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MilliporeSigma

P5296

CTOP

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C50H67N11O11S2
CAS Number:
103429-31-8
Molecular Weight:
1062.26
MDL number:
MFCD00076708
UNSPSC Code:
12352200
PubChem Substance ID:
329820226
NACRES:
NA.77

Key Documents

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Quality Level

100

assay

≥97% (HPLC)

form

powder

UniProt accession no.

Q64387

storage temp.

−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

InChI key

PZWWYAHWHHNCHO-FGHAYEPSSA-N

Gene Information

mouse ... Pnoc(18155)

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This Item
E73845.08015SAB1411281
CTOP ≥97% (HPLC)

Sigma-Aldrich

P5296

CTOP

[D-Ala2, N-Me-Phe4, Gly5-ol]-Enkephalin acetate salt ≥97% (HPLC)

Sigma-Aldrich

E7384

[D-Ala2, N-Me-Phe4, Gly5-ol]-Enkephalin acetate salt

CTOP

Sigma-Aldrich

5.08015

CTOP

Anti-ACD antibody produced in rabbit purified immunoglobulin, buffered aqueous solution

Sigma-Aldrich

SAB1411281

Anti-ACD antibody produced in rabbit

assay

≥97% (HPLC)

assay

≥97% (HPLC)

assay

≥95% (HPLC)

assay

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

powder

form

-

form

solid

form

buffered aqueous solution

UniProt accession no.

Q64387

UniProt accession no.

-

UniProt accession no.

-

UniProt accession no.

Q96AP0

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Gene Information

mouse ... Pnoc(18155)

Gene Information

human ... OPRM1(4988)
mouse ... OPRM1(18390)
rat ... OPRM1(25601)

Gene Information

-

Gene Information

human ... ACD(65057)

Amino Acid Sequence

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

General description

D-Pen-Cys-Tyr-D-Trp-Orn-Thr-Pen-Thr-NH2 (CTOP) is a selective cyclic μ-opioid receptor antagonist.[1]

Application

CTOP has been used:
  • to study the anxiogenic effects induced by CTOP in mice and rat.[2]
  • to study the effect of μ-opioid antagonist, CTOP on the bovine milk-derived LF (BLF)-induced analgesia.[3]
  • 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).[4]

Biochem/physiol Actions

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.[1]
Selective ligand for μ-opioid receptors.

Other Notes

Somatostatin analog

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)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5321
BCCD2654
BCBT1953
BCBL8678V
BCBL8678

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Andrew C Eschenroeder et al.
Glia, 60(1), 125-136 (2011-10-18)
Although the classical function of myelin is the facilitation of saltatory conduction, this membrane and the oligodendrocytes, the cells that make myelin in the central nervous system (CNS), are now recognized as important regulators of plasticity and remodeling in the
Kate M Wassum et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(5), 1591-1599 (2011-02-04)
The decision to perform, or not perform, actions known to lead to a rewarding outcome is strongly influenced by the current incentive value of the reward. Incentive value is largely determined by the affective experience derived during previous consumption of
He-Min Yang et al.
Frontiers in systems neuroscience, 14, 51-51 (2020-08-28)
Aim: To examine the effects of fentanyl, a potent mu-opioid receptor (MOR) agonist, on-air puff-evoked responses in Purkinje cells (PCs), and molecular layer interneurons (MLIs) using in vivo patch-clamp recordings in anesthetized mice. Methods: Male mice 6-8 weeks-old were anesthetized
Ruth Drdla-Schutting et al.
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.
Narita M
Neuropsychopharmacology, 31(4), 739-750 (2006)
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