Interactions between DNA and psoralenamines studied with dichroism techniques
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Interactions between DNA and psoralenamines studied with dichroism techniques. / Nordén, B; Wirth, M; Ygge, B; Buchardt, O; Nielsen, Peter E.
In: Photochemistry and Photobiology, Vol. 44, No. 5, 11.1986, p. 587-94.Research output: Contribution to journal › Journal article › Research › peer-review
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T1 - Interactions between DNA and psoralenamines studied with dichroism techniques
AU - Nordén, B
AU - Wirth, M
AU - Ygge, B
AU - Buchardt, O
AU - Nielsen, Peter E.
PY - 1986/11
Y1 - 1986/11
N2 - The interaction of a series of water‐soluble mono‐ and bis‐psoralenamines with calf thymus DNA has been studied with flow UV linear dichroism (LD), circular dichroism (CD) and equilibrium techniques. The positive charge of a protonated amino group strongly enhances the DNA affinity compared to that of the parent compound, 8‐methoxypsoralen. The orientation of the psoralen when bound to DNA, depends on the position of the amino substituent. With amino substituents in the 5‐position (on the‘hydrophobic edge’of psoralen) psoralenamines tend to bind with a considerable tilt relative to the average orientation of the DNA base‐pairs. The tilt generally increases with an increased psoralen: base‐pair ratio, indicating a more random, nonintercalated binding. With the amino substituents in the 8‐position the psoralen binds with its plane parallel to that of the DNA bases as expected for intercalation. The DNA CD supports that these psoralenamines induce a considerable perturbation of the DNA structure, and the CD induced in the psoralen chromophore is in qualitative agreement with intercalation. The study also includes a theoretical and an experimental determination of the UV transition moments of the psoralen chromophore.
AB - The interaction of a series of water‐soluble mono‐ and bis‐psoralenamines with calf thymus DNA has been studied with flow UV linear dichroism (LD), circular dichroism (CD) and equilibrium techniques. The positive charge of a protonated amino group strongly enhances the DNA affinity compared to that of the parent compound, 8‐methoxypsoralen. The orientation of the psoralen when bound to DNA, depends on the position of the amino substituent. With amino substituents in the 5‐position (on the‘hydrophobic edge’of psoralen) psoralenamines tend to bind with a considerable tilt relative to the average orientation of the DNA base‐pairs. The tilt generally increases with an increased psoralen: base‐pair ratio, indicating a more random, nonintercalated binding. With the amino substituents in the 8‐position the psoralen binds with its plane parallel to that of the DNA bases as expected for intercalation. The DNA CD supports that these psoralenamines induce a considerable perturbation of the DNA structure, and the CD induced in the psoralen chromophore is in qualitative agreement with intercalation. The study also includes a theoretical and an experimental determination of the UV transition moments of the psoralen chromophore.
KW - Circular Dichroism
KW - DNA
KW - Furocoumarins
KW - Nucleic Acid Conformation
KW - Spectrophotometry, Ultraviolet
U2 - 10.1111/j.1751-1097.1986.tb04713.x
DO - 10.1111/j.1751-1097.1986.tb04713.x
M3 - Journal article
C2 - 3809255
VL - 44
SP - 587
EP - 594
JO - Photochemistry and Photobiology
JF - Photochemistry and Photobiology
SN - 0031-8655
IS - 5
ER -
ID: 203631619