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S3147

Sigma-Aldrich

5-Sulfosalicylic acid dihydrate

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/REAXYS Number:
650741
EC Number:
202-555-6
MDL number:
MFCD00149540
UNSPSC Code:
41105319
PubChem Substance ID:
24899547
NACRES:
NB.22

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 (SO42-): ≤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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General description

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

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. It may be used in the preparation of poly[[tris(di-2-pyridylamine)tris([μ]-5-sulfonatosalicylato)tricopper(II)] trihydrate].

Analysis Note

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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
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)
Megan A Dickson et al.
Reproductive biology and endocrinology : RB&E, 18(1), 49-49 (2020-05-16)
Cigarette smokers have a reduced risk of developing preeclampsia, possibly attributed to an increase in carbon monoxide (CO) levels. Carbon monoxide is a gasotransmitter that has been implicated in maintaining vascular tone, increasing angiogenesis, and reducing inflammation and apoptosis at
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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