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DADLE

From Wikipedia, the free encyclopedia
DADLE
Names
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
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
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.059.337 Edit this at Wikidata
UNII
  • 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 X markN
    Key: ZHUJMSMQIPIPTF-IBURTVSXSA-N X markN
  • 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
  • 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
Properties
C29H39N5O7
Molar mass 569.659 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X markN verify (what is checkYX markN ?)

DADLE ([D-Ala2, D-Leu5]-Enkephalin) is a synthetic opioid peptide with analgesic properties. It activates the δ-opioid receptor.[1]

Treatment with DADLE results in transient depression of mean arterial blood pressure and heart rate.[2][3]

See also

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References

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  1. Mobbs, Jesse I.; Nguyen, M. Deborah; Deo, Owindeep; Bartuzi, Damian; Venugopal, Hariprasad; Alvi, Sadia; Pham, Vi; Barnes, Nicholas; Christopoulos, Arthur; Poole, Daniel P.; Carbone, Simona E.; Jörg, Manuela; Capuano, Ben; Carlsson, Jens; Gondin, Arisbel B. (2026-08-22). "Structure-guided allosteric modulation of the delta opioid receptor". Nature Communications. doi:10.1038/s41467-026-76730-x. ISSN 2041-1723.
  2. "Medical Dictionary Online". Archived from the original on 2007-08-28. Retrieved 2007-11-10.
  3. Online Medical Dictionary, enkephalin, leucine-2-alanine[link removed]