Page last updated: 2024-12-08

1,2-didecanoylphosphatidylcholine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

## 1,2-Didecanoylphosphatidylcholine (DDPC): A Model Phospholipid

1,2-Didecanoylphosphatidylcholine (DDPC) is a **synthetic phospholipid** that is commonly used in research. It is a **model lipid** that mimics the structure and properties of natural phospholipids found in cell membranes.

Here's a breakdown of why it's important in research:

**Structure and Properties:**

* **Structure:** DDPC has a similar head group and two acyl chains as natural phospholipids. Its head group is a **choline** molecule, and the two acyl chains are **decanoic acid**, which is a saturated fatty acid with 10 carbon atoms.
* **Properties:** DDPC is a **highly water-soluble** lipid due to its polar choline head group. It forms **stable bilayers** in aqueous solutions, mimicking the structure of cell membranes. Its **saturated acyl chains** give it a high melting point and make it more rigid than unsaturated phospholipids.

**Applications in Research:**

DDPC is a valuable tool for research in a wide range of fields, including:

* **Membrane Biology:**
* DDPC is used to study the **structure and function of cell membranes** in model systems.
* It helps researchers understand how lipids interact with proteins and other membrane components.
* Researchers use it to study the effects of drugs and toxins on membrane properties.
* **Biophysics:**
* DDPC is used to investigate the **physical properties of lipid bilayers**, including their fluidity, permeability, and elasticity.
* It is used to study how lipid bilayers respond to environmental changes like temperature and pH.
* **Drug Delivery:**
* DDPC is used to develop **novel drug delivery systems**, taking advantage of its ability to form liposomes, which are vesicles made of lipid bilayers.
* **Biomaterials:**
* DDPC is used as a component of biomaterials, including **artificial membranes and cell culture substrates**.

**Advantages of using DDPC:**

* **Simplicity:** DDPC is a simple, well-defined molecule, making it easier to study its properties and interactions.
* **Stability:** It is relatively stable in aqueous solutions and can be stored for extended periods.
* **Versatility:** DDPC can be used in various experimental techniques, including microscopy, spectroscopy, and chromatography.

**Limitations of using DDPC:**

* **Lack of biological complexity:** DDPC is a simplified model of natural phospholipids and doesn't capture the full complexity of cell membranes.
* **Saturated acyl chains:** DDPC's saturated acyl chains make it more rigid than natural phospholipids, which often have unsaturated acyl chains.

**Overall, DDPC is a powerful tool for researchers studying the fundamental properties of cell membranes and developing new applications in medicine and biotechnology.**

1,2-didecanoylphosphatidylcholine: RN given refers to parent compound [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID166886
CHEMBL ID114624
CHEBI ID182631
SCHEMBL ID235645
MeSH IDM0064184

Synonyms (23)

Synonym
2,3-di(decanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
CHEBI:182631
13699-47-3
1,2-didecanoylphosphatidylcholine
CHEMBL114624
3,5,9-trioxa-4-phosphanonadecan-1-aminium, 4-hydroxy-n,n,n-trimethyl-10-oxo-7-((1-oxodecyl)oxy)-, inner salt, 4-oxide
dicaprylphosphatidylcholine
6ilb57epfe ,
unii-6ilb57epfe
FT-0627671
SCHEMBL235645
10:0 pc
didecanoylphosphatidylcholine, dl-
didecanoylglycerophosphocholine, dl-
1,2-didecanoyl pc
J-019569
DTXSID70929618
2,3-bis(decanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
1,2-didecanoyl phosphatidylcholine
Q27264968
dl-didecanoylphosphatidylcholine
didecanoyl lecithin
PD049033

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" Plasma concentrations of the hormone were determined until 240 min post administration by ELISA, and the absolute bioavailability was estimated to be in the vicinity of 20%."( Epithelial transport and bioavailability of intranasally administered human growth hormone formulated with the absorption enhancers didecanoyl-L-alpha-phosphatidylcholine and alpha-cyclodextrin in rabbits.
Agerholm, C; Bastholm, L; Elling, F; Johansen, PB; Nielsen, MH, 1994
)
0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
1,2-diacyl-sn-glycero-3-phosphocholineThe conjugate base of a 1,2-diacyl-sn-glycero-3-phosphocholine compound formed by deprotonation of the phosphate OH group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID18294Michaelis -Menten constant against phospholipase A2 was determined1999Bioorganic & medicinal chemistry letters, Feb-08, Volume: 9, Issue:3
Quantitative analysis of the kinetics of phospholipase A2 using fast atom bombardment mass spectrometry.
AID17471Catalytic rate constant against phospholipase A2 was determined1999Bioorganic & medicinal chemistry letters, Feb-08, Volume: 9, Issue:3
Quantitative analysis of the kinetics of phospholipase A2 using fast atom bombardment mass spectrometry.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (7.14)18.7374
1990's9 (64.29)18.2507
2000's4 (28.57)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (6.25%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other15 (93.75%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]