Page last updated: 2024-12-10

1-palmitoyl-2-(10-(4-((trifluoromethyl)diazirinyl)phenyl)-8-oxadecanoyl)-sn-glycero-3-phosphocholine

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Description

1-palmitoyl-2-(10-(4-((trifluoromethyl)diazirinyl)phenyl)-8-oxadecanoyl)-sn-glycero-3-phosphocholine, also known as **1-palmitoyl-2-[(10-(4-trifluoromethyldiazirinyl)phenyl)-8-oxadecanoyl]-sn-glycero-3-phosphocholine** or **TriFM-DOPE**, is a **photoactivatable lipid analog**.

Here's a breakdown:

**Components:**

* **1-palmitoyl-2-[(10-(4-trifluoromethyldiazirinyl)phenyl)-8-oxadecanoyl]-sn-glycero-3-phosphocholine:** This is the full chemical name.
* **TriFM-DOPE:** This is a shorter, more commonly used name. It stands for TrifluoroMethyl-Diazirine-Octadecyl-PhosphoEthanolamine.
* **sn-glycero-3-phosphocholine:** This is the core structure of a phospholipid, a major component of cell membranes.
* **Palmitoyl:** This is a saturated fatty acid chain with 16 carbons.
* **(10-(4-((trifluoromethyl)diazirinyl)phenyl)-8-oxadecanoyl):** This is a modified fatty acid chain containing a diazirine group attached to a phenyl ring.

**Photoactivatable Property:**

* **Diazirine group:** This group is the key to the photoactivation. It is a highly reactive molecule that can be induced to form a **carbene** (a highly reactive species) when exposed to ultraviolet (UV) light.
* **Carbene:** This carbene will then react with and covalently bind to nearby molecules.

**Importance in Research:**

TriFM-DOPE is a valuable tool for studying **protein-lipid interactions** within cell membranes. This is because:

1. **Membrane Incorporation:** It can be incorporated into cell membranes due to its phospholipid structure.
2. **Specific Targeting:** The diazirine group allows for **targeted photolabeling** of proteins that are in close proximity to the lipid.
3. **Identification of Interactions:** After photoactivation, the covalent bond between the carbene and the target protein allows for **identification and analysis of the interacting proteins**.

**Applications in Research:**

* **Membrane protein studies:** TriFM-DOPE has been used to study the interaction of proteins with membrane lipids, revealing information about protein structure, function, and localization within the membrane.
* **Signal transduction research:** It helps understand how lipids are involved in signal transduction pathways and how proteins interact with lipids in these processes.
* **Drug discovery:** TriFM-DOPE can be used to identify potential drug targets that interact with specific lipids in the cell membrane.

**In summary, TriFM-DOPE is a powerful tool for studying protein-lipid interactions, offering valuable insights into cell membrane biology and facilitating research in various fields.**

1-palmitoyl-2-(10-(4-((trifluoromethyl)diazirinyl)phenyl)-8-oxadecanoyl)-sn-glycero-3-phosphocholine: RN given refers to parent cpd; RN given from first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID3036276
MeSH IDM0117062

Synonyms (8)

Synonym
3,5,8,16-tetraoxa-4-phosphaoctadecan-17-t-1-aminium, 4-hydroxy-n,n,n-trimethyl-9-oxo-7-(((1-oxohexadecyl)oxy)methyl)-18-(4-(3-(trifluoromethyl)-3h-diazirin-3-yl)phenyl)-, hydroxide, inner salt, 4-oxide
86013-84-5
1-palmitoyl-2-(10-(4-((trifluoromethyl)diazirinyl)phenyl)-8-oxadecanoyl)-sn-glycero-3-phosphocholine
ptpc
[3-hexadecanoyloxy-2-[7-[2-[4-[3-(trifluoromethyl)diazirin-3-yl]phenyl]-1-tritioethoxy]heptanoyloxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate
DTXSID701006587
3-(hexadecanoyloxy)-2-[(7-{[2-{4-[3-(trifluoromethyl)-3h-diaziren-3-yl]phenyl}(1-~3~h_1_)ethyl]oxy}heptanoyl)oxy]propyl 2-(trimethylazaniumyl)ethyl phosphate
govklkklymxkns-zcsgcdbxsa-n
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (33.33)18.7374
1990's1 (16.67)18.2507
2000's3 (50.00)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]

Market Indicators

Research Demand Index: 12.67

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.67 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.62 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.67)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]