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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

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Consulter la Bibliothèque de documents

D M Manchenko et al.
Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova, 96(10), 1014-1023 (2011-01-29)
Heptapeptide Semax (MEHFPGP) is the fragment of ACTH(4-10) analogue with prolonged neurotropic activity. The aim of the present work was to study the Semax effects on learning capability and pain sensitivity in white rats following intraperitoneal and intranasal administration in
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
M E Grigorjeva et al.
Bulletin of experimental biology and medicine, 149(1), 44-46 (2010-11-30)
The effects of semax on anticoagulant, fibrinolytic, and platelet components of the anticoagulation system were studied on albino rats under conditions of acute and chronic immobilization stress. Semax exhibited a protective antistress effect after repeated intranasal administration under conditions of
A A Bakhmet et al.
Bulletin of experimental biology and medicine, 153(5), 661-663 (2012-11-01)
We studied the effect of antistress peptide Semax, an ACTH4-10 analogue, on the cellular composition of spleen lymphoid structures in Wistar rats with different stress tolerance in the course of post-stress recovery (days 1, 3, 14, and 30). Preliminary administration
K V Shevchenko et al.
Bioorganicheskaia khimiia, 37(4), 475-482 (2011-11-22)
Proteolysis of semax (Met-Glu-His-Phe-Pro-Gly-Pro, Sem) and its analogues ([Ala1]Sem, [Gly1]Sem, [Thr1]Sem, [Trp1]Sem) that are differ from semax in substitution of N-terminal Met residue were studied. It is shown that such replacement changes the rate of peptides degradation by N-aminopeptidases (EC
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