Proton magnetic resonance study of conformational dynamics, coordinated internal motions, and chemical shifts of tocinamide

Biochemistry ◽  
1977 ◽  
Vol 16 (10) ◽  
pp. 2248-2254 ◽  
Author(s):  
Leslie J. F. Nicholls ◽  
Claude R. Jones ◽  
William A. Gibbons

1965 ◽  
Vol 43 (6) ◽  
pp. 1792-1797 ◽  
Author(s):  
George R. Pettit ◽  
Joseph A. Settepani ◽  
Ralph A. Hill

The proton magnetic resonance chemical shifts of N-bis(2-haloethyl)amine hydrohalide salts have been found useful for rapidly assessing organohalide composition. An important illustration of nitogen mustard reactivity was obtained by observing the p.m.r. response of N-bis(2-haloethyl)amine hydrohalide salts (in deuterium oxide) following neutralization. In general, the amines rapidly entered a complex series of intra- and inter-molecular reactions. Among the substances studied N-bis(2-fluoroethyl)amine was by far the most stable and remained essentially unchanged during a 7-day period. By contrast N-bis(2-iodoethyl)amine was completely transformed in less than 6 min. The self-condensation reactions of, for example, N-bis(2-chloroethyl)amine appear to be accompanied by transient formation of N-2-chloroethylaziridine (IIIb). The present investigation indicates that p.m.r. spectroscopy is a valuable technique for evaluating the course of nitrogen mustard self-condensation reactions.



1975 ◽  
Vol 53 (8) ◽  
pp. 1193-1203 ◽  
Author(s):  
Frank E. Hruska ◽  
Donald J. Wood ◽  
Kelvin K. Ogilvie ◽  
James L. Charlton

The p.m.r. data of d(TpT) and its predominant u.v. photoproduct d(T[p]T) in aqueous solution are compared. The data are consistent with the presence of a cis-syn cyclobutane ring in d(T[p]T). Consideration of the H1′ chemical shifts leads to the conclusion that changes in the sugar–base torsion angle of both nucleotide fragments of the parent molecule are required to bring the thymine bases into alignment for photodimerization. The coupling constants indicate that the conformation of the 5′-terminal fragment is only slightly affected by the cyclobutane ring formation. Photodimerization brings about a distortion of the sugar pucker in the 3′-terminal fragment. In this fragment both the gauche-gauche and gauche-trans conformers are significantly populated whereas the trans-gauche form is excluded.



1978 ◽  
Vol 69 (3) ◽  
pp. 1263 ◽  
Author(s):  
A. Watton ◽  
E. C. Reynhardt ◽  
H. E. Petch


1978 ◽  
Vol 17 (7) ◽  
pp. 1855-1857 ◽  
Author(s):  
Geoffrey J. Honan ◽  
Stephen F. Lincoln ◽  
Evan H. Williams




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