Bromosulfophthalein

Structural formula
General
Non-proprietary name	Bromosulfalein
other names	E.G; Bromosulfophthalein; Sulfobromophthalein; 3,4,5,6-tetrabromophenolphthalein disulfonic acid; 3,3 '- (4,5,6,7-Tetrabromo-3-oxo-1 (3 H ) -isobenzo-furanylidene) bis [6-hydroxybenzenesulfonic] acid;
Molecular formula	C 20 H 10 Br 4 O 10 S 2
External identifiers / databases
EC number	206-047-5
ECHA InfoCard	100.005.498
PubChem	5345
Wikidata	Q27132840
Drug information
ATC code	V04 CE02
Drug class	Diagnostic agent , liver function
properties
Molar mass	794.03 g mol −1 ; 837.997 g mol −1 (disodium salt);
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances Sodium salt danger
H and P phrases	H: 317-334
	P: 261-280-342 + 311
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bromsulfophthalein also Bromsulfalein or BSP is a diagnostic agent for checking liver function . It is a brominated sulfonic acid derivative of phenolphthalein .

properties

Like phenolphthalein, BSP is a dye that is colorless in alkaline, violet and acidic . Its λ _max value is 577 nm .

use

BSP is used in the bromosulfalein test to examine excretory liver function, which was established in 1938. Today, however, the increase in transaminases is used for this . In the bromosulphthalein clearance test, the substance is administered intravenously. It binds to albumin in the blood . It is excreted in the bile through the liver. The dye concentration in the blood serum is a measure of the liver function. The extinction is measured at a wavelength of 552 nm because the interfering hemoglobin then absorbs the same amount in acidic as in alkaline.

Pharmacological properties

BSP is primarily actively eliminated with ATP consumption by transporter proteins ( Bile Salt Export Pump (BSEP) or Multidrug Resistance-related Protein ( MRP2 )) as part of the formation of bile . In the course of the distribution of radiolabelled ³⁵ S-BSP continuously supplied by infusion in dogs , it was found that this or its metabolites also appeared sporadically in the urine of the treated animals; the majority of the administered substance was found in the liver (48–75%). Organs that showed high concentrations compared to plasma were stomach, intestines, pancreas , intercostal muscle tissue and especially the kidneys . No correlation could be established between the concentration in the kidneys and the occurrence in the urine.

proof

The difference in color intensity during the transition from the alkaline to the acidic range is proportional to the concentration. The determination can therefore be carried out photometrically .

literature

Frank GR Taylor: Clinical Diagnostics in Equine Practice. Schlütersche, 2001, ISBN 978-3-87706-574-7 , p. 97 ( limited preview in the Google book search).
PT Lascelles: Diagnostic Function Tests in Chemical Pathology. Springer Science & Business Media, 1990, ISBN 978-0-7462-0107-7 , p. 13 ( limited preview in Google book search).
GP TALWAR: TEXTBOOK OF BIOCHEMISTRY AND HUMAN BIOLOGY. PHI Learning Pvt. Ltd., 2002, ISBN 978-81-203-1965-3 , p. 265 ( limited preview in Google book search).
Chawla: Practical Clinical Biochemistry. Jaypee Brothers Publishers, 2003, ISBN 978-81-8061-108-7 , p. 90 ( limited preview in Google Book Search).
Hans Jörg Gibitz: For the determination of bromosulphthalein in cloudy, hemolytic plasma in heterologous liver perfusion. In: Journal of All Experimental Medicine, Including Experimental Surgery. 149, 1969, pp. 182-186, doi: 10.1007 / BF02044809 .

Individual evidence

↑ Official version of the ATC index with DDD information for Germany in 2007 (PDF; 1.1 MB)
↑ ^a ^b data sheet sulfobromophthalein disodium salt hydrate, used to study hepatocyte transport functions at Sigma-Aldrich , accessed on December 1, 2019 ( PDF ).
↑ ^a ^b ^c D. Seligson, J. Marino, E. Dodson: Determination of sulfobromophthalein in serum , in: Clin. Chem. , 1957 , 3 (5) , pp. 638-645; PMID 13473139 ; PDF .
↑ Data sheet sulfobromophthalein disodium salt hydrate, from Sigma-Aldrich , accessed on December 1, 2019 ( PDF ).
^ Pschyrembel, Clinical Dictionary, 257th edition, de Gruyter, Berlin 1994.
^ Robert F. Schmidt, Gerhard Thews and Florian Lang: Physiologie des Menschen: Mit Pathophysiologie , Springer 2005, ISBN 3-540-21882-3 , p. 38 ( limited preview in Google book search).
↑ RW Brauer, RL Pessotti, JS Krebs: The distribution and excretion of S ³⁵ -labeled sulfobromophthalein-sodium administered to dogs by continuous infusion , in: J. Clin. Invest. , 1955 , 34 (1) , pp. 35-43; PMID 13221652 ; Abstract .

[1] Official version of the ATC index with DDD information for Germany in 2007 (PDF; 1.1 MB)

[Sigma-2] ta sheet sulfobromophthalein disodium salt hydrate, used to study hepatocyte transport functions at Sigma-Aldrich , accessed on December 1, 2019 ( PDF ).

[seligson-3] D. Seligson, J. Marino, E. Dodson: Determination of sulfobromophthalein in serum , in: Clin. Chem. , 1957 , 3 (5) , pp. 638-645; PMID 13473139 ; PDF .

[sigma-4] Data sheet sulfobromophthalein disodium salt hydrate, from Sigma-Aldrich , accessed on December 1, 2019 ( PDF ).

[pschyrembel-5] Pschyrembel, Clinical Dictionary, 257th edition, de Gruyter, Berlin 1994.

[6] Robert F. Schmidt, Gerhard Thews and Florian Lang: Physiologie des Menschen: Mit Pathophysiologie , Springer 2005, ISBN 3-540-21882-3 , p. 38 ( limited preview in Google book search).

[brauer-7] RW Brauer, RL Pessotti, JS Krebs: The distribution and excretion of S ³⁵ -labeled sulfobromophthalein-sodium administered to dogs by continuous infusion , in: J. Clin. Invest. , 1955 , 34 (1) , pp. 35-43; PMID 13221652 ; Abstract .