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93750

Sigma-Aldrich

(+)-Tubocurarine chloride pentahydrate

≥97.0% (TLC)

Sinônimo(s):

(+)-Tubocurarine chloride hydrochloride pentahydrate, D-Tubocurarine dichloride pentahydrate, Tubarine pentahydrate

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About This Item

Fórmula empírica (Notação de Hill):
C37H42Cl2N2O6 · 5H2O
Número CAS:
6989-98-6
Peso molecular:
771.72
Beilstein:
3896374
Número MDL:
MFCD00150157
Código UNSPSC:
12352202
ID de substância PubChem:
57653575
NACRES:
NA.77

fonte biológica

plant

Ensaio

≥97.0% (TLC)

forma

powder

atividade óptica

[α]20/D +195±5°, c = 0.5% in H2O

Impurezas

~12% water

pf

275-280 °C (dec.) (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[Cl-].Cl[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].COc1cc2CCN(C)[C@H]3Cc4ccc(Oc5c(O)c(OC)cc6CC[N+](C)(C)[C@H](Cc7ccc(O)c(Oc1cc23)c7)c56)cc4

InChI

1S/C37H40N2O6.2ClH.5H2O/c1-38-14-12-24-19-32(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)41)13-15-39(2,3)29(35)17-23-8-11-30(40)31(18-23)45-33;;;;;;;/h6-11,18-21,28-29H,12-17H2,1-5H3,(H-,40,41);2*1H;5*1H2/t28-,29+;;;;;;;/m0......./s1

chave InChI

WMIZITXEJNQAQK-GGDSLZADSA-N

Informações sobre genes

human ... CHRNA1(1134) , CHRNB1(1140) , CHRND(1144) , CHRNE(1145) , CHRNG(1146)

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Aplicação

(+)-Tubocurarine chloride pentahydrate has been used:
  • as an acetylcholine receptor antagonist in synapse blocking experiment to study its effect on neuromuscular junction formation (NMJ) formation in a co-culture system of human skeletal muscles and human stem cell-derived motoneurons
  • to induce paralysis in zebrafish larvae to study whole-brain imaging of seizures by two-photon light-sheet microscopy
  • to block NMJ to study its role in myotube contraction

Ações bioquímicas/fisiológicas

(+)-Tubocurarine chloride pentahydrate serves as a neuromuscular blocker.
Classical competitive antagonist of the nicotinic acetylcholine receptor. Structure-activity relationships and conformational studies for tubocurarine binding at the nicotinic AChR.

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Frases de perigo

H301

Declarações de precaução

P264 - P270 - P301 + P310 - P405 - P501

Classificações de perigo

Acute Tox. 3 Oral

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Visite a Biblioteca de Documentos

Pietro Ricci et al.
Journal of biophotonics, 15(4), e202100256-e202100256 (2022-01-10)
Two-photon (2P) excitation is a cornerstone approach widely employed in neuroscience microscopy for deep optical access and sub-micrometric-resolution light targeting into the brain. However, besides structural and functional imaging, 2P optogenetic stimulations are less routinary, especially in 3D. This is
Richard Mills et al.
Molecular metabolism, 7, 12-22 (2017-11-22)
We examined whether skeletal muscle overexpression of PGC-1α1 or PGC-1α4 affected myokine secretion and neuromuscular junction (NMJ) formation. A microfluidic device was used to model endocrine signaling and NMJ formation between primary mouse myoblast-derived myotubes and embryonic stem cell-derived motor
Fast whole-brain imaging of seizures in zebrafish larvae by two-photon light-sheet microscopy
de Vito G, et al.
Biomedical Optics Express, 1516-1536 null
R V Papineni et al.
The Journal of biological chemistry, 272(40), 24891-24898 (1997-10-06)
The binding of d-tubocurarine and several of its analogs to the mouse nicotinic acetylcholine receptor (AChR) was measured by competition against the initial rate 125I-alpha-bungarotoxin binding to BC3H-1 cells. The changes in affinity due to methylation or halogenation at various
J W Karpen et al.
Biochemistry, 25(7), 1786-1792 (1986-04-08)
The issue of whether d-tubocurarine, the classical acetylcholine receptor inhibitor, inhibits the receptor by a competitive or noncompetitive mechanism has long been controversial. d-Tubocurarine, in this study, has been found to be both a competitive (KC = 120 nM) and
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