TY - JOUR
T1 - Aggregation of acridine orange
T2 - Crystal structure of acridine orange tetrachlorozincate 2C17H19N3·2HCl·ZnCl2·CH3COOH
AU - Obendorf, S. K.
AU - Glusker, Jenny Pickworth
AU - Hansen, Paul R.
AU - Berman, Helen M.
AU - Carrell, H. L.
N1 - Funding Information:
Acridine orange is used as a biological stain for nucleic acids and polysaccharides. It also shows mutagenic and antibacterial activity_ The interaction of acridine derivatives, such as acridine orange, proflavine and 9-aminoacridine, with DNA has been studied extensively. There appear to be two main types of binding. One type, at low acridine concentrations, involves intercalation [l-3] _ The acridine derivative becomes insetted between the base *From the Institute for Cancer Research, The Fox Chase Cancer Center, Philadelphia, Pennsylvania 19111. This research was supported by grants CA-10925, CA-06927 and RR-05539 from the National Institutes of Health, U.S. Public Health Service, AG370 from the NationaI Science Foundation, and by an appropriation from the Commonwealth of Pennsylvania. j-Present address: Section of Biochemistry, Molecular and Cell Biology, Cornell University, Ithaca, New York 14853. -&Tow hom all correspondence and reprint requests should be addressed.
PY - 1976
Y1 - 1976
N2 - The crystal structure of the biological stain, "acridine orange," has been determined. This compound, when crystallized from ethanol, is shown to be a zinc chloride double salt of acridine orange, containing, in addition, acetic acid of crystallization. These additional components are residuals from the method of preparation of acridine orange. This complex, 2 acridine orange·2HCl·ZnCl2·CH3COOH, (2C17H19N3·2HCl·ZnCl2·CH3COOH) crystallizes in the monoclinic space group P21, a = 9.965 (2), b = 21.507 (6), c = 9.645 (2) Å, β = 113.98° (2), V = 1888.7 (8) Å3, FW = 800.0, Z = 2, Dx = 1.41 g·cm-3, Dobs = 1.43 (9) g·cm-3. Three-dimensional diffraction data were collected with CuKα radiation, and the structure refined to R = 0.065 for 1885 observed reflections. In the crystal structure hydrogen bonds are formed.
AB - The crystal structure of the biological stain, "acridine orange," has been determined. This compound, when crystallized from ethanol, is shown to be a zinc chloride double salt of acridine orange, containing, in addition, acetic acid of crystallization. These additional components are residuals from the method of preparation of acridine orange. This complex, 2 acridine orange·2HCl·ZnCl2·CH3COOH, (2C17H19N3·2HCl·ZnCl2·CH3COOH) crystallizes in the monoclinic space group P21, a = 9.965 (2), b = 21.507 (6), c = 9.645 (2) Å, β = 113.98° (2), V = 1888.7 (8) Å3, FW = 800.0, Z = 2, Dx = 1.41 g·cm-3, Dobs = 1.43 (9) g·cm-3. Three-dimensional diffraction data were collected with CuKα radiation, and the structure refined to R = 0.065 for 1885 observed reflections. In the crystal structure hydrogen bonds are formed.
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U2 - 10.1016/S0006-3061(00)80048-4
DO - 10.1016/S0006-3061(00)80048-4
M3 - Article
C2 - 953044
AN - SCOPUS:0016914881
SN - 0162-0134
VL - 6
SP - 29
EP - 44
JO - Journal of Inorganic Biochemistry
JF - Journal of Inorganic Biochemistry
IS - 1
ER -