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Merck

S8826

Sigma-Aldrich

Semax

≥98% (HPLC)

Synonym(e):

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

Empirische Formel (Hill-System):
C37H51N9O10S · xC2HF3O2
CAS-Nummer:
Molekulargewicht:
813.92 (free base basis)
MDL-Nummer:
UNSPSC-Code:
51111800
PubChem Substanz-ID:
NACRES:
NA.32

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Farbe

white to tan

Löslichkeit

H2O: >2 mg/mL

Versandbedingung

wet ice

Lagertemp.

−20°C

SMILES String

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

InChIKey

UAXRUQRHZBYPHF-IGCYJKAMSA-N

Allgemeine Beschreibung

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.

Biochem./physiol. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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M A Volodina et al.
Bulletin of experimental biology and medicine, 152(5), 560-563 (2012-07-18)
Maternal deprivation in the early postnatal period significantly affects the behavior and development of different animals. Here we studied delayed effects of daily maternal deprivation (5 h/day) on physical development and behavior of white rats during postnatal days 1 to
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
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
Ekaterina V Medvedeva et al.
Journal of molecular neuroscience : MN, 49(2), 328-333 (2012-07-10)
The synthetic peptide Semax (Met-Glu-His-Phe-Pro-Gly-Pro) is used successfully in acute stroke therapy. In spite of numerous studies on the subject, many aspects of the neuroprotective effects of the peptide remain unknown. We studied the action of Semax and its C-terminal

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