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P5296

Sigma-Aldrich

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

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)

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.

Application

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 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.
Selective ligand for μ-opioid receptors.

Linkage

Somatostatin analog

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

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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