Chrome Azurol S

Chrome Azurol S
Names
	Preferred IUPAC name Trisodium 5-[(E)-(3-carboxy-5-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)(2,6-dichloro-3-sulfonatophenyl)methyl]-3-methyl-2-oxidobenzoate
	Other names Mordant Blue 29; C.I. 43825; Alberon;
Identifiers
CAS Number	1667-99-8 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL377545;
ChemSpider	21159525;
ECHA InfoCard	100.015.262
EC Number	216-787-0;
PubChem CID	54694372;
UNII	Y6C592EY5D ;
CompTox Dashboard (EPA)	DTXSID50889367 ;
	InChI InChI=1S/C23H16Cl2O9S.3Na/c1-9-5-11(7-13(20(9)26)22(28)29)17(12-6-10(2)21(27)14(8-12)23(30)31)18-15(24)3-4-16(19(18)25)35(32,33)34;;;/h3-8,26H,1-2H3,(H,28,29)(H,30,31)(H,32,33,34);;;/q;3*+1/p-3/b17-12+;;; Key: FUIZKNBTOOKONL-DPSBJRLESA-K;
	SMILES CC1=CC(=CC(=C1[O-])C(=O)[O-])C(=C2C=C(C(=O)C(=C2)C(=O)O)C)C3=C(C=CC(=C3Cl)S(=O)(=O)[O-])Cl.[Na+].[Na+].[Na+];
Properties
Chemical formula	C23H13Cl2Na3O9S
Molar mass	605.28 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chrome Azurol S is a histological dye used in biomedical research.^[1]^[2]

Chrome Azural S (CAS) is a common spectrophotometric reagent for detection of certain metals like aluminum which can be toxic in excess and can contribute to people with neurodegenerative disorders.^[3] CAS is used to provide quantitative and qualitative information on molecules of interest like aluminum and siderophores.^[4] Qualitatively a color change can be observed while also allowing to quantitatively determine concentration of certain ions.

References

^ Berger, Selman A.; McKay, J. Brian (July 1974). "The photometric titration of Fe(III) with EDTA using tiron indicator". Microchimica Acta. 62 (4): 665–670. doi:10.1007/bf01218204. PMID 4216747. S2CID 32908378.
^ Alexander, D.; Zuberer, David (1991-09-01). "Use of chrome azurol S reagents to evaluate siderophore production by rhizosphere bacteria". Biology and Fertility of Soils. 12 (1): 39–45. Bibcode:1991BioFS..12...39A. doi:10.1007/BF00369386. S2CID 25744344.
^ Ngarisan, Noor Izyan; Ngah, Che Wan Zanariah Che Wan; Ahmad, Musa; Kuswandi, Bambang (2014-11-01). "Optimization of polymer inclusion membranes (PIMs) preparation for immobilization of Chrome Azurol S for optical sensing of aluminum(III)". Sensors and Actuators B: Chemical. 203: 465–470. Bibcode:2014SeAcB.203..465N. doi:10.1016/j.snb.2014.07.023. ISSN 0925-4005.
^ Himpsl, Stephanie D.; Mobley, Harry L. T. (2019). "Siderophore Detection Using Chrome Azurol S and Cross-Feeding Assays". Proteus mirabilis. Methods in Molecular Biology. Vol. 2021. pp. 97–108. doi:10.1007/978-1-4939-9601-8_10. ISBN 978-1-4939-9600-1. ISSN 1940-6029. PMID 31309499. S2CID 196813888.

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[1] Berger, Selman A.; McKay, J. Brian (July 1974). "The photometric titration of Fe(III) with EDTA using tiron indicator". Microchimica Acta. 62 (4): 665–670. doi:10.1007/bf01218204. PMID 4216747. S2CID 32908378.

[2] Alexander, D.; Zuberer, David (1991-09-01). "Use of chrome azurol S reagents to evaluate siderophore production by rhizosphere bacteria". Biology and Fertility of Soils. 12 (1): 39–45. Bibcode:1991BioFS..12...39A. doi:10.1007/BF00369386. S2CID 25744344.

[3] Ngarisan, Noor Izyan; Ngah, Che Wan Zanariah Che Wan; Ahmad, Musa; Kuswandi, Bambang (2014-11-01). "Optimization of polymer inclusion membranes (PIMs) preparation for immobilization of Chrome Azurol S for optical sensing of aluminum(III)". Sensors and Actuators B: Chemical. 203: 465–470. Bibcode:2014SeAcB.203..465N. doi:10.1016/j.snb.2014.07.023. ISSN 0925-4005.

[4] Himpsl, Stephanie D.; Mobley, Harry L. T. (2019). "Siderophore Detection Using Chrome Azurol S and Cross-Feeding Assays". Proteus mirabilis. Methods in Molecular Biology. Vol. 2021. pp. 97–108. doi:10.1007/978-1-4939-9601-8_10. ISBN 978-1-4939-9600-1. ISSN 1940-6029. PMID 31309499. S2CID 196813888.

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Names

Preferred IUPAC name Trisodium 5-[(E)-(3-carboxy-5-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)(2,6-dichloro-3-sulfonatophenyl)methyl]-3-methyl-2-oxidobenzoate
Other names Mordant Blue 29 C.I. 43825 Alberon
Identifiers
CAS Number	1667-99-8^N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL377545
ChemSpider	21159525
ECHA InfoCard	100.015.262
EC Number	216-787-0
PubChem CID	54694372
UNII	Y6C592EY5D^Y
CompTox Dashboard (EPA)	DTXSID50889367
InChI InChI=1S/C23H16Cl2O9S.3Na/c1-9-5-11(7-13(20(9)26)22(28)29)17(12-6-10(2)21(27)14(8-12)23(30)31)18-15(24)3-4-16(19(18)25)35(32,33)34;;;/h3-8,26H,1-2H3,(H,28,29)(H,30,31)(H,32,33,34);;;/q;3*+1/p-3/b17-12+;;; Key: FUIZKNBTOOKONL-DPSBJRLESA-K
SMILES CC1=CC(=CC(=C1[O-])C(=O)[O-])C(=C2C=C(C(=O)C(=C2)C(=O)O)C)C3=C(C=CC(=C3Cl)S(=O)(=O)[O-])Cl.[Na+].[Na+].[Na+]
Properties
Chemical formula	C₂₃H₁₃Cl₂Na₃O₉S
Molar mass	605.28 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references