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T0675

Sigma-Aldrich

[D-Ala2]-Deltorphin II

≥97% (HPLC)

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Synonym(s):
Tyr-D-Ala-Phe-Glu-Val-Val-Gly amide
Empirical Formula (Hill Notation):
C38H54N8O10
CAS Number:
122752-16-3
Molecular Weight:
782.88
MDL number:
MFCD00080072
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

Regulatory Information

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Paresh Chothe et al.
American journal of physiology. Cell physiology, 300(6), C1260-C1269 (2011-02-11)
Recently the existence of two different Na(+)-coupled oligopeptide transport systems has been described in mammalian cells. These transport systems are distinct from the previously known H(+)/peptide cotransporters PEPT1 and PEPT2, which transport only dipeptides and tripeptides. To date, the only
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
Klára Gyires et al.
Neuropsychopharmacologia Hungarica : a Magyar Pszichofarmakologiai Egyesulet lapja = official journal of the Hungarian Association of Psychopharmacology, 10(3), 121-125 (2008-10-30)
Beta-endorphin, deltorphin II, [D-Ala2, Phe4, Gly5-ol-enkephalin (DAGO) as well as endomorphin-1 and endomorphin-2 injected intracerebroventricularly (i.c.v.) induced gastroprotective action. It has been raised that endogenous opioids may have a central role in maintaining gastric mucosal integrity. Therefore we aimed to
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
Sudha Ananth et al.
Journal of pharmaceutical sciences, 101(1), 154-163 (2011-09-10)
The sodium-coupled oligopeptide transporters 1 and 2 (SOPT1 and SOPT2) transport peptides consisting of at least five amino acids and show potential for the delivery of therapeutically relevant peptides/peptidomimetics. Here, we examined the expression of these two transporters in the
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