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Merck

P206

Sigma-Aldrich

Philanthotoxin 343 tris(trifluoroacetate) salt

solid

Synonym(e):

PhTX-343, S-N-[3-[[4-[(3-Aminopropyl)amino]butyl]amino]propyl]-4-hydroxy-α-[(1-oxobutyl)amino]-benzenepropanamide tris-trifluoroacetate

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About This Item

Empirische Formel (Hill-System):
C23H41N5O3 · 3C2HF3O2
CAS-Nummer:
Molekulargewicht:
777.67
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:

Form

solid

Farbe

light yellow-green

Löslichkeit

methanol: >8 mg/mL (solutions should be freshly prepared.)

Lagertemp.

−20°C

SMILES String

OS(=O)(=O)C(F)(F)F.OS(=O)(=O)C(F)(F)F.OS(=O)(=O)C(F)(F)F.CCCC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)NCCCNCCCCNCCCN

InChI

1S/C23H41N5O3.3CHF3O3S/c1-2-7-22(30)28-21(18-19-8-10-20(29)11-9-19)23(31)27-17-6-16-26-14-4-3-13-25-15-5-12-24;3*2-1(3,4)8(5,6)7/h8-11,21,25-26,29H,2-7,12-18,24H2,1H3,(H,27,31)(H,28,30);3*(H,5,6,7)/t21-;;;/m0.../s1

InChIKey

QTCLKBFOFGTNMC-YDULTXHLSA-N

Angaben zum Gen

Anwendung

Philanthotoxin 343 tris(trifluoroacetate) salt has been used as Ca2+-permeable α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptors (AMPARs) blocker. It has also been used as an effective glutamate receptors blocker in an acute homeostasis paradigm to examine the speed of the Neto-α-mediated homeostatic response in Drosophila.

Biochem./physiol. Wirkung

Blocks NMDA-gated ion channels; synthetic analog of the wasp polyamine amide toxin δ-philanthotoxin.
Philanthotoxin 343 is a synthetic analog of the wasp polyamine amide toxin δ-philanthotoxin. It blocks the activation of ionotropic receptors such as acetylcholine receptor (AChR) or inhibitory glutamate receptors (iGluRs).

Vorsicht

Hygroscopic

Rekonstituierung

Addition of 1 mL of solvent to vial yields a 1 mM solution.

Rechtliche Hinweise

Sold under license from Columbia University.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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H L Sudan et al.
Invertebrate neuroscience : IN, 1(2), 159-172 (1995-01-01)
The effects of philanthotoxin-343 (PhTX-343; tyrosyl-butanoyl-spermine) and photolabile analogues of this synthetic toxin on locust (Schistocerca gregaria) skeletal muscle have been investigated using whole muscle preparations (twitch contractions), single muscle fibres (excitatory postsynaptic currents (EPSCs)) and muscle membrane patches containing
Denis B Tikhonov et al.
Biophysical journal, 87(1), 159-170 (2004-07-09)
Models of closed and open channel pores of a muscle-type nicotinic acetylcholine receptor (nAChR) channel comprising M1 and M2 segments are presented. A model of the closed channel is proposed in which hydrophobic residues of the Equatorial Leucine ring screen
R Bähring et al.
The Journal of physiology, 509 ( Pt 3), 635-650 (1998-05-23)
1. The action of philanthotoxin 343 (PhTX) on rat homomeric GluR6(Q) recombinant glutamate receptor channels was analysed using concentration-jump techniques and outside-out patches from HEK 293 cells. Both onset and recovery from block by external PhTX were dependent on the
S D Donevan et al.
Neuroscience, 70(2), 361-375 (1996-01-01)
The effects of the arylalkyamine arthropod toxins argiotoxin 636 and philanthotoxin 343 were studied on N-methyl-D-aspartate receptor currents in cultured rat hippocampal neurons using whole-cell recording techniques. Argiotoxin 636 and philanthotoxin 343 blocked 10 microM N-methyl-D-aspartate (+10 microM glycine) currents
P Brackley et al.
Neuroscience letters, 114(1), 51-56 (1990-07-02)
The effects of spermine and a synthetic analogue (PhTX-343) of the polyamine amide toxin, delta-philanthotoxin, on the responses of Xenopus oocytes to application of amino acids were examined using voltage clamp. The oocytes were injected with either total rat brain

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