ジパルミトイルホスファチジルコリン
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/02/27 19:05:20」(JST)
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Dipalmitoylphosphatidylcholine
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Identifiers |
CAS Number
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2644-64-6 Y |
ChemSpider |
398235 Y |
Jmol interactive 3D |
Image |
PubChem |
6138 |
UNII |
2W15RT5V7V Y |
InChI
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InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1 Y
Key: KILNVBDSWZSGLL-KXQOOQHDSA-N Y
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InChI=1/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1
Key: KILNVBDSWZSGLL-KXQOOQHDBV
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SMILES
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O=C(OC[C@@H](OC(=O)CCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C)CCCCCCCCCCCCCCC
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Properties |
Chemical formula
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C40H80NO8P |
Molar mass |
734.039 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Y verify (what is YN ?) |
Infobox references |
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Dipalmitoylphosphatidylcholine (DPPtdCho) is a phospholipid (and a lecithin) consisting of two palmitic acids and is the major constituent of pulmonary surfactant. It is also the only surface active component of lung surfactant capable of lowering surface tension to near zero levels. DPPtdCho is synthesized mainly through remodeling of phosphatidylcholine.
It is thought that a lysophosphatidylcholine (lysoPC) acyltransferase may play a critical role in its synthesis. The identity of this acyltransferase has not yet been confirmed.[1] Dipalmitoylphosphatidylcholine is an exception to the rule of thumb that biological phospholipids are synthesized with a saturated fat at the R1 position and an unsaturated fat at the R2 position.
It is also used for research purposes in studying liposomes, lipid bilayers, and model biological membranes and in the formation of reconstituted HDL (rHDL) particles.
See alsoEdit
- Lecithin
- Colfosceril palmitate
Molecular Dynamics simulation of DPPC lipid bilayer formation in two phase systems
ReferencesEdit
- ^ Chen, Xueni; Hyatt, BA; Mucenski, ML; Mason, RJ; Shannon, JM (2006). "Identification and characterization of a lysophosphatidylcholine acyltransferase in alveolar type II cells". Proc Natl Acad Sci USA 103 (31): 11724–11729. doi:10.1073/pnas.0604946103. PMC 1544237. PMID 16864775.
Lipids: phospholipids
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Glycerol backbone
(Glycerophospholipids/
Phosphoglycerides) |
Phosphatidyl-: |
- -ethanolamine/cephalin (PE)
- -choline/lecithin (PC)
- -serine (PS)
- -glycerol (PG)
- -inositol (PI)
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Phosphoinositides: |
- PIP PI(3)P
- PIP2 (PI(3,4)P2
- PIP3
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Ether lipids: |
- Plasmalogen
- Platelet-activating factor
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Sphingosine backbone |
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Metabolites |
- Inositol phosphate
- Inositol
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- Choline
- Phosphocholine
- Citicoline
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DPPC molecule is zwitterionic having a negative charge on the phosphate group and a positive charge on the amine
English Journal
- Both idebenone and idebenol are localized near the lipid-water interface of the membrane and increase its fluidity.
- Gómez-Murcia V1, Torrecillas A1, de Godos AM1, Corbalán-García S1, Gómez-Fernández JC1.
- Biochimica et biophysica acta.Biochim Biophys Acta.2016 Jun;1858(6):1071-81. doi: 10.1016/j.bbamem.2016.02.034. Epub 2016 Feb 27.
- Idebenone is a synthetic analog of coenzyme Q; both share a quinone moiety but idebenone has a shorter lipophilic tail ending with a hydroxyl group. Differential scanning calorimetry experiments showed that both idebenone and idebenol widened and shifted the phase transition of 1,2-dipalmitoylphosph
- PMID 26926421
- The use of zeta potential as a tool to study phase transitions in binary phosphatidylcholines mixtures.
- Sierra MB1, Pedroni VI1, Buffo FE2, Disalvo EA3, Morini MA4.
- Colloids and surfaces. B, Biointerfaces.Colloids Surf B Biointerfaces.2016 Jun 1;142:199-206. doi: 10.1016/j.colsurfb.2016.02.061. Epub 2016 Mar 3.
- Temperature dependence of the zeta potential (ZP) is proposed as a tool to analyze the thermotropic behavior of unilamellar liposomes prepared from binary mixtures of phosphatidylcholines in the absence or presence of ions in aqueous suspensions. Since the lipid phase transition influences the surfa
- PMID 26954086
- Structures similar to lipid emulsions and liposomes. Dipalmitoylphosphatidylcholine, cholesterol, Tween 20-Span 20 or Tween 80-Span 80 in aqueous media.
- Juárez-Osornio C1, Gracia-Fadrique J1.
- Journal of liposome research.J Liposome Res.2016 May 19:1-12. [Epub ahead of print]
- In the present work, we show that we obtained nanometric structures made of water, 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine (DPPC), cholesterol (Chol), and a mixture of ethoxylated and non-ethoxylated sorbitan fatty acid esters (Tween 20, Span 20, Tween 80, and Span 80) by mixing all of them
- PMID 27050330
Japanese Journal
- Phase Behavior of a Lipid Bilayer System Studied by a Replica-Exchange Molecular Dynamics Simulation
- NAGAI Tetsuro,UEOKA Ryuichi,OKAMOTO Yuko
- Journal of the Physical Society of Japan 81(2), 24002-1, 2012-02
- NAID 40019151203
- 新規人工調製肺サーファクタントの研究と高機能性特化への応用展開
- 中原 広道
- YAKUGAKU ZASSHI 132(7), 817-822, 2012
- … Lung surfactants (LS), a complex of ∼90 wt% lipids (mainly dipalmitoylphosphatidylcholine or DPPC) and ∼10 wt% surfactant proteins (SP-A, -B, -C, and -D), adsorb to an air-alveolar fluid interface and then lower its surface tension down to near zero during expiration. …
- NAID 130001888695
Related Links
- dipalmitoylphosphatidylcholineのネタバレをみたくないひとはきちゃだめです。dipalmitoylphosphatidylcholine ネタバレ ... ジパルミトイルホスファチジルコリン(英:Dipalmitoylphosphatidylcholine,DpPC)は、 パルミチン酸を2つ有する ...
- Colfosceril palmitate | C40H80NO8P | CID 6138 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more. ... NIH NLM ...
Related Pictures
★リンクテーブル★
[★]
- 英
- dipalmitoylphosphatidylcholine, DPPC
- 同
- 1,2-ジパルミトイルフォスファチジルコリン、ジパルミトイルレシチン dipalmitoyllecithin
- 関
- [[]]
参考
[★]
ジパルミトイルホスファチジルコリン dipalmitoylphosphatidylcholine
[★]
1,2-ジパルミトイルフォスファチジルコリン