661. 1-Anilino-8-naphthalenesulfonate

Nomenclature

CAS number: 82-76-8
8-(Phenylamino)-1-naphthalenesulfonic acid; 8-anilino-1-naphthalenesulfonic acid; ANS; phenylperi acid.
C16H13NO3S; mol wt 299.34.
C 64.20%, H 4.38%, N 4.68%, O 16.03%, S 10.71%.

Description and references

Hydrophobic fluorescent probe for protein studies; originally used in prepn of aniline dyes. Prepd from 8-aminonaphthalenesulfonic acid, aniline and anilinium hydrochloride. Fluorescence spectrum: L. Stryer, Science 162, 526 (1968). Binding to bovine serum albumin: G. Weber, L. B. Young, J. Biol. Chem. 239, 1415 (1964); to lipoproteins: R. A. Muesing, T. Nishida, Biochemistry 10, 2952 (1971); to chymotrypsin: J. D. Johnson et al., ibid. 18, 1292 (1979); L. D. Weber et al., ibid. 1297. Interaction with rod outer segment membrane: U. P. Andley, B. Chakrabarti, ibid. 20, 1687 (1981).

Chemical structure

Derivative

Magnesium salt.
C32H24MgN2O6S2; mol wt 620.98.
C 61.89%, H 3.90%, Mg 3.91%, N 4.51%, O 15.46%, S 10.33%.

Properties

Green crystals from water. uv max: 350 nm (ε 4.95 × 103).

Derivative

Ammonium salt.
C16H16N2O3S; mol wt 316.37.
C 60.74%, H 5.10%, N 8.85%, O 15.17%, S 10.14%.

Properties

mp 242-244°.

Use

Fluorescent probe. In protein conformation studies. Magnesium salt as visualization reagent for proteins.