ロイシン-2-アラニンエンケファリン
WordNet
- a white crystalline amino acid occurring in proteins that is essential for nutrition; obtained by the hydrolysis of most dietary proteins
- a crystalline amino acid that occurs in many proteins
- an endorphin having opiate qualities that occurs in the brain and spinal cord and elsewhere
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2012/12/17 07:44:08」(JST)
[Wiki en表示]
DADLE |
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IUPAC name
(2R)-2-[[(2S)-2-[[2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoic acid
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Other names
• [D-Ala2, D-Leu5]-Enkephalin
• L-Tyrosyl-D-alanylglycyl-L-phenylalanyl-D-Leucine
• N-(N-(N-(N-L-tyrosyl-D-alanyl)glycyl)-L-phenylalanyl)-D-Leucine
• Tyr-D-Ala-Gly-Phe-D-Leu-OH
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Identifiers |
CAS number |
63631-40-3 |
PubChem |
6917707 |
ChemSpider |
5292936 |
Jmol-3D images |
Image 1 |
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N[C@H](C(N[C@H](C)C(NCC(N[C@@H](CC1=CC=CC=C1)C(N[C@H](CC(C)C)C(O)=O)=O)=O)=O)=O)CC2=CC=C(O)C=C2
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InChI=1S/C29H39N5O7/c1-17(2)13-24(29(40)41)34-28(39)23(15-19-7-5-4-6-8-19)33-25(36)16-31-26(37)18(3)32-27(38)22(30)14-20-9-11-21(35)12-10-20/h4-12,17-18,22-24,35H,13-16,30H2,1-3H3,(H,31,37)(H,32,38)(H,33,36)(H,34,39)(H,40,41)/t18-,22+,23+,24-/m1/s1
Key: ZHUJMSMQIPIPTF-IBURTVSXSA-N
InChI=1/C29H39N5O7/c1-17(2)13-24(29(40)41)34-28(39)23(15-19-7-5-4-6-8-19)33-25(36)16-31-26(37)18(3)32-27(38)22(30)14-20-9-11-21(35)12-10-20/h4-12,17-18,22-24,35H,13-16,30H2,1-3H3,(H,31,37)(H,32,38)(H,33,36)(H,34,39)(H,40,41)/t18-,22+,23+,24-/m1/s1
Key: ZHUJMSMQIPIPTF-IBURTVSXBS
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Properties |
Molecular formula |
C29H39N5O7 |
Molar mass |
569.65 g mol−1 |
Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
Infobox references |
DADLE ([D-Ala2, D-Leu5]-Enkephalin) is a synthetic opioid peptide with analgesic properties. Although it is often considered a selective delta opioid receptor agonist, it also binds to the μ1 subtype of mu opioid receptors.
Treatment with DADLE results in transient depression of mean arterial blood pressure and heart rate.[1][2]
Its peptide sequence is Tyr-D-Ala-Gly-Phe-D-Leu.
References
- ^ Medical Dictionary Online
- ^ Online Medical Dictionary, enkephalin, leucine-2-alanine
UpToDate Contents
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English Journal
- Factors that restrict the cell permeation of cyclic prodrugs of an opioid peptide, part 3: Synthesis of analogs designed to have improved stability to oxidative metabolism.
- Nofsinger R, Fuchs-Knotts T, Borchardt RT.SourceDepartment of Pharmaceutical Chemistry, The University of Kansas, Lawrence, Kansas 66047, USA. Rebecca_Nofsinger@Merck.com
- Journal of pharmaceutical sciences.J Pharm Sci.2012 Sep;101(9):3486-99. doi: 10.1002/jps.23109. Epub 2012 Mar 12.
- Previously, our laboratory reported that cyclic peptide prodrugs of the opioid peptide H-Tyr-D-Ala-Gly-Phe-D-Leu-OH (DADLE) are metabolized by cytochrome P450 (CYP450) enzymes, which limits their systemic exposure after oral dosing to animals. In an attempt to design more metabolically stable cyclic
- PMID 22411763
- Factors that restrict the cell permeation of cyclic prodrugs of an opioid peptide, part 4: Characterization of the biopharmaceutical and physicochemical properties of two new cyclic prodrugs designed to be stable to oxidative metabolism by cytochrome P-450 enzymes in the intestinal mucosa.
- Nofsinger R, Borchardt RT.SourceDepartment of Pharmaceutical Chemistry, The University of Kansas, Lawrence, Kansas 66047, USA. Rebecca_Nofsinger@Merck.com
- Journal of pharmaceutical sciences.J Pharm Sci.2012 Sep;101(9):3500-10. doi: 10.1002/jps.23079. Epub 2012 Feb 15.
- The biopharmaceutical and physicochemical properties of two new cyclic prodrugs (CA-[cychexalanine (Cha(4)), D-Leu(5) ]-Enkephalin (Enk) and coumarinic acid (CA)-[Cha(4), D-Ala(5)]-Enk) of opioid peptides that were designed to be stable to oxidative metabolism by cytochrome P-450 enzymes in the inte
- PMID 22337204
- Role of connexin-43 in protective PI3K-Akt-GSK-3β signaling in cardiomyocytes.
- Ishikawa S, Kuno A, Tanno M, Miki T, Kouzu H, Itoh T, Sato T, Sunaga D, Murase H, Miura T.SourceDivision of Cardiology, Second Department of Internal Medicine, Sapporo Medical University, School of Medicine, Sapporo, Japan.
- American journal of physiology. Heart and circulatory physiology.Am J Physiol Heart Circ Physiol.2012 Jun 15;302(12):H2536-44. doi: 10.1152/ajpheart.00940.2011. Epub 2012 Apr 13.
- Sarcolemmal connexin-43 (Cx43) and mitochondrial Cx43 play distinct roles: formation of gap junctions and production of reactive oxygen species (ROS) for redox signaling. In this study, we examined the hypothesis that Cx43 contributes to activation of a major cytoprotective signal pathway, phosphoin
- PMID 22505645
Related Links
- Structure, classification, information, physical and chemical properties for 2-Alanyl-leucine enkephalin; Leucine enkephalin-2-alanine; Enkephalin-leu,ala(2); 5-Leucine-2-alanine enkephalin; Tyr-D-Ala-Gly-Phe-Leu
- DADLE ([D-Ala 2, D-Leu 5]-Enkephalin) is a synthetic opioid peptide with analgesic properties. Although it is often considered a selective delta opioid receptor agonist, it also binds to the μ 1 subtype of mu opioid receptors. Treatment ...
Related Pictures
★リンクテーブル★
[★]
- 英
- leucine-2-alanine enkephalin
[★]
アラニン
- 関
- A、Ala、alanyl、L-alanine