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1-palmitoyl-2-(6-(n-(7-nitrobenz)-2-oxa-1,3-diazol-4-yl)aminocaproyl)phosphatidylcholine

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Description

## 1-Palmitoyl-2-(6-(N-(7-nitrobenz)-2-oxa-1,3-diazol-4-yl)aminocaproyl)phosphatidylcholine (C16:0-NBD-PC)

This is a complex name for a lipid molecule that is commonly used in scientific research, particularly in the fields of **cell biology, membrane biochemistry, and drug delivery**.

**Here's a breakdown of the molecule:**

* **1-Palmitoyl-2-(...)-phosphatidylcholine:** This refers to the basic structure of the molecule.
* **Phosphatidylcholine:** This is a common phospholipid found in cell membranes. It has a glycerol backbone with two fatty acid chains (palmitoyl in this case) and a choline head group.
* **1-Palmitoyl:** Indicates that one of the fatty acid chains is palmitic acid (C16:0), a saturated fatty acid.
* **2-(...)**: Indicates that the second fatty acid chain is modified with a specific group.

* **6-(N-(7-nitrobenz)-2-oxa-1,3-diazol-4-yl)aminocaproyl:** This is the modified fatty acid chain.
* **N-(7-nitrobenz)-2-oxa-1,3-diazol-4-yl:** This is the **NBD** (nitrobenzoxadiazole) group. It's a fluorophore, meaning it can absorb and emit light at specific wavelengths.
* **caproyl:** This refers to a six-carbon chain (caproic acid) that links the NBD group to the phosphatidylcholine molecule.
* **amino:** This indicates the presence of an amine group that connects the NBD group to the caproyl chain.

**Why is C16:0-NBD-PC important for research?**

The key to understanding its importance lies in the **NBD group**. Because NBD is a fluorophore, C16:0-NBD-PC serves as a **fluorescent probe** for studying various aspects of membrane biology:

* **Membrane dynamics:** Researchers can track the movement of lipids within the cell membrane, providing insights into membrane fluidity, lipid trafficking, and membrane organization.
* **Lipid metabolism:** This probe allows researchers to monitor the synthesis, breakdown, and transport of lipids within cells.
* **Drug delivery and uptake:** Researchers can use C16:0-NBD-PC to study how drugs and other molecules interact with cell membranes and enter cells.
* **Membrane protein interactions:** This probe can be used to investigate how proteins interact with the cell membrane, providing information about protein function and localization.

**In summary, C16:0-NBD-PC is a valuable tool in scientific research because it combines the properties of a common phospholipid with the ability to be fluorescently labeled, making it an ideal probe for investigating membrane structure, dynamics, and function.**

1-hexadecanoyl-2-{6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanoyl}-sn-glycero-3-phosphocholine : A 1,2-diacyl-sn-glycero-3-phosphocholine(1+) in which the acyl groups at C-1 and C-2 are hexadecanoyl and 6-[(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino]hexanoyl respectively. [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]

Cross-References

ID SourceID
PubMed CID18666097
CHEBI ID59423
MeSH IDM0130497

Synonyms (12)

Synonym
c6-nbd-pc
nbd-phosphatidylcholine
1-hexadecanoyl-2-{6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanoyl}-sn-glycero-3-phosphocholine
nbd-pc
CHEBI:59423 ,
2-{[(2r)-2-{6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanoyloxy}-3-(1-hexadecanoyloxy)propoxy](hydroxy)phosphoryloxy}-n,n,n-trimethylethanaminium
2-(6-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)hexanoyl-1-hexadecanoyl-sn-glycero-3-phosphocholine
1-palmitoyl-2-(6-(n-(7-nitrobenz)-2-oxa-1,3-diazol-4-yl)aminocaproyl)phosphatidylcholine
nbd-c6-hpc
EPITOPE ID:131180
Q27126696
2-[[(2r)-3-hexadecanoyloxy-2-[6-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexanoyloxy]propoxy]-hydroxyphosphoryl]oxyethyl-trimethylazanium
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
fluorescent probeA role played by a fluorescent molecular entity used to study the microscopic environment by fluorescence spectroscopy.
[role 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]

Drug Classes (1)

ClassDescription
1,2-diacyl-sn-glycero-3-phosphocholine(1+)A phosphatidylcholine that is a glycerol phosphatide (phosphoglyceride, glycerophospholipid) in which the hydroxy group of choline is esterified with the phosphate group of phosphatidic acid.
[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]

Research

Studies (42)

TimeframeStudies, This Drug (%)All Drugs %
pre-199010 (23.81)18.7374
1990's17 (40.48)18.2507
2000's15 (35.71)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 (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other44 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]