8-anilinonaphthalene-1-sulfonic acid

Structural formula
General
Surname	8-anilinonaphthalene-1-sulfonic acid
other names	N -phenylperic acid; ANS; 1-anilinonaphthalene-8-sulfonic acid; Phenyl-1-8-naphthylamine sulfonic acid; Sulfonic acid blue R;
Molecular formula	C 16 H 13 NO 3 S
Brief description	gray powder
External identifiers / databases
EC number	201-438-7
ECHA InfoCard	100.001.308
PubChem	1369
ChemSpider	1328
DrugBank	DB04474
Wikidata	Q4644260
properties
Molar mass	299.34 g mol −1
Physical state	firmly
Melting point	215-217 ° C
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

8-anilinonaphthalene-1-sulfonic acid, crystals microscopically in transmitted light and fluorescence in black light

8-anilinonaphthalene-1-sulfonic acid (ANS) is a chemical compound from the group of sulfonic acids . ANS is used for fluorescent labeling of proteins . The light intensity increases when ANS binds to a hydrophobic region of a protein. ANS is used to stain the membranes of mitochondria . When proteins are denatured with chaotropes , the number of bound ANS molecules increases with unfolding .

Individual evidence

^ F. Mayer: Chemistry of organic dyes. Рипол Классик, ISBN 978-5-877-06767-7 , p. 55 ( limited preview in Google Book Search).
↑ ^a ^b ^c Data sheet 8-Anilino-1-naphthalenesulfonic acid from Sigma-Aldrich , accessed on May 22, 2017 ( PDF ).
↑ A. Málnási-Csizmadia, G. Hegyi, F. Tölgyesi, AG Szent-Györgyi, L. Nyitray: Fluorescence measurements detect changes in scallop myosin regulatory domain. In: FEBS Journal . Volume 261, Number 2, April 1999, pp. 452-458, PMID 10215856 .
↑ N. Gains, AP Dawson: 8-Anilinonaphthalene-1-sulphonate interaction with whole and disrupted mitochondria: a re-evaluation of the use of double-reciprocal plots in the derivation of binding parameters for fluorescent probes binding to mitochondrial membranes. In: Biochem J . Volume 148, Number 1, April 1975, pp. 157-160, PMID 1156395 , PMC 1165518 (free full text).
↑ VN Uversky, S. Winter, G. Löber: Use of fluorescence decay times of 8-ANS-protein complexes to study the conformational transitions in proteins which unfold through the molten globule state. In: Biophysical Chemistry . Volume 60, Number 3, June 1996, pp. 79-88, PMID 8679928 .

[mayer-1] F. Mayer: Chemistry of organic dyes. Рипол Классик, ISBN 978-5-877-06767-7 , p. 55 ( limited preview in Google Book Search).

[Sigma-2] Data sheet 8-Anilino-1-naphthalenesulfonic acid from Sigma-Aldrich , accessed on May 22, 2017 ( PDF ).

[3] A. Málnási-Csizmadia, G. Hegyi, F. Tölgyesi, AG Szent-Györgyi, L. Nyitray: Fluorescence measurements detect changes in scallop myosin regulatory domain. In: FEBS Journal . Volume 261, Number 2, April 1999, pp. 452-458, PMID 10215856 .

[4] N. Gains, AP Dawson: 8-Anilinonaphthalene-1-sulphonate interaction with whole and disrupted mitochondria: a re-evaluation of the use of double-reciprocal plots in the derivation of binding parameters for fluorescent probes binding to mitochondrial membranes. In: Biochem J . Volume 148, Number 1, April 1975, pp. 157-160, PMID 1156395 , PMC 1165518 (free full text).

[5] VN Uversky, S. Winter, G. Löber: Use of fluorescence decay times of 8-ANS-protein complexes to study the conformational transitions in proteins which unfold through the molten globule state. In: Biophysical Chemistry . Volume 60, Number 3, June 1996, pp. 79-88, PMID 8679928 .