TY - JOUR
T1 - Interfacial behavior of uracil derivatives
AU - Bake, James G.
AU - Christian, Sherril D.
AU - Kim, M. H.
AU - Dryhurst, Glenn
N1 - Copyright:
Copyright 2020 Elsevier B.V., All rights reserved.
PY - 1979/5
Y1 - 1979/5
N2 - The adsorption of a number of methylated uracil derivatives and of 5-fluorouracil has been studied by surface electrochemical methods at a mercury electrode. All derivatives exhibit an initial or dilute adsorption region where they are adsorbed flat on the electrode surface and are bound by π-electron overlap with the electrode. Uracil, thymine, 1,5-dimethyl-uracil, 5,6-dimethyluracil, 1,5,6-trimethyluracil and 5-fluorouracil undergo a surface reorientation from the initial flat solution activities for each compound. An unsubstituted N(3)-H group is an absolute requirement for a uracil derivative to be capable of adopting the perpendicular surface stance. In the perpendicular orientation the uracil derivative appears to be bound to the electrode primarily via a N(3)-H--(-) electrode bond although a similar but weaker hydrogen bond can be formed via the N(1)-H group for certain compounds.
AB - The adsorption of a number of methylated uracil derivatives and of 5-fluorouracil has been studied by surface electrochemical methods at a mercury electrode. All derivatives exhibit an initial or dilute adsorption region where they are adsorbed flat on the electrode surface and are bound by π-electron overlap with the electrode. Uracil, thymine, 1,5-dimethyl-uracil, 5,6-dimethyluracil, 1,5,6-trimethyluracil and 5-fluorouracil undergo a surface reorientation from the initial flat solution activities for each compound. An unsubstituted N(3)-H group is an absolute requirement for a uracil derivative to be capable of adopting the perpendicular surface stance. In the perpendicular orientation the uracil derivative appears to be bound to the electrode primarily via a N(3)-H--(-) electrode bond although a similar but weaker hydrogen bond can be formed via the N(1)-H group for certain compounds.
UR - http://www.scopus.com/inward/record.url?scp=0039362169&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0039362169&partnerID=8YFLogxK
U2 - 10.1016/0301-4622(75)80050-0
DO - 10.1016/0301-4622(75)80050-0
M3 - Article
C2 - 16997201
AN - SCOPUS:0039362169
SN - 0301-4622
VL - 9
SP - 355
EP - 367
JO - Biophysical Chemistry
JF - Biophysical Chemistry
IS - 4
ER -