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S8826

Sigma-Aldrich

Semax

≥98% (HPLC)

Synonyme(s) :

ACTH (4-7), Pro-Gly-Pro trifluoroacetate salt, L-Methionyl-L-a-glutamyl-L-histidyl-L-phenylalanyl-L-prolylglycyl-L-proline trifluoroacetate salt, Met-Glu-His-Phe-Pro-Gly-Pro

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About This Item

Formule empirique (notation de Hill):
C37H51N9O10S · xC2HF3O2
Numéro CAS:
80714-61-0
Poids moléculaire :
813.92 (free base basis)
Numéro MDL:
MFCD04113563
Code UNSPSC :
51111800
ID de substance PubChem :
329824612
Nomenclature NACRES :
NA.32

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to tan

Solubilité

H2O: >2 mg/mL

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne SMILES 

OC(=O)C(F)(F)F.CSCC[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](Cc2ccccc2)C(=O)N3CCC[C@H]3C(=O)NCC(=O)N4CCC[C@H]4C(O)=O

InChI

1S/C37H51N9O10S.C2HF3O2/c1-57-16-13-24(38)32(50)42-25(11-12-31(48)49)33(51)43-26(18-23-19-39-21-41-23)34(52)44-27(17-22-7-3-2-4-8-22)36(54)46-15-5-9-28(46)35(53)40-20-30(47)45-14-6-10-29(45)37(55)56;3-2(4,5)1(6)7/h2-4,7-8,19,21,24-29H,5-6,9-18,20,38H2,1H3,(H,39,41)(H,40,53)(H,42,50)(H,43,51)(H,44,52)(H,48,49)(H,55,56);(H,6,7)/t24-,25-,26-,27-,28-,29-;/m0./s1

Clé InChI

UAXRUQRHZBYPHF-IGCYJKAMSA-N

Description générale

Semax regulates the expression and the activation of the hippocampal (brain-derived neurotrophic factor) BDNF/(tropomyosin receptor kinase B) trkB system. It enhances selective attention at the time of information reception, increases memory consolidation and stimulates learning abilities. Semax is an active element of SEMAX drugs, which is used for the treatment of brain hypoxia and ischemia. It stimulates the activity of choline acetyltransferase. Semax exhibits properties of the melanocortin (MC) receptor antagonist.

Actions biochimiques/physiologiques

Semax (Met-Glu-His-Phe-Pro-Gly-Pro) is an analog of the adrenocorticotropin fragment (4-10). It activates the transcription of neurotrophins and has neuroprotective and nootropic activity.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

G A Romanova et al.
Patologicheskaia fiziologiia i eksperimental'naia terapiia, (3)(3), 62-67 (2012-10-18)
It was stated, that with bilateral photochemically induced thrombosis of the prefrontal cortex peptide semax and the AB-Glu by intranasal injection provoke pronounced neuroprotective and antiamnestic action. Intranasal injection semax (250 mkg/kg/daily during six postoperative days) and AB-Glu (250 mkg/kg
V V Stavchanskiĭ et al.
Molekuliarnaia biologiia, 45(6), 1026-1035 (2012-02-03)
Neurotrophins regulate key function of nervous tissue cells. Analysis of neurotrophins mRNA expression is an appropriate tool to assess therapeutic efficiency of the anti-stroke drugs. We have analyzed the effect of synthetic peptide semax and its C-terminal Pro-Gly-Pro tripeptide upon
Ex vivo screening of prospective peptide drugs: new approaches.
L A Andreeva et al.
Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections, 434, 300-303 (2010-10-22)
Vasily V Stavchansky et al.
Journal of molecular neuroscience : MN, 45(2), 177-185 (2010-07-10)
The neuropeptide preparation Semax (Met-Glu-His-Phe-Pro-Gly-Pro) has been employed successfully in clinical practice for treating patients with severe brain blood circulation disorders. In spite of numerous studies, many aspects of the therapeutic effects of this preparation remain unknown. In this context
Semax increases erythrocyte deformability in the shearing blood stream in intact rats and rats with cerebral ischemia.
O E Fadyukova et al.
Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections, 439, 208-211 (2011-09-29)
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