1-palmitoyl-2-((2-(4-(6-phenyl-1,3,4-hexatrienyl)phenyl)ethyl)carbonyl)-3-phosphatidylcholine profile

1-palmitoyl-2-((2-(4-(6-phenyl-1,3,4-hexatrienyl)phenyl)ethyl)carbonyl)-3-phosphatidylcholine, often abbreviated as **1-Pal-2-(PE-Ph-Hex)-PC**, is a **synthetic lipid analog** with a unique structure. Here's a breakdown of its components and significance:

**Structure:**

* **1-Palmitoyl:** Indicates a palmitic acid (a saturated fatty acid) is attached to the first carbon of the glycerol backbone.
* **2-((2-(4-(6-phenyl-1,3,4-hexatrienyl)phenyl)ethyl)carbonyl):** This is the key modification. It introduces a long, conjugated, phenyl-containing chain, resembling a **photosensitive molecule**, attached to the second carbon of the glycerol backbone via an ester bond.
* **3-Phosphatidylcholine:** This denotes the presence of a phosphate group (PO4) and a choline molecule attached to the third carbon of the glycerol backbone. This is the standard head group of phosphatidylcholine, a major phospholipid in cell membranes.

**Importance in Research:**

1-Pal-2-(PE-Ph-Hex)-PC is primarily important for research due to its **photosensitive nature**. The extended conjugated system within its structure allows it to **absorb light** and undergo **photoisomerization**. This photo-induced conformational change can be used to study:

* **Lipid membrane dynamics:** By incorporating this lipid analog into model membranes or liposomes, researchers can use light to manipulate the membrane structure and fluidity. This allows studying the effects of membrane fluidity on various processes like protein function, drug delivery, and cell signaling.
* **Photo-switchable interactions:** The photosensitive nature of 1-Pal-2-(PE-Ph-Hex)-PC can be utilized to control interactions with other molecules. For example, it can be used to create light-activated drug delivery systems or to manipulate the activity of membrane-associated enzymes.
* **Membrane organization:** The unique structure of this lipid can be used to study membrane organization and lipid clustering. By analyzing the behavior of 1-Pal-2-(PE-Ph-Hex)-PC in model membranes, researchers can gain insights into the organization and dynamics of biological membranes.

**Key Applications:**

* **Development of photo-controlled drug delivery systems:** The photosensitive nature of 1-Pal-2-(PE-Ph-Hex)-PC allows for controlled release of drugs upon light irradiation.
* **Probing membrane dynamics:** This lipid analog can be used as a probe to study membrane fluidity, lateral diffusion, and phase transitions in model membranes.
* **Creating photo-switchable biological systems:** Researchers are investigating the use of 1-Pal-2-(PE-Ph-Hex)-PC to engineer photo-switchable proteins and other biological systems.

**Overall, 1-Pal-2-(PE-Ph-Hex)-PC is a valuable tool for researchers studying lipid membrane dynamics, photo-controlled biological processes, and the development of novel technologies in areas such as drug delivery and biosensing.**

1-palmitoyl-2-((2-(4-(6-phenyl-1,3,4-hexatrienyl)phenyl)ethyl)carbonyl)-3-phosphatidylcholine: RN given from first source; RN given refers to (trans)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	6439934
MeSH ID	M0138062

Synonym
dph-pc
117142-43-5
2-(3-(diphenylhexatrienyl)propanoyl)-3-palmitoylphosphatidylcholine
3,5,9-trioxa-4-phosphapentacosan-1-aminium, 4-hydroxy-n,n,n-trimethyl-10-oxo-7-(1-oxo-4-(4-(6-phenyl-1,3,5-hexatrienyl)phenyl)butoxy)-, hydroxide, inner salt, 4-oxide, (r)-
dphppc
1-palmitoyl-2-[3-(diphenylhexatriene)propanoyl]-sn-phosphatidylcholine
2-(3-(diphenylhexatrienyl)propanoyl)-1-hexadecanoyl-sn-glycero-3-phosphocholine
[(2r)-3-hexadecanoyloxy-2-[3-[4-[(1e,3e,5e)-6-phenylhexa-1,3,5-trienyl]phenyl]propanoyloxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate
1-palmitoyl-2-((2-(4-(6-phenyl-1,3,4-hexatrienyl)phenyl)ethyl)carbonyl)-3-phosphatidylcholine
3,5,9-trioxa-4-phosphapentacosan-1-aminium, 4-hydroxy-n,n,n-trimethyl-10-oxo-7-(1-oxo-3-(4-(6-phenyl-1,3,5-hexatrienyl)phenyl)propoxy)-, hydroxide, inner salt, 4-oxide, (r-(e,e,e))-
98014-38-1
CS-0031962
HY-W020798

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	6 (21.43)	18.7374
1990's	17 (60.71)	18.2507
2000's	4 (14.29)	29.6817
2010's	1 (3.57)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	29 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
1-anilino-8-naphthalenesulfonate 1-anilino-8-naphthalenesulfonate: RN given refers to parent cpd. 8-anilinonaphthalene-1-sulfonic acid : A naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8.	2	1	aminonaphthalene; naphthalenesulfonic acid	fluorescent probe
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.	2.41	2
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.	3.37	7
tryptophan Tryptophan: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.. tryptophan : An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.	2.39	2	erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; tryptophan zwitterion; tryptophan	antidepressant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
trinitrobenzenesulfonic acid Trinitrobenzenesulfonic Acid: A reagent that is used to neutralize peptide terminal amino groups.. 2,4,6-trinitrobenzenesulfonic acid : The arenesulfonic acid that is benzenesulfonic acid with three nitro substituents in the 2-, 4- and 6-positions.	1.98	1	arenesulfonic acid; C-nitro compound	epitope; explosive; reagent
copper sulfate Copper Sulfate: A sulfate salt of copper. It is a potent emetic and is used as an antidote for poisoning by phosphorus. It also can be used to prevent the growth of algae.. copper(II) sulfate : A metal sulfate compound having copper(2+) as the metal ion.	1.98	1	metal sulfate	emetic; fertilizer; sensitiser
fluorexon fluorexon: structure	2	1	xanthene dye	fluorochrome
1,2-distearoyllecithin [no description available]	1.99	1
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	1	monocarboxylic acid
4-carboxyfluorescein [no description available]	2	1	monocarboxylic acid	fluorochrome
n-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)phosphatidylethanolamine N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)phosphatidylethanolamine: fluorescent probe for membrane lipids	2.41	2
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.	1.98	1	phosphatidylcholine(1+)
diphenylhexatriene Diphenylhexatriene: A fluorescent compound that emits light only in specific configurations in certain lipid media. It is used as a tool in the study of membrane lipids.	3.69	10	alkatriene	fluorochrome
dimyristoylphosphatidylcholine 1,2-di-O-myristoyl-sn-glycero-3-phosphocholine : A 1,2-diacyl-sn-glycero-3-phosphocholine where the two phosphatidyl acyl groups are specified as tetradecanoyl (myristoyl).. dimyristoyl phosphatidylcholine : A phosphatidylcholine where the phosphatidyl acyl groups are specified as tetradecanoyl (myristoyl).	1.99	1	1,2-diacyl-sn-glycero-3-phosphocholine; phosphatidylcholine 28:0; tetradecanoate ester	antigen; mouse metabolite
1-(4'-carboxyethyl)-6-diphenyl-1,3,5-hexatriene 1-(4'-carboxyethyl)-6-diphenyl-1,3,5-hexatriene: fluorescence donor in membrane fusion	1.99	1
1,2-dielaidoylphosphatidylethanolamine 1,2-dielaidoylphosphatidylethanolamine: RN given refers to (E,E)-isomer; member of a class of cationic lipid formulations called cytofectins	2.38	2
1-palmitoyl-2-oleoylphosphatidylcholine 1-palmitoyl-2-oleoylphosphatidylcholine: RN given refers to (Z)-isomer	2.38	2
i(3)so3-galactosylceramide Sulfoglycosphingolipids: GLYCOSPHINGOLIPIDS with a sulfate group esterified to one of the sugar groups.. 1-(3-O-sulfo-beta-D-galactosyl)-N-tetracosanoylsphingosine : A D-galactosyl-N-acylsphingosine having a sulfo group at the 3-position on the galactose ring and tetracosanoyl as the N-acyl group.	2.39	2	galactosylceramide sulfate; N-acyl-beta-D-galactosylsphingosine
cytochrome c-t Cytochromes c: Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.	1.98	1
alamethicin Alamethicin: A cyclic nonadecapeptide antibiotic that can act as an ionophore and is produced by strains of Trichoderma viride. (From Singleton & Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed)	2.01	1
gramicidin a Gramicidin: A group of peptide antibiotics from BACILLUS brevis. Gramicidin C or S is a cyclic, ten-amino acid polypeptide and gramicidins A, B, D are linear. Gramicidin is one of the two principal components of TYROTHRICIN.	1.99	1
phosphatidylcholines Phosphatidylcholines: Derivatives of PHOSPHATIDIC ACIDS in which the phosphoric acid is bound in ester linkage to a CHOLINE moiety.	4.66	28	1,2-diacyl-sn-glycero-3-phosphocholine
glycolipids [no description available]	1.98	1

Condition	Relationship Strength	Studies
Alcohol Abuse [description not available]	1.98	1
Alcoholism A primary, chronic disease with genetic, psychosocial, and environmental factors influencing its development and manifestations. The disease is often progressive and fatal. It is characterized by impaired control over drinking, preoccupation with the drug alcohol, use of alcohol despite adverse consequences, and distortions in thinking, most notably denial. Each of these symptoms may be continuous or periodic. (Morse & Flavin for the Joint Commission of the National Council on Alcoholism and Drug Dependence and the American Society of Addiction Medicine to Study the Definition and Criteria for the Diagnosis of Alcoholism: in JAMA 1992;268:1012-4)	1.98	1
Autoimmune Diabetes [description not available]	1.98	1
Diabetes Mellitus, Adult-Onset [description not available]	1.98	1
Diabetes Mellitus, Type 1 A subtype of DIABETES MELLITUS that is characterized by INSULIN deficiency. It is manifested by the sudden onset of severe HYPERGLYCEMIA, rapid progression to DIABETIC KETOACIDOSIS, and DEATH unless treated with insulin. The disease may occur at any age, but is most common in childhood or adolescence.	1.98	1
Diabetes Mellitus, Type 2 A subclass of DIABETES MELLITUS that is not INSULIN-responsive or dependent (NIDDM). It is characterized initially by INSULIN RESISTANCE and HYPERINSULINEMIA; and eventually by GLUCOSE INTOLERANCE; HYPERGLYCEMIA; and overt diabetes. Type II diabetes mellitus is no longer considered a disease exclusively found in adults. Patients seldom develop KETOSIS but often exhibit OBESITY.	1.98	1

1-palmitoyl-2-((2-(4-(6-phenyl-1,3,4-hexatrienyl)phenyl)ethyl)carbonyl)-3-phosphatidylcholine

Description

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Research

Studies (28)

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Research Demand Index: 11.17

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