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Merck

C6352

CTAP

≥95%

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Über diesen Artikel

Empirische Formel (Hill-System):
C51H69N13O11S2
CAS-Nummer:
Molekulargewicht:
1104.30
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:

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InChI

1S/C51H69N13O11S2/c1-26(65)39(42(53)68)62-49(75)41-51(3,4)77-76-25-38(61-43(69)33(52)21-28-11-6-5-7-12-28)47(73)59-36(22-29-16-18-31(67)19-17-29)45(71)60-37(23-30-24-57-34-14-9-8-13-32(30)34)46(72)58-35(15-10-20-56-50(54)55)44(70)63-40(27(2)66)48(74)64-41/h5-9,11-14,16-19,24,26-27,33,35-41,57,65-67H,10,15,20-23,25,52H2,1-4H3,(H2,53,68)(H,58,72)(H,59,73)(H,60,71)(H,61,69)(H,62,75)(H,63,70)(H,64,74)(H4,54,55,56)/t26-,27-,33-,35+,36+,37-,38+,39+,40+,41-/m1/s1

SMILES string

C[C@@H](O)[C@H](NC(=O)[C@H]1NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=N)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 key

OFMQLVRLOGHAJI-FGHAYEPSSA-N

assay

≥95%

form

powder

UniProt accession no.

storage temp.

−20°C

Quality Level

Gene Information

rat ... Pnoc(25516)

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Dieser Artikel
S2071P5296HPA044507
assay

≥95%

assay

-

assay

≥97% (HPLC)

assay

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

form

powder

form

lyophilized powder

form

powder

form

buffered aqueous glycerol solution

Gene Information

rat ... Pnoc(25516)

Gene Information

human ... SCN10A(6336)
mouse ... Scn10a(20264)
rat ... Scn10a(29571)

Gene Information

mouse ... Pnoc(18155)

Gene Information

human ... PNOC(5368)

UniProt accession no.

Q62923

UniProt accession no.

Q62968

UniProt accession no.

Q64387

UniProt accession no.

Q13519

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Application

CTAP has been used as a μ-opioid receptor (MOR) antagonist:
  • to study the anti-hyperalgesic effect of dipeptidyl peptidase 4 (DPP4) inhibitor isoleucine-proline-isoleucine (IPI) and vildagliptin in carrageenan-induced inflammation[1]
  • to study the role of MOR in glutamate and gamma-aminobutyric acid (GABA) efflux during predator stress in rats[2]
  • to determine the endogenous opioid peptide involved in blocking pain induced by activated gastrin-releasing peptide (Grp+) neurons[3]

Biochem/physiol Actions

CTAP is a peptide antagonist produced from somatostatin analogs.[4]

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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E J Bilsky et al.
The Journal of pharmacology and experimental therapeutics, 277(1), 484-490 (1996-04-01)
Previous studies measuring opioid inhibition of cyclic adenosine monophosphate in SH-SY5Y cells supported the hypothesis that continuous agonist stimulation causes a gradual conversion of the mu opioid receptor to a sensitized or constitutively active state termed mu*. Conversion to mu*
Christine E Engeland et al.
Virology, 460-461, 194-206 (2014-07-11)
Human immunodeficiency virus Gag drives assembly of virions in infected cells and interacts with host factors which facilitate or restrict viral replication. Although several Gag-binding proteins have been characterized, understanding of virus-host interactions remains incomplete. In a series of six
Pathology and glia type specific changes of the DPP4 activity in the spinal cord contributes to the development and maintenance of hyperalgesia and shapes opioid signalling in chronic pain states
Kiraly K, et al.
Scientific Reports (2017)
Kevin Caref et al.
eLife, 7 (2018-03-28)
When relatively sated, people (and rodents) are still easily tempted to consume calorie-dense foods, particularly those containing fat and sugar. Consumption of such foods while calorically replete likely contributes to obesity. The nucleus accumbens (NAc) opioid system has long been
T J Abbruscato et al.
The Journal of pharmacology and experimental therapeutics, 280(1), 402-409 (1997-01-01)
D-Phe-Cys-Tyr-D-Trp-Arg-Thr-Pen-Thr-NH2 (CTAP) is a cyclic, penicillamine-containing octapeptide that is structurally similar to somatostatin and displays greater antagonist potency and selectivity for mu-opioid receptors, compared with the classical mu-selective antagonist D-Phe-Cys-Tyr-D-Trp-Orn-Thr-Pen-Thr-NH2. The aim of this study was to determine whether CTAP

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