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DADLE

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Synthetic opioid analgesic peptide
DADLE
Names
IUPAC name (2R)-2-amino]propanoyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoic acid
Other names • -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
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.059.337 Edit this at Wikidata
PubChem CID
UNII
InChI
  • 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/s1Key: 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/s1Key: ZHUJMSMQIPIPTF-IBURTVSXBS
SMILES
  • N(C(N(C)C(NCC(N(CC1=CC=CC=C1)C(N(CC(C)C)C(O)=O)=O)=O)=O)=O)CC2=CC=C(O)C=C2
Properties
Chemical formula C29H39N5O7
Molar mass 569.659 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

DADLE (-Enkephalin) is a synthetic opioid peptide with analgesic properties. Although it is often considered a selective δ-opioid receptor agonist, it also binds to the μ1 subtype of μ-opioid receptors.

Treatment with DADLE results in transient depression of mean arterial blood pressure and heart rate.

Its peptide sequence is Tyr-D-Ala-Gly-Phe-D-Leu.

See also

References

  1. "Medical Dictionary Online". Archived from the original on 2007-08-28. Retrieved 2007-11-10.
  2. Online Medical Dictionary, enkephalin, leucine-2-alanine


Opioid receptor modulators
μ-opioid
(MOR)
Agonists
(abridged;
full list)
Antagonists
δ-opioid
(DOR)
Agonists
Antagonists
κ-opioid
(KOR)
Agonists
Antagonists
Nociceptin
(NOP)
Agonists
Antagonists
Others
  • Others: Kyotorphin (met-enkephalin releaser/degradation stabilizer)


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