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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/03/26 02:19:38」(JST)

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Cholecystokinin tetrapeptide (CCK-4, Trp-Met-Asp-Phe-NH₂) is a peptide fragment derived from the larger peptide hormone cholecystokinin. Unlike cholecystokin which has a variety of roles in the gastrointenstinal system as well as central nervous system effects, CCK-4 acts primarily in the brain as an anxiogenic, although it does retain some GI effects, but not as much as CCK-8 or the full length polypeptide CCK-58.

CCK-4 reliably causes severe anxiety symptoms when administered to humans in a dose of as little as 50μg,^[1] and is commonly used in scientific research to induce panic attacks for the purpose of testing new anxiolytic drugs.^[2]^[3]^[4]^[5] Since it is a peptide, CCK-4 must be administered by injection, and is rapidly broken down once inside the body so has only a short duration of action,^[6] although numerous synthetic analogues with modified properties are known.^[7]^[8]^[9]^[10]^[11]^[12]^[13]^[14]^[15]^[16]^[17]

References

^ Daniela Eser; et al. (2005). "Panic Induction with Cholecystokinin-Tetrapeptide (CCK-4) Increases Plasma Concentrations of the Neuroactive Steroid 3α, 5α Tetrahydrodeoxycorticosterone (3α, 5α-THDOC) in Healthy Volunteers" (PDF). Neuropsychopharmacology 30 (1): 192–195. doi:10.1038/sj.npp.1300572. PMID 15467707.
^ Bradwejn J. (July 1993). "Neurobiological investigations into the role of cholecystokinin in panic disorder". Journal of Psychiatry and Neuroscience 18 (4): 178–188. PMC 1188527. PMID 8104032.
^ Schunck T, Erb G, Mathis A, Gilles C, Namer IJ, Hode Y, Demaziere A, Luthringer R, Macher JP. (July 2006). "Functional magnetic resonance imaging characterization of CCK-4-induced panic attack and subsequent anticipatory anxiety". NeuroImage 31 (3): 1197–1208. doi:10.1016/j.neuroimage.2006.01.035. PMID 16600640.
^ Eser D, Schüle C, Baghai T, Floesser A, Krebs-Brown A, Enunwa M, de la Motte S, Engel R, Kucher K, Rupprecht R. (July 2007). "Evaluation of the CCK-4 model as a challenge paradigm in a population of healthy volunteers within a proof-of-concept study". Psychopharmacology 192 (4): 479–487. doi:10.1007/s00213-007-0738-7. PMID 17318504.
^ Eser D, Leicht G, Lutz J, Wenninger S, Kirsch V, Schüle C, Karch S, Baghai T, Pogarell O, Born C, Rupprecht R, Mulert C. (December 2007). "Functional neuroanatomy of CCK-4-induced panic attacks in healthy volunteers". Human Brain Mapping 30 (2): 511–22. doi:10.1002/hbm.20522. PMID 18095276.
^ Koulischer D, Moroder L, Deschodt-Lanckman M (August 1982). "Degradation of cholecystokinin octapeptide, related fragments and analogs by human and rat plasma in vitro". Regulatory Peptides 4 (3): 127–139. doi:10.1016/0167-0115(82)90080-5. PMID 6291099.
^ Blommaert AG, Dhôtel H, Ducos B, Durieux C, Goudreau N, Bado A, Garbay C, Roques BP (February 1997). "Structure-based design of new constrained cyclic agonists of the cholecystokinin CCK-B receptor". Journal of Medicinal Chemistry 40 (5): 647–58. doi:10.1021/jm9603072. PMID 9057851.
^ Bellier B, Million ME, DaNascimento S, Meudal H, Kellou S, Maigret B, Garbay C (October 2000). "Replacement of glycine with dicarbonyl and related moieties in analogues of the C-terminal pentapeptide of cholecystokinin: CCK(2) agonists displaying a novel binding mode". Journal of Medicinal Chemistry 43 (20): 3614–23. doi:10.1021/jm0000416. PMID 11020275.
^ Léna I, Dh tel H, Garbay C, Daugé V (January 2001). "Involvement of D2 dopamine receptors in the opposing effects of two CCK-B agonists in a spatial recognition memory task: role of the anterior nucleus accumbens". Psychopharmacology 153 (2): 170–9. doi:10.1007/s002130000517. PMID 11205416.
^ Bellier B, Garbay C (2003). "How a single inversion of configuration leads to a reversal of the binding mode: proposal of a novel arrangement of CCK2 ligands in their receptor, and contribution to the development of peptidomimetic or non-peptide CCK2 ligands". European Journal of Medicinal Chemistry 38 (7-8): 671–86. doi:10.1016/S0223-5234(03)00112-0. PMID 12932898.
^ Bellier B, Crété D, Million ME, Beslot F, Bado A, Garbay C, Daugé V (November 2004). "New CCK2 agonists confirming the heterogeneity of CCK2 receptors: characterisation of BBL454". Naunyn-Schmiedeberg's Archives of Pharmacology 370 (5): 404–13. doi:10.1007/s00210-004-0969-7. PMID 15480577.
^ Proskuriakova TV, Bespalova ZhD, Pal'keeva ME, Petrichenko OB, Pankratova NV, Shokhonova VA, Anokhina IP (2005). "[Biological activity of cholecystokinin-(30-33) tetrapeptide analogs]". Bioorganicheskaia Khimiia (in Russian) 31 (2): 130–9. PMID 15889786.
^ Anokhina IP, Proskuriakova TV, Bespalova ZhD, Pal'keeva ME, Shokhonova VA, Petrichenko OB (2006). "[Effect of a cholecystokinin tetrapeptide analogue on opioid reception under acute and chronic morphine administration]". Bioorganicheskaia Khimiia (in Russian) 32 (3): 276–83. PMID 16808170.
^ Agnes RS, Lee YS, Davis P, Ma SW, Badghisi H, Porreca F, Lai J, Hruby VJ (May 2006). "Structure-activity relationships of bifunctional peptides based on overlapping pharmacophores at opioid and cholecystokinin receptors". Journal of Medicinal Chemistry 49 (10): 2868–75. doi:10.1021/jm050921q. PMC 1484468. PMID 16686530.
^ Noble F (2007). "Pharmacology of CCKRs and SAR studies of peptidic analog ligands". Current Topics in Medicinal Chemistry 7 (12): 1173–9. doi:10.2174/156802607780960447. PMID 17584139.
^ García-López MT, González-Muñiz R, Martín-Martínez M, Herranz R (2007). "Strategies for design of non peptide CCK1R agonist/antagonist ligands". Current Topics in Medicinal Chemistry 7 (12): 1180–94. doi:10.2174/156802607780960537. PMID 17584140.
^ Kalindjian SB, McDonald IM (2007). "Strategies for the design of non-peptide CCK2 receptor agonist and antagonist ligand". Current Topics in Medicinal Chemistry 7 (12): 1195–204. doi:10.2174/156802607780960500. PMID 17584141.

English Journal

An improved methodology for data analysis in accelerated stability studies of peptide drugs: practical considerations.

Oliva A, Fariña JB, Llabrés M.SourceDepartamento de Ingeniería Química y Tecnología Farmacéutica, Facultad de Farmacia, Universidad de La Laguna, 38200 Tenerife, Spain. amoliva@ull.es
Talanta.Talanta.2012 May 30;94:158-66. doi: 10.1016/j.talanta.2012.03.011. Epub 2012 Mar 10.
Although the basic science behind current methods for studying biopharmaceutical drug stability has not changed significantly, the techniques available for predicting stability have evolved over the years. This paper therefore describes and discusses various options of data analysis for accelerated
PMID 22608429

CCK-B receptor gene and response to cholecystokinin-tetrapeptide in healthy volunteers.

Koszycki D, Prichard Z, Fiocco AJ, Shlik J, Kennedy JL, Bradwejn J.SourceDepartment of Psychiatry, University of Ottawa, Ottawa, Ontario, Canada. dkoszyck@uottawa.ca
Peptides.Peptides.2012 May;35(1):9-13. doi: 10.1016/j.peptides.2012.02.014. Epub 2012 Mar 10.
Recent investigations suggest that genes that confer risk for panic disorder (PD) may moderate response to panicogenic agents in healthy volunteers. Given the potential role of the central cholecystokinin receptor (CCKBR) (CT) polymorphism alleles 26 and 27 in PD, the present study attempted to disc
PMID 22414867

Feeding-suppressive mechanism of sulfated cholecystokinin (26-33) in chicks.

Tachibana T, Matsuda K, Kawamura M, Ueda H, Khan MS, Cline MA.SourceDepartment of Agrobiological Science, Faculty of Agriculture, Ehime University, Matsuyama 790-8566, Japan. tetsu@agr.ehime-u.ac.jp
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.Comp Biochem Physiol A Mol Integr Physiol.2012 Apr;161(4):372-8. doi: 10.1016/j.cbpa.2011.12.010. Epub 2011 Dec 24.
The anorexigenic effect of cholecystokinin (CCK) is well documented in mammals, but documentation in neonatal chicks is limited. Thus, the present study investigated the mechanism underlying the anorexigenic effect of CCK in neonatal chicks. Intraperitoneal (IP) injection of sulfated CCK(26-33) (CCK
PMID 22227312

Japanese Journal

生理活性ペプチドの経粘膜吸収改善に関する生物薬剤学的研究

藥學雜誌 121(12), 929-948, 2001-12-01
NAID 110003648500

ペプチド性医薬品の経粘膜吸収改善

Drug delivery system 15(6), 507-519, 2000-11-10
NAID 10007334688

Effect of exogenous tetragastrin on gastric myoelectrical activity in humans

Tokai journal of experimental and clinical medicine 24(3), 117-123, 1999-10
NAID 110004700271

Related Pictures

★リンクテーブル★

リンク元	「CCK-4」「テトラガストリン」「cholecystokinin 4」

「CCK-4」

CCK-4
Systematic (IUPAC) name
	(3S)-3-[(2S)-2-amino-3-phenylpropanamido]-3-{[(1S)-1-{[(1S)-1-carboxy -2-(indol-3-yl)ethyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}propanoic acid
Clinical data
Routes of; administration	IV
Pharmacokinetic data
Bioavailability	100%
Metabolism	plasma protease enzymes
Biological half-life	13 minutes
Excretion	N/A
Identifiers
CAS Number	1947-37-1
ChemSpider	27470965
Chemical data
Formula	C29H35N5O7S
Molar mass	597.681 g/mol
	SMILES CSCC[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N)NC(=O)[C@H](Cc2c[nH]c3c2cccc3)N ;
	InChI InChI=InChI=1S/C29H36N6O6S/c1-42-12-11-22(33-27(39)20(30)14-18-16-32-21-10-6-5-9-19(18)21)28(40)35-24(15-25(36)37)29(41)34-23(26(31)38)13-17-7-3-2-4-8-17/h2-10,16,20,22-24,32H,11-15,30H2,1H3,(H2,31,38)(H,33,39)(H,34,41)(H,35,40)(H,36,37)/t20-,22-,23-,24-/m0/s1 ; Key:RGYLYUZOGHTBRF-BIHRQFPBSA-N ;
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　　[★]

テトラガストリン、コレシストキニン-4

関: cholecystokinin 4、tetragastrin

「テトラガストリン」

　　[★]

英: tetragastrin、CCK-4
関: コレシストキニン-4

「cholecystokinin 4」

　　[★]

コレシストキニン-4

関: CCK-4、tetragastrin

[1] Daniela Eser; et al. (2005). "Panic Induction with Cholecystokinin-Tetrapeptide (CCK-4) Increases Plasma Concentrations of the Neuroactive Steroid 3α, 5α Tetrahydrodeoxycorticosterone (3α, 5α-THDOC) in Healthy Volunteers" (PDF). Neuropsychopharmacology 30 (1): 192–195. doi:10.1038/sj.npp.1300572. PMID 15467707.

[2] Bradwejn J. (July 1993). "Neurobiological investigations into the role of cholecystokinin in panic disorder". Journal of Psychiatry and Neuroscience 18 (4): 178–188. PMC 1188527. PMID 8104032.

[3] Schunck T, Erb G, Mathis A, Gilles C, Namer IJ, Hode Y, Demaziere A, Luthringer R, Macher JP. (July 2006). "Functional magnetic resonance imaging characterization of CCK-4-induced panic attack and subsequent anticipatory anxiety". NeuroImage 31 (3): 1197–1208. doi:10.1016/j.neuroimage.2006.01.035. PMID 16600640.

[4] Eser D, Schüle C, Baghai T, Floesser A, Krebs-Brown A, Enunwa M, de la Motte S, Engel R, Kucher K, Rupprecht R. (July 2007). "Evaluation of the CCK-4 model as a challenge paradigm in a population of healthy volunteers within a proof-of-concept study". Psychopharmacology 192 (4): 479–487. doi:10.1007/s00213-007-0738-7. PMID 17318504.

[5] Eser D, Leicht G, Lutz J, Wenninger S, Kirsch V, Schüle C, Karch S, Baghai T, Pogarell O, Born C, Rupprecht R, Mulert C. (December 2007). "Functional neuroanatomy of CCK-4-induced panic attacks in healthy volunteers". Human Brain Mapping 30 (2): 511–22. doi:10.1002/hbm.20522. PMID 18095276.

[6] Koulischer D, Moroder L, Deschodt-Lanckman M (August 1982). "Degradation of cholecystokinin octapeptide, related fragments and analogs by human and rat plasma in vitro". Regulatory Peptides 4 (3): 127–139. doi:10.1016/0167-0115(82)90080-5. PMID 6291099.

[pmid9057851-7] Blommaert AG, Dhôtel H, Ducos B, Durieux C, Goudreau N, Bado A, Garbay C, Roques BP (February 1997). "Structure-based design of new constrained cyclic agonists of the cholecystokinin CCK-B receptor". Journal of Medicinal Chemistry 40 (5): 647–58. doi:10.1021/jm9603072. PMID 9057851.

[pmid11020275-8] Bellier B, Million ME, DaNascimento S, Meudal H, Kellou S, Maigret B, Garbay C (October 2000). "Replacement of glycine with dicarbonyl and related moieties in analogues of the C-terminal pentapeptide of cholecystokinin: CCK(2) agonists displaying a novel binding mode". Journal of Medicinal Chemistry 43 (20): 3614–23. doi:10.1021/jm0000416. PMID 11020275.

[pmid11205416-9] Léna I, Dh tel H, Garbay C, Daugé V (January 2001). "Involvement of D2 dopamine receptors in the opposing effects of two CCK-B agonists in a spatial recognition memory task: role of the anterior nucleus accumbens". Psychopharmacology 153 (2): 170–9. doi:10.1007/s002130000517. PMID 11205416.

[pmid12932898-10] Bellier B, Garbay C (2003). "How a single inversion of configuration leads to a reversal of the binding mode: proposal of a novel arrangement of CCK2 ligands in their receptor, and contribution to the development of peptidomimetic or non-peptide CCK2 ligands". European Journal of Medicinal Chemistry 38 (7-8): 671–86. doi:10.1016/S0223-5234(03)00112-0. PMID 12932898.

[pmid15480577-11] Bellier B, Crété D, Million ME, Beslot F, Bado A, Garbay C, Daugé V (November 2004). "New CCK2 agonists confirming the heterogeneity of CCK2 receptors: characterisation of BBL454". Naunyn-Schmiedeberg's Archives of Pharmacology 370 (5): 404–13. doi:10.1007/s00210-004-0969-7. PMID 15480577.

[pmid15889786-12] Proskuriakova TV, Bespalova ZhD, Pal'keeva ME, Petrichenko OB, Pankratova NV, Shokhonova VA, Anokhina IP (2005). "[Biological activity of cholecystokinin-(30-33) tetrapeptide analogs]". Bioorganicheskaia Khimiia (in Russian) 31 (2): 130–9. PMID 15889786.

[pmid16808170-13] Anokhina IP, Proskuriakova TV, Bespalova ZhD, Pal'keeva ME, Shokhonova VA, Petrichenko OB (2006). "[Effect of a cholecystokinin tetrapeptide analogue on opioid reception under acute and chronic morphine administration]". Bioorganicheskaia Khimiia (in Russian) 32 (3): 276–83. PMID 16808170.

[pmid16686530-14] Agnes RS, Lee YS, Davis P, Ma SW, Badghisi H, Porreca F, Lai J, Hruby VJ (May 2006). "Structure-activity relationships of bifunctional peptides based on overlapping pharmacophores at opioid and cholecystokinin receptors". Journal of Medicinal Chemistry 49 (10): 2868–75. doi:10.1021/jm050921q. PMC 1484468. PMID 16686530.

[pmid17584139-15] Noble F (2007). "Pharmacology of CCKRs and SAR studies of peptidic analog ligands". Current Topics in Medicinal Chemistry 7 (12): 1173–9. doi:10.2174/156802607780960447. PMID 17584139.

[pmid17584140-16] García-López MT, González-Muñiz R, Martín-Martínez M, Herranz R (2007). "Strategies for design of non peptide CCK1R agonist/antagonist ligands". Current Topics in Medicinal Chemistry 7 (12): 1180–94. doi:10.2174/156802607780960537. PMID 17584140.

[pmid17584141-17] Kalindjian SB, McDonald IM (2007). "Strategies for the design of non-peptide CCK2 receptor agonist and antagonist ligand". Current Topics in Medicinal Chemistry 7 (12): 1195–204. doi:10.2174/156802607780960500. PMID 17584141.

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tetragastrin