8-Aminopyrene-1,3,6-trisulfonic acid sodium salt - CAS 196504-57-1
Catalog number: B0245-086744
Molecular Formula:
C16H8NNa3O9S3
Molecular Weight:
523.4
COA:
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Application\Fluorophore:
Other Fluorescent Probes
Description:
8-Aminopyrene-1,3,6-trisulfonic acid is an anionic fluorescent probe for the detection of saccharides. It is pH-sesitive, with the emission maximum remaining constant over the pH range of 4-10.
Ordering Information
Catalog Number Size Price Stock Quantity
B0245-086744 1 g $799 In stock
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Purity:
≥95%
Related CAS:
51987-58-7 (free acid)
Appearance:
Dark Yellow to Brown Solid
Synonyms:
APTS; Trisodium 8-aminopyrene-1,3,6-trisulfonate; 8-amino-1,3,6-pyrenetrisulfonic acid trisodium salt
Storage:
Store at -20°C
MSDS:
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Melting Point:
>185°C (dec.)
Excitation:
425 nm
Emission:
503 nm
InChIKey:
XSTNYACEWLNWPY-UHFFFAOYSA-K
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
Canonical SMILES:
C1=CC2=C3C(=C(C=C2S(=O)(=O)[O-])S(=O)(=O)[O-])C=CC4=C(C=C(C1=C43)N)S(=O)(=O)[O-].[Na+].[Na+].[Na+]
1.Charge redistribution and photoacidity: neutral versus cationic photoacids.
Spry DB1, Fayer MD. J Chem Phys. 2008 Feb 28;128(8):084508. doi: 10.1063/1.2825297.
A series of pyrene photoacids is used to investigate excited-state proton transfer with time-dependent pump-probe spectroscopy. The deprotonation dynamics of a cationic photoacid, 8-aminopyrene-1,3,6-trisulfonic acid trisodium salt (APTS), shows single exponential dynamics( approximately 30 ps) in water. This is in contrast to what is observed for the neutral photoacids 8-hydroxypyrene-1,3,6-trisulfonic acid trisodium salt (HPTS) and 8-hydroxy-N,N,N',N',N",N"-hexamethylpyrene-1,3,6-trisulfonamide, which display biexponential dynamics. For the cationic photoacid, the vast majority of the intramolecular charge redistribution does not occur in the protonated state. Instead, the charge redistribution, which is responsible for the photoacidity and the observed spectroscopic changes, occurs primarily following the excited-state proton transfer. The lack of charge redistribution prior to proton transfer causes APTS to display single exponential kinetics.
2.Detection and identification of rhamnogalacturonan lyase activity in intercellular spaces of expanding cotton cotyledons.
Naran R1, Pierce ML, Mort AJ. Plant J. 2007 Apr;50(1):95-107. Epub 2007 Mar 5.
Rhamnogalacturonan lyase (RG lyase) activity has been detected and its relative activity measured in vivo during the expansion of cotton (Gossypium hirsutum L.) cotyledons. Rhamnogalacturonan (RG) oligomers labeled with a fluorescent tag were injected into the intercellular spaces of cotton cotyledons and, after incubation, the digested substrate was rinsed out. Enzyme digestion products were detected and identified by capillary zone electrophoresis. Rhamnogalacturonan lyase products were identified as such by co-migration with the digestion products of linear RG oligomers when the oligomers were treated with fungal RG lyase but not when treated with fungal RG hydrolase. In addition, reaction of plant RG lyase digestion products of RG oligomers with I(2)/KI, which selectively removes unsaturated galactopyranosyluronic acid (GaLap) residues formed at the non-reducing end of the oligomer, converted the plant digestion products into RG oligomers that co-migrated with fungal RG hydrolase products.
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CAS 196504-57-1 8-Aminopyrene-1,3,6-trisulfonic acid sodium salt

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