S3147

5-Sulfosalicylic acid dihydrate

Name: 5-Sulfosalicylic acid dihydrate
Brand: SIGMA

suitable for electrophoresis, ≥99%

Synonym(s):

2-Hydroxy-5-sulfobenzoic acid

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About This Item

Linear Formula:

HO₃SC₆H₃-2-(OH)CO₂H·2H₂O

CAS Number:

5965-83-3

Molecular Weight:

254.21

Beilstein:

650741

EC Number:

202-555-6

MDL number:

MFCD00149540

UNSPSC Code:

41105319

PubChem Substance ID:

24899547

NACRES:

NB.22

Key Documents

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Quality Level

200

Assay

≥99%

form

powder or crystals

technique(s)

electrophoresis: suitable

impurities

≤0.02% Insoluble matter
≤0.05% Salicylic Acid

mp

105-110 °C (lit.)

solubility

water: soluble 100 mg/mL, clear, colorless

anion traces

chloride (Cl^-): ≤0.001%
sulfate (SO₄^2-): ≤0.035%

cation traces

Fe: ≤0.001%
heavy metals (as Pb): ≤0.002%

SMILES string

[H]O[H].[H]O[H].OC(=O)c1cc(ccc1O)S(O)(=O)=O

InChI

1S/C7H6O6S.2H2O/c8-6-2-1-4(14(11,12)13)3-5(6)7(9)10;;/h1-3,8H,(H,9,10)(H,11,12,13);2*1H2

InChI key

BHDKTFQBRFWJKR-UHFFFAOYSA-N

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This Item	86195	247006	S2130
Sigma-Aldrich S3147 5-Sulfosalicylic acid dihydrate	Sigma-Aldrich 86195 5-Sulfosalicylic acid dihydrate	Sigma-Aldrich 247006 5-Sulfosalicylic acid dihydrate	Sigma-Aldrich S2130 5-Sulfosalicylic acid dihydrate
technique(s) electrophoresis: suitable	technique(s) -	technique(s) -	technique(s) -
assay ≥99%	assay ≥98.0% (T)	assay ≥99%, 99.0-101.0% (ACS specification)	assay ≥99%
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
form powder or crystals	form solid	form solid	form -
solubility water: soluble 100 mg/mL, clear, colorless	solubility water: soluble 127.1 g/L at 20 °C	solubility water: soluble 127.1 g/L at 20 °C	solubility water: soluble 100 mg/mL, clear, colorless
anion traces chloride (Cl^-): ≤0.001%, sulfate (SO₄^2-): ≤0.035%	anion traces chloride (Cl^-): ≤50 mg/kg	anion traces chloride (Cl^-): ≤0.001%, sulfate (SO₄^2-): ≤0.02%	anion traces -

General description

5-Sulfosalicylic acid is a strong acid capable of protonating water.[1] It forms a new theophylline complex, which was investigated by X-ray photoelectron spectroscopy (XPS).[2] It forms 1:1 proton-transfer compounds with the ortho-substituted monocyclic heteroaromatic Lewis bases. Their crystal structures have been studied.[1]

Application

5-Sulfosalicylic acid (3.5%) in 12% trichloroacetic acid is commonly used as a fixing solution for proteins in agarose and polyacrylamide gels.

5-Sulfosalicylic acid dihydrate may be employed for the quantification of doxorubicin derived from PEGylated liposomal doxorubicin (Doxil) and its major metabolite in human plasma by HPLC.[3] It may be used in the preparation of poly[[tris(di-2-pyridylamine)tris([μ]-5-sulfonatosalicylato)tricopper(II)] trihydrate].[4]

Analysis Note

Tested for use in fixing solutions for PAGE, SDS-PAGE and IEF.

Pictograms

GHS05

Signal Word

Danger

Hazard Statements

H314

Precautionary Statements

P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Rapid determination of PEGylated liposomal doxorubicin and its major metabolite in human plasma by ultraviolet-visible high-performance liquid chromatography.

David L Chin et al.

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 779(2), 259-269 (2002-10-04)

A high-performance liquid chromatographic method was developed for the quantification of doxorubicin derived from PEGylated liposomal doxorubicin (Doxil) and its major metabolite in human plasma. This method utilizes Triton X-100 to disperse the liposome, followed by a protein precipitation step

5-Hydroxytryptophan Suppresses the Abdominal Fat Deposit and Is Beneficial to the Intestinal Immune Function in Broilers.

Hui Wang et al.

Frontiers in physiology, 11, 655-655 (2020-07-01)

Serotonin (5-HT), a monoaminergic neurotransmitter, involves in the regulation of many physiological functions. In the present study, the effects of 5-hydroxytryptophan (5-HTP), the precursor of 5-HT, on lipid metabolism and intestinal immune function in broiler chickens were investigated in chickens.

Identification of protonation state by XPS, solid-state NMR, and DFT: characterization of the nature of a new theophylline complex by experimental and computational methods.

Joanna S Stevens et al.

The journal of physical chemistry. B, 114(44), 13961-13969 (2010-10-22)

Recent studies suggested that X-ray photoelectron spectroscopy (XPS) sensitively determines the protonation state of nitrogen functional groups in the solid state, providing a means for distinguishing between co-crystals and salts of organic compounds. Here we describe how a new theophylline

Hydrogen bonding in proton-transfer compounds of 5-sulfosalicylic acid with ortho-substituted monocyclic heteroaromatic Lewis bases.

Smith G, et al.

Journal of Chemical Crystallography, 36(12), 841-849 (2006)

Poly [[tris (di-2-pyridylamine) tris (μ-5-sulfonatosalicylato) tricopper (II)] trihydrate].

Fan SR and Zhu LG.

Acta Crystallographica Section E, Structure Reports Online, 61(1), m174-m176 (2004)

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