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C4992

Sigma-Aldrich

Carboxyatractyloside potassium salt

≥98% (HPLC), from Xanthium sibiricum, solid

Synonym(s):

C-ATR, CAT

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About This Item

Empirical Formula (Hill Notation):
C31H46O18S2 · xK+
CAS Number:
77228-71-8
Molecular Weight:
770.82 (free acid basis)
UNSPSC Code:
12352200

biological source

Xanthium sibiricum

Assay

≥98% (HPLC)

form

solid

optical activity

[α]/D -34 to -48°, c = 0.5 in water

storage condition

desiccated

color

white

solubility

H2O: ≥10 mg/mL

storage temp.

−20°C

Application

Carboxyatractyloside potassium salt has been used as an activator of Ca2+-induced mPTP (1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine) opening. It has also been used as a adenine nucleotide translocator (ANT) inhibitor to study the inhibition of oxidative phosphorylation in intact T98G glioma cells.

Biochem/physiol Actions

Carboxyatractyloside is a highly selective inhibitor of cytosolic side-specific mitochondrial ADP/ATP carrier; i.e. adenine nucleotide translocase (ANT); causes stabilization of the c conformation of ANT leading to permeability transition pore (PTP) opening, loss of mitochondrial membrane potential, and apoptosis.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The regulator of calcineurin 1 increases adenine nucleotide translocator 1 and leads to mitochondrial dysfunctions
Jiang H, et al.
Journal of Neurochemistry, 140(2), 307-319 (2017)
Underestimation of the maximal capacity of the mitochondrial electron transport system in oligomycin-treated cells
Ruas J S, et al.
PLoS ONE, 11(3), e0150967-e0150967 (2016)
Juliana S Ruas et al.
PloS one, 11(3), e0150967-e0150967 (2016-03-08)
The maximal capacity of the mitochondrial electron transport system (ETS) in intact cells is frequently estimated by promoting protonophore-induced maximal oxygen consumption preceded by inhibition of oxidative phosphorylation by oligomycin. In the present study, human glioma (T98G and U-87MG) and
Chen Zhang et al.
Scientific reports, 7, 44708-44708 (2017-03-21)
Mitochondria are intracellular organelles involved in cell survival and death, and dysfunctions of mitochondria are related to neurodegenerative diseases. As the most abundant protein in the mitochondrial inner membrane, adenine nucleotide translocator 1 (ANT1) plays a critical role in mitochondrial
N Senoo et al.
Science advances, 6(35), eabb0780-eabb0780 (2020-09-15)
The phospholipid cardiolipin has pleiotropic structural and functional roles that are collectively essential for mitochondrial biology. Yet, the molecular details of how this lipid supports the structure and function of proteins and protein complexes are poorly understood. To address this
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