Compounds > 1-palmitoyl-2-(12-((7-nitro-2,1,3-benzoxadiazol-4-yl)amino)dodecanoyl)phosphatidylcholine
Page last updated: 2024-12-08

1-palmitoyl-2-(12-((7-nitro-2,1,3-benzoxadiazol-4-yl)amino)dodecanoyl)phosphatidylcholine

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

Description

## 1-Palmitoyl-2-(12-((7-nitro-2,1,3-benzoxadiazol-4-yl)amino)dodecanoyl)phosphatidylcholine (NBD-PC)

**What is it?**

NBD-PC is a **phospholipid** with a fluorescent probe attached. It's essentially a modified version of the common phospholipid phosphatidylcholine (PC). The modification involves attaching a **7-nitrobenz-2-oxa-1,3-diazole (NBD)** fluorophore to a dodecanoyl chain, which is then incorporated into the molecule at the sn-2 position.

**Why is it important for research?**

NBD-PC is a valuable tool in various research fields, primarily due to its fluorescence properties:

* **Membrane Studies:** NBD-PC is used to study the **dynamics and organization of cell membranes**. Its fluorescence allows researchers to track the movement and distribution of phospholipids within membranes, providing insights into membrane fluidity, lipid rafts, and other membrane-related processes.
* **Lipid Transport and Metabolism:** NBD-PC can be used to investigate the **transport and metabolism of lipids** in cells and organisms. By tracking its movement and breakdown, researchers can gain understanding of how lipids are utilized and transported within cells and across membranes.
* **Drug Delivery and Targeting:** NBD-PC can be incorporated into **liposomes**, which are lipid-based nanocarriers used for drug delivery. The fluorescence allows researchers to track the movement of liposomes and the delivery of drugs within cells and tissues.
* **Cell Biology and Microscopy:** NBD-PC is also used in **cell biology and microscopy studies**, where its fluorescence provides a marker for specific cellular structures or processes.

**Advantages of using NBD-PC:**

* **High Sensitivity:** The NBD fluorophore exhibits strong fluorescence, allowing for sensitive detection even at low concentrations.
* **Selective Labeling:** NBD-PC specifically labels phospholipids, providing a targeted approach for studying these molecules.
* **Versatility:** NBD-PC can be used in a wide range of applications, from basic membrane studies to complex drug delivery systems.

Overall, 1-Palmitoyl-2-(12-((7-nitro-2,1,3-benzoxadiazol-4-yl)amino)dodecanoyl)phosphatidylcholine (NBD-PC) is a powerful tool for researchers investigating various aspects of cell biology, membrane dynamics, and lipid metabolism. Its fluorescence properties provide valuable insights into these processes and contribute to advancements in various fields, including drug delivery, cell imaging, and membrane research.

1-palmitoyl-2-(12-((7-nitro-2,1,3-benzoxadiazol-4-yl)amino)dodecanoyl)phosphatidylcholine: a fluorescent dye [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID194785
MeSH IDM0152504

Synonyms (7)

Synonym
p-c12-nbd-pc
108535-67-7
[(2r)-3-hexadecanoyloxy-2-[11-[methyl-(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]undecanoyloxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate
1-palmitoyl-2-(12-((7-nitro-2,1,3-benzoxadiazol-4-yl)amino)dodecanoyl)phosphatidylcholine
1-palmitoyl-2-(12-((7-nitro-2-1,3-benzoxadiazol-4-yl)amino)lauroyl)-sn-glycero-3-phosphocholine
DTXSID20910758
3-(hexadecanoyloxy)-2-({11-[methyl(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]undecanoyl}oxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
[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's0 (0.00)18.2507
2000's1 (16.67)29.6817
2010's3 (50.00)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: 12.85

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 Index12.85 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.85)

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]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
erythrosine
Fluoresceins: A family of spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one derivatives. These are used as dyes, as indicators for various metals, and as fluorescent labels in immunoassays.		2.1110
1,2-dipalmitoylphosphatidylcholine
1,2-Dipalmitoylphosphatidylcholine: Synthetic phospholipid used in liposomes and lipid bilayers to study biological membranes. It is also a major constituent of PULMONARY SURFACTANTS.		2.4520
4-chloro-7-nitrobenzofurazan
4-Chloro-7-nitrobenzofurazan: A benzofuran derivative used as a protein reagent since the terminal N-NBD-protein conjugate possesses interesting fluorescence and spectral properties. It has also been used as a covalent inhibitor of both beef heart mitochondrial ATPase and bacterial ATPase.. 4-chloro-7-nitrobenzofurazan : A benzoxadiazole that is 2,1,3-benzoxadiazole which is substituted at position 4 by chlorine and at position 7 by a nitro group.		3.2760benzoxadiazole;
C-nitro compound;
organochlorine compound		EC 1.4.3.4 (monoamine oxidase) inhibitor;
EC 3.6.1.3 (adenosinetriphosphatase) inhibitor;
fluorescent probe;
fluorochrome
6-carboxyfluorescein
6-carboxyfluorescein: originally sold as 6-carboxyfluorescein, but commercial product is a mixture of two isomers; correct name is 5(6)-carboxyfluorescein		2.1110monocarboxylic acid
biotin
vitamin B7 : Any member of a group of vitamers that belong to the chemical structural class called biotins that exhibit biological activity against vitamin B7 deficiency. Vitamin B7 deficiency is very rare in individuals who take a normal balanced diet. Foods rich in biotin are egg yolk, liver, cereals, vegetables (spinach, mushrooms) and rice. Symptoms associated with vitamin B7 deficiency include thinning hair, scaly skin rashes around eyes, nose and mouth, and brittle nails. The vitamers include biotin and its ionized and salt forms.		2.1710biotins;
vitamin B7		coenzyme;
cofactor;
Escherichia coli metabolite;
fundamental metabolite;
human metabolite;
mouse metabolite;
nutraceutical;
prosthetic group;
Saccharomyces cerevisiae metabolite
1,2-oleoylphosphatidylcholine
1,2-oleoylphosphatidylcholine: RN given refers to (Z,Z)-isomer. dioleoyl phosphatidylcholine : A phosphatidylcholine in which the phosphatidyl acyl groups are both oleoyl.		2.4220phosphatidylcholine(1+)
oxadiazoles
Oxadiazoles: Compounds containing five-membered heteroaromatic rings containing two carbons, two nitrogens, and one oxygen atom which exist in various regioisomeric forms.		2.3720
phosphatidylcholines
Phosphatidylcholines: Derivatives of PHOSPHATIDIC ACIDS in which the phosphoric acid is bound in ester linkage to a CHOLINE moiety.		3.27601,2-diacyl-sn-glycero-3-phosphocholine
chitosan
[no description available]		2.1110
mersalyl
Mersalyl: A toxic thiol mercury salt formerly used as a diuretic. It inhibits various biochemical functions, especially in mitochondria, and is used to study those functions.		1.9710
ConditionIndicatedRelationship StrengthStudiesTrials