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T0675

Sigma-Aldrich

[D-Ala2]-Deltorphin II

≥97% (HPLC)

Synonym(s):

Tyr-D-Ala-Phe-Glu-Val-Val-Gly amide

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About This Item

Empirical Formula (Hill Notation):
C38H54N8O10
CAS Number:
122752-16-3
Molecular Weight:
782.88
MDL number:
MFCD00080072
UNSPSC Code:
12352209
PubChem Substance ID:
24899907
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

200

Assay

≥97% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

CC(C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](C)NC(=O)[C@@H](N)Cc2ccc(O)cc2)C(C)C)C(=O)NCC(N)=O

InChI

1S/C38H54N8O10/c1-20(2)31(37(55)41-19-29(40)48)46-38(56)32(21(3)4)45-35(53)27(15-16-30(49)50)43-36(54)28(18-23-9-7-6-8-10-23)44-33(51)22(5)42-34(52)26(39)17-24-11-13-25(47)14-12-24/h6-14,20-22,26-28,31-32,47H,15-19,39H2,1-5H3,(H2,40,48)(H,41,55)(H,42,52)(H,43,54)(H,44,51)(H,45,53)(H,46,56)(H,49,50)/t22-,26+,27+,28+,31+,32+/m1/s1

InChI key

NUNBRHVOPFWRRG-RCEFDBTISA-N

Gene Information

human ... OPRD1(4985) , OPRK1(4986) , OPRM1(4988)
mouse ... Oprd1(18386) , Oprm1(18390)
rat ... Oprd1(24613) , Oprm1(25601)

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Amino Acid Sequence

Tyr-Ala-Phe-Glu-Val-Val-Gly-NH2

Biochem/physiol Actions

Selective δ2 opioid receptor agonist

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aaron C Overland et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 29(42), 13264-13273 (2009-10-23)
Coactivation of spinal alpha(2)-adrenergic receptors (ARs) and opioid receptors produces antinociceptive synergy. Antinociceptive synergy between intrathecally administered alpha(2)AR and opioid agonists is well documented, but the mechanism underlying this synergy remains unclear. The delta-opioid receptor (DOP) and the alpha(2A)ARs are
A Capasso
Medicinal chemistry (Shariqah (United Arab Emirates)), 5(1), 1-6 (2009-01-20)
Recently, we have demonstrated that substitution of 1,2,3,4 tetrahyidroisoquinoline-3- carboxylic acid (Tic) in place of Gly2 in dynorphin A-(1-13)-NH2 (DYN) analogue (A) decreased the affinity to the kappa, delta, and micro receptors, and kappa selectivity. The doubly substituted analogue [2',6'-dimethyl-L-tyrosine
Michael M Morgan et al.
Neural plasticity, 2009, 516328-516328 (2009-03-07)
Chronic morphine administration shifts delta-opioid receptors (DORs) from the cytoplasm to the plasma membrane. Given that microinjection of morphine into the PAG produces antinociception, it is hypothesized that the movement of DORs to the membrane will allow antinociception to the
Michael A Ansonoff et al.
Psychopharmacology, 210(2), 161-168 (2010-03-25)
During the past decade, substantial evidence has documented that opioid receptor heterodimers form in cell lines expressing one or more opioid receptors. More recent studies have begun to investigate whether heterodimer formation also occurs in vivo. We have used opioid
L N Maslov et al.
Bulletin of experimental biology and medicine, 149(5), 591-593 (2010-12-18)
The cardioprotective properties of a δ₂-opioid receptor agonist deltorphin II were studied in rats with coronary occlusion and reperfusion. Opioid receptor ligands and inhibitors (glybenclamide, chelerythrine, and 5-hydroxydecanoate) were injected intravenously before ischemia and reperfusion. A δ₂-opioid receptor agonist deltorphin
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