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Selank

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Chemical compound
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Pharmaceutical compound
Selank
Clinical data
Other namesSelanc;L-threonyl-L-lysyl-L-prolyl-L-arginyl-L-prolylglycyl-L-Proline
Routes of
administration
Nasal muscosa, IV
Legal status
Legal status
  • In general: unscheduled
Identifiers
  • 1-[2-({1-[2-({1-[6-Amino-2-(2-amino-3-hydroxy-butyrylamino)-hexanoyl]-pyrrolidine-2-carbonyl}-amino)-5-guanidino-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-acetyl]-pyrrolidine-2-carboxylic acid
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC33H57N11O9
Molar mass751.887 g·mol−1
3D model (JSmol)
  • NCCCCC(C(=O)N1CCCC1C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)N3CCCC3C(=O)O)CCCNC(=N)N)NC(C(C(C)O)N)=O
  • InChI=1S/C33H57N11O9/c1-19(45)26(35)29(49)41-20(8-2-3-13-34)30(50)44-17-6-11-23(44)28(48)40-21(9-4-14-38-33(36)37)31(51)43-16-5-10-22(43)27(47)39-18-25(46)42-15-7-12-24(42)32(52)53/h19-24,26,45H,2-18,34-35H2,1H3,(H,39,47)(H,40,48)(H,41,49)(H,52,53)(H4,36,37,38)/t19-,20+,21+,22+,23+,24+,26+/m1/s1 checkY
  • Key:JTDTXGMXNXBGBZ-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Selank (Russian: Cеланк) is anootropic,anxiolyticpeptide based drug developed by the Institute of Molecular Genetics of the Russian Academy of Sciences. Selank is a heptapeptide with thesequence Thr-Lys-Pro-Arg-Pro-Gly-Pro (TKPRPGP). It is a synthetic analogue of humantuftsin.

Pharmacology

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Selank is a synthetic analogue of the immunomodulatory peptidetuftsin; as such, it mimics many of its effects. It has been shown to modulate the expression ofInterleukin-6 (IL-6) and affect the balance ofT helper cellcytokines.[1] It has been shown to influence the concentration ofmonoamine neurotransmitters[2] and induce metabolism ofserotonin.[3][4] Selank has also been found to rapidly elevate the expression ofbrain-derived neurotrophic factor (BDNF) in thehippocampus of rats.[5]

Selank, as well as a related peptide drug,Semax, have been found to inhibitenzymes involved in the degradation ofenkephalins and otherendogenous regulatorypeptides, and this action may be involved in their effects.[6] It has also been found to affect the activity ofcarboxypeptidase H andphenylmethylsulfonylfluoride-inhibitedcarboxypeptidase in rat nervous system tissue.[7]

Selank has been found to produceantidepressant-like effects inanimal models ofdepression andanhedonia.[8]

Clinical trials

[edit]

In clinical trials, the drug has shown to provide a sustained nootropic and anxiolytic effect which is useful for the treatment ofgeneralized anxiety disorder (GAD).[1] Selank has an advantage over traditional anxiety treatments, such asbenzodiazepines andbarbiturates, as it has nosedating or negative cognitive side effects and no associatedaddiction or withdrawal problems.[citation needed]

Selank is closely related to another nootropic drug,Semax, also developed by the Institute of Molecular Genetics in Russia. This drug is currently available in Russian and Ukrainian pharmacies.[9]

As with alllyophilized peptides, it needs refrigeration to remain stable within sterile water solutions, such as bacteriostatic water concentrations.

See also

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References

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  1. ^abUchakina ON, Uchakin PN, Miasoedov NF, Andreeva LA, Shcherbenko VE, Mezentseva MV, et al. (2008). "[Immunomodulatory effects of selank in patients with anxiety-asthenic disorders]".Zhurnal Nevrologii I Psikhiatrii Imeni S.S. Korsakova.108 (5):71–75.PMID 18577961.
  2. ^Narkevich VB, Kudrin VS, Klodt PM, Pokrovskiĭ AA, Kozlovskaia MM, Maĭskiĭ AI, Raevskiĭ KS (2008). "[Effects of heptapeptide selank on the content of monoamines and their metabolites in the brain of BALB/C and C57Bl/6 mice: a comparative study]".Eksperimental'naia i Klinicheskaia Farmakologiia.71 (5):8–12.PMID 19093364.
  3. ^Semenova TP, Kozlovskiĭ II, Zakharova NM, Kozlovskaia MM (August 2010). "[Experimental optimization of learning and memory processes by selank]".Eksperimental'naia i Klinicheskaia Farmakologiia.73 (8):2–5.PMID 20919548.
  4. ^Semenova TP, Kozlovskiĭ II, Zakharova NM, Kozlovskaia MM (2009). "[Comparison of the effects of selank and tuftsin on the metabolism of serotonin in the brain of rats pretreated with PCPA]".Eksperimental'naia i Klinicheskaia Farmakologiia.72 (4):6–8.PMID 19803361.
  5. ^Inozemtseva LS, Karpenko EA, Dolotov OV, Levitskaya NG, Kamensky AA, Andreeva LA, Grivennikov IA (2008). "Intranasal administration of the peptide Selank regulates BDNF expression in the rat hippocampus in vivo".Doklady Biological Sciences.421:241–243.doi:10.1134/s0012496608040066.PMID 18841804.S2CID 40709909.
  6. ^Kost NV, Sokolov OI, Gabaeva MV, Grivennikov IA, Andreeva LA, Miasoedov NF, Zozulia AA (2001). "Semax and selank inhibit the enkephalin-degrading enzymes from human serum".Bioorganicheskaia Khimiia (in Russian).27 (3):180–183.doi:10.1023/A:1011373002885.PMID 11443939.S2CID 26029820.
  7. ^Solov'ev VB, Gengin MT, Sollertinskaia TN, Latynova IV, Zhivaeva LV (2012). "[Effect of selank on the main carboxypeptidases in the rat nervous tissue]".Zhurnal Evoliutsionnoi Biokhimii I Fiziologii (in Russian).48 (3):254–257.PMID 22827026.
  8. ^Sarkisova KI, Kozlovskiĭ II, Kozlovskaia MM (2008). "[Effects of heptapeptide selank on genetically-based and situation-provoked symptoms of depression in behavior in WAG/Rij and Wistar rats, and in BALB/c mice]".Zhurnal Vysshei Nervnoi Deiatelnosti Imeni I P Pavlova (in Russian).58 (2):226–237.PMID 18661785.
  9. ^"СЕМАКС: лекарственное средство широкого спектра действия эффективный стимулятор нервной системы" [SEMAX: a broad-spectrum drug effective stimulant of the nervous system].Institute of Molecular Genetics (in Russian). Moscow. Archived fromthe original on 2011-07-22.

External links

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