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D192

Sigma-Aldrich

[D-Ala2]-Deltorphin II

>97%, powder

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:
12352200
PubChem Substance ID:
329798714

assay

>97%

form

powder

color

white

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

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Amino Acid Sequence

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

Biochem/physiol Actions

Selective δ2 opioid receptor agonist
Selective δ2 opioid receptor agonist.

comparable product

Product No.
Description
Pricing

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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P Melchiorri et al.
Proceedings of the National Academy of Sciences of the United States of America, 89(9), 3696-3700 (1992-05-01)
In experiments to evaluate responses to the activation of cerebral delta-opioid receptors, repeated daily injection of the selective delta-opioid agonist Tyr-D-Ala-Phe-Glu-Val-Val-Gly-NH2 ([D-Ala2]deltorphin II) into rat brain resulted in the development of tolerance, whereas repeated daily injection or continuous infusion of
A Misicka et al.
Life sciences, 51(13), 1025-1032 (1992-01-01)
We propose a common topographical model for the bioactive conformation of deltorphin and dermenkephalin at the delta opioid receptor. In this model a hydrophilic surface from the N- to C-termini is surrounded by lipophilic residues ("hot dog" structure). The important
Y Sasaki et al.
Biochemical and biophysical research communications, 180(2), 822-827 (1991-10-31)
Nine [D-Ala2]deltorphin II (DL-II:Tyr-D-Ala-Phe-Glu-Val-Val-Gly-NH2) analogs having various aliphatic amino acids at positions 5 and 6 were synthesized to gain more information about the role of hydrophobic Val5,6 residues for the delta-opioid receptor selectivity. Binding assays of analogs replaced by Ala
H Beaudry et al.
Neuroscience, 161(2), 381-391 (2009-03-31)
In the present study, we asked whether multiple intrathecal injections of deltorphin II, a selective delta opioid receptor (DOPR) agonist, induced DOPR tolerance in three behavioral assays. Unilateral inflammation caused by complete Freund's adjuvant (CFA) injection into the rat or
V Otis et al.
Neuroscience, 183, 221-229 (2011-04-05)
Over the past few years, significant progress has been made in cancer therapy. Indeed, the lifespan of cancer patients has significantly increased. Although patients live longer, cancer-related pain remains a daily problem affecting their quality of life, especially when metastases
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