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Merck

P5296

Sigma-Aldrich

CTOP

≥97% (HPLC)

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About This Item

Empirische Formel (Hill-System):
C50H67N11O11S2
CAS-Nummer:
Molekulargewicht:
1062.26
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Assay

≥97% (HPLC)

Form

powder

UniProt-Hinterlegungsnummer

Lagertemp.

−20°C

SMILES String

C[C@@H](O)[C@H](NC(=O)[C@H]1NC(=O)[C@@H](NC(=O)[C@H](CCCN)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc4ccc(O)cc4)NC(=O)[C@H](CSSC1(C)C)NC(=O)[C@H](N)Cc5ccccc5)[C@@H](C)O)C(N)=O

InChI

1S/C50H67N11O11S2/c1-26(62)39(42(53)65)59-49(72)41-50(3,4)74-73-25-38(58-43(66)33(52)21-28-11-6-5-7-12-28)47(70)56-36(22-29-16-18-31(64)19-17-29)45(68)57-37(23-30-24-54-34-14-9-8-13-32(30)34)46(69)55-35(15-10-20-51)44(67)60-40(27(2)63)48(71)61-41/h5-9,11-14,16-19,24,26-27,33,35-41,54,62-64H,10,15,20-23,25,51-52H2,1-4H3,(H2,53,65)(H,55,69)(H,56,70)(H,57,68)(H,58,66)(H,59,72)(H,60,67)(H,61,71)/t26-,27-,33-,35+,36+,37-,38+,39+,40+,41-/m1/s1

InChIKey

PZWWYAHWHHNCHO-FGHAYEPSSA-N

Angaben zum Gen

mouse ... Pnoc(18155)

Amino Acid Sequence

Phe-Cys-Tyr-Trp-Orn-Thr-Pen-Thr-NH2 [Disulfide Bridge: 2-7]

Allgemeine Beschreibung

D-Pen-Cys-Tyr-D-Trp-Orn-Thr-Pen-Thr-NH2 (CTOP) is a selective cyclic μ-opioid receptor antagonist.

Anwendung

CTOP has been used:
  • to study the anxiogenic effects induced by CTOP in mice and rat.
  • to study the effect of μ-opioid antagonist, CTOP on the bovine milk-derived LF (BLF)-induced analgesia.
  • to determine whether μ-opioid receptors act cooperatively with 5-hydroxytryptamine (5-HT1A) receptors to regulate the behaviors generated in the elevated T-maze (ETM).

Biochem./physiol. Wirkung

D-Pen-Cys-Tyr-D-Trp-Orn-Thr-Pen-Thr-NH2 (CTOP) inhibits acute morphine-induced hypermotility and analgesic effect of morphine in a dose-dependent manner in vivo.
Selective ligand for μ-opioid receptors.

Verlinkung

Somatostatin analog

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Science (New York, N.Y.), 335(6065), 235-238 (2012-01-17)
Painful stimuli activate nociceptive C fibers and induce synaptic long-term potentiation (LTP) at their spinal terminals. LTP at C-fiber synapses represents a cellular model for pain amplification (hyperalgesia) and for a memory trace of pain. μ-Opioid receptor agonists exert a
Chronic pain induces anxiety with concomitant changes in opioidergic function in the amygdala.
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