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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Aurore Cravezic et al.
Neuropharmacology, 61(8), 1229-1238 (2011-08-02)
The biological effects of endomorphins (EMs) are short-lasting due to their rapid degradation by endogenous enzymes. Competing enzymatic degradation is an approach to prolong EM bioavailability. In the present study, a series of tetra- and tripeptides of similar to EMs
S V Gein et al.
Neuroscience and behavioral physiology, 39(6), 591-595 (2009-06-11)
The studies reported here showed that beta-endorphin at concentrations of 10(-7)-10(-11) M increased interleukin-1beta (IL-1beta) production in unfractionated leukocyte suspensions both in the presence of 0.1 microg/ml lipopolysaccharide (LPS) and in cultures not stimulated with LPS. Interleukin-8 (IL-8) production by
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
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
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
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