trisodium 8-aminopyrene-1,3,6-trisulfonate

• ChemBase ID: 158632
• Molecular Formular: C16H8NNa3O9S3
• Molecular Mass: 523.40033
• Monoisotopic Mass: 522.90542668
• SMILES: c1cc2c(cc(c3c2c2c1c(cc(c2cc3)S(=O)(=O)[O-])N)S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+]
• Canonical SMILES: Nc1cc(c2c3c1ccc1c3c(cc2)c(cc1S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C16H11NO9S3.3Na/c17-11-5-12(27(18,19)20)8-3-4-10-14(29(24,25)26)6-13(28(21,22)23)9-2-1-7(11)15(8)16(9)10;;;/h1-6H,17H2,(H,18,19,20)(H,21,22,23)(H,24,25,26);;;/q;3*+1/p-3
• InChIKey: XSTNYACEWLNWPY-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium 8-aminopyrene-1,3,6-trisulfonate
• IUPAC Traditional name: trisodium 8-aminopyrene-1,3,6-trisulfonate
• Synonyms: 8-Aminopyrene-1,3,6-trisulfonic Acid Trisodium Salt; 1,3,6-Pyrenetrisulfonic acid, 8-amino trisodium salt; APTS; Trisodium 8-aminopyrene-1,3,6-trisulfonate; 8-Aminopyrene-1,3,6-trisulfonic acid trisodium salt

Database IDs

• CAS Number: 196504-57-1
• MDL Number: MFCD00674494
• PubChem SID: 162252768; 24891192
• PubChem CID: 9849652

CALCULATED PROPERTIES

• Acid pKa: -3.487392
• H Acceptors: 10
• H Donor: 1
• LogD (pH = 5.5): -6.052441
• LogD (pH = 7.4): -6.1303835
• Log P: -3.0343106
• Molar Refractivity: 99.9254 cm^3
• Polarizability: 44.05905 Å^3
• Polar Surface Area: 197.62 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Brownish Orange Solid; solid
• Melting Point: >200°C (dec.); ≥250 °C(lit.)

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥96.0% (HPCE)
• Empirical Formula (Hill Notation): C16H8NNa3O9S3

DETAILS

Sigma Aldrich - A7222

Application
APTS is a fluorescence reagent that has been demonstrated to have a high level of detection sensitivity for sugars 1 The LOD for APTS-derivatized sugars has been shown to be 0.4 nM when using a 488 nm argon-ion laser. The multi-anionic nature of APTS makes it ideal for the studies of carbohydrate molecules 2,3,4,5,6,7,8 and small hormone molecules 9 by high resolution capillary electrophoresis.

Toronto Research Chemicals - A629045

Fluorescent label for glycoproteins and saccharides.

REFERENCES

• Wang, D., et al.: Langmuir, 17, 1262 (2001)
• Cappuccio, F., et al.: J. Fluoresc., 14, 521 (2001)
• Cordes, D., et al.: Org. Biomol. Chem., 3, 1708 (2001)