin

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About This Item

Empirical Formula (Hill Notation):
C36H72NO8P
CAS Number:
18194-24-6
Molecular Weight:
677.93
Beilstein:
3921768
EC Number:
242-085-9
MDL number:
MFCD00036901
UNSPSC Code:
12352211
PubChem Substance ID:
24898347
NACRES:
NA.77
Pricing and availability is not currently available.

Assay

≥99%

form

powder

lipid type

phosphoglycerides

storage temp.

−20°C

SMILES string

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

InChI

1S/C36H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h34H,6-33H2,1-5H3/t34-/m1/s1

InChI key

CITHEXJVPOWHKC-UUWRZZSWSA-N

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Application

1,2-Dimyristoyl-sn-glycero-3-phosphocholine has been used as a standard for phospholipid analysis by LC-ESI-MS.[1]

Biochem/physiol Actions

1,2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC) has the ability to enhance the constancy and in vitro antiproliferative effect of carmofur.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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)

Lot/Batch Number
0000320143
0000369834
0000320142
0000369834
0000310174

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2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine ≥95.5% (GC), ≥98% (TLC)

Sigma-Aldrich

P3017

2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine

Assessment of the effects of hydrocarbon contamination on the sedimentary bacterial communities and determination of the polar lipid fraction purity: relevance of intact phospholipid analysis
Mazzella N, et al.
Marine Chemistry, 103(3-4), 304-317 (2007)
1, 2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC) increases Carmofur stability and in vitro antiproliferative effect
Domracheva I, et al.
Toxicology Reports, 2, 377-383 (2015)
Brian S Vad et al.
The Journal of membrane biology, 248(3), 487-496 (2015-03-25)
The biological activity of antimicrobial peptides is believed to be closely linked to their ability to perturb bacterial membranes. This makes it important to understand the basis of their membrane-binding properties. Here, we present a biophysical analysis of the interactions
Sevim Ozgur et al.
Molecular and cellular biology, 30(17), 4308-4323 (2010-06-30)
In eukaryotic cells, degradation of many mRNAs is initiated by removal of the poly(A) tail followed by decapping and 5'-3' exonucleolytic decay. Although the order of these events is well established, we are still lacking a mechanistic understanding of how
Rudra N Purusottam et al.
Biochimica et biophysica acta, 1848(12), 3134-3139 (2015-09-17)
A straightforward way to visualize gel to liquid-crystalline phase transition in phospholipid membranes is presented by using ¹³C magic-angle spinning NMR. The changes in the 13C isotropic chemical shifts with increasing temperature are shown to be a sensitive probe of
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Questions

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  1. 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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  2. 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/449/386/product-dating-information-mk.pdf

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