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M7571

Sigma-Aldrich

MK-571 sodium salt hydrate

≥95% (HPLC), powder, leukotriene D4 antagonist

Synonym(s):

5-(3-(2-(7-Chloroquinolin-2-yl)ethenyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoic acid sodium salt hydrate, L-660711

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1 G
₩69,122
100 G
₩1,785,588

About This Item

Empirical Formula (Hill Notation):
C26H26ClN2NaO3S2 · xH2O
CAS Number:
Molecular Weight:
537.07 (anhydrous basis)
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

₩69,122


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Product Name

MK-571 sodium salt hydrate, ≥95% (HPLC)

Quality Level

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 15 mg/mL, clear

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

shipped in

wet ice

storage temp.

−20°C

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This Item
D18609901255656712
assay

95%

assay

95%

assay

≥95%

assay

95%

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

density

0.884 g/mL at 25 °C (lit.)

density

-

density

0.898 g/mL

density

0.899 g/mL at 25 °C (lit.)

bp

81-83 °C/15 mmHg (lit.)

bp

-

bp

-

bp

166 °C/760 mmHg (lit.)

form

liquid

form

solid

form

liquid

form

-

refractive index

n20/D 1.4435 (lit.)

refractive index

-

refractive index

n/D 1.407

refractive index

n20/D 1.4650 (lit.)

Application

MK-571 sodium salt hydrate has been used:
  • as an efflux inhibitor for monitoring multidrug resistance protein (MRP)-function and to avoid redundancy of other transporters[1]
  • to assess its effect on cell proliferation and 2D-migration in vitro in various cell lines of glioblastoma multiforme (GBM)[2]
  • as multidrug resistance (MDR) transporter inhibitor to study its effects in ovarian cancer cells[3]
  • as specific inhibitors of ABCC1/2 to investigate transport, toxicity, flow cytometry and arsenic efflux[4]

Biochem/physiol Actions

MK 571 is a potent and selective leukotriene D4 (LTD4) antagonist and ABCC multidrug resistance protein 1(MRP1) inhibitor. The cysteinyl leukotrienes (CysLTs), LTC4, LTD4, and LTE4, mediate their actions through two distinct G-protein coupled receptors. LTD4 is the preferred ligand for the CysLT1 receptor, whereas LTC4 and LTD4 bind with approximately equal affinity to the CysLT2 receptor. MK 571 is a selective, orally active CysLT1 receptor antagonist. It blocks the binding of LTD4, but not LTC4, to human and guinea pig lung membranes with Ki values of 0.22 nM and 2.1 nM, respectively. MK 571 effectively blocks LTD4 activation of recombinant human and mouse CysLT1 receptors but is ineffective at blocking LTC4 or LTD4 activation of the recombinant human or murine CysLT2 receptors. It potentially inhibits MRP1 and has been shown to overcome acquired arsenic tolerance.
MK-571 is a potent and selective leukotriene D4 (LTD4) antagonist and ABCC multidrug resistance protein 1(MRP1) inhibitor.

Features and Benefits

This compound is featured on the Leukotriene Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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G Redeuilh et al.
The Journal of biological chemistry, 262(15), 6969-6975 (1987-05-25)
The structure of the calf uterus nontransformed molybdate-stabilized estradiol receptor (ER) has been investigated using affinity labeling with tamoxifen aziridine and several monoclonal antibodies directed either against the steroid binding protein (Mr approximately 65,000) or against the heat shock protein
Theppanya Charoenrat et al.
Bioprocess and biosystems engineering, 27(6), 399-406 (2005-08-05)
An oxygen-limited fed-batch technique (OLFB) was compared to traditional methanol-limited fed-batch technique (MLFB) for the production of recombinant Thai Rosewood beta-glucosidase with Pichia pastoris. The degree of energy limitation, expressed as the relative rate of respiration (q(O)/q(O,max)), was kept similar
Taku Amo et al.
Journal of bacteriology, 184(12), 3305-3312 (2002-05-25)
We had previously isolated a facultatively anaerobic hyperthermophilic archaeon, Pyrobaculum calidifontis strain VA1. Here, we found that strain VA1, when grown under aerobic conditions, harbors high catalase activity. The catalase was purified 91-fold from crude extracts and displayed a specific
J M Renoir et al.
European journal of biochemistry, 127(1), 71-79 (1982-09-01)
A molydate-stabilized, 'non-activated' form of the progesterone receptor from the cytosol of oestrogen-stimulated chick oviduct has been purified to homogeneity by a three-step procedure. The first step, affinity chromatography using a N-(12-amino-dodecyl)-3-oxo-4-androsten-17 beta-carboxamide-substituted Sepharose gel, purified the receptor 1500-2700-fold with
Yanqiong Liu et al.
Medicine, 94(13), e702-e702 (2015-04-04)
Reactive oxygen species (ROS) play critical roles in hepatocarcinogenesis. The catalase (CAT) enzyme is involved in the repair of ROS. Therefore, we investigate the association between CAT gene polymorphisms and the risk of hepatocellular carcinoma (HCC). A total of 715

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