F. Lopezcarrasquero et al., POLY(ALPHA-BUTYL BETA-L-ASPARTATE) - A 2ND ALKOXYCARBONYL NYLON-3 DERIVATIVE IN HELICAL CONFORMATION, Macromolecular chemistry and physics, 196(1), 1995, pp. 253-268
A structural study was carried out on poly(alpha-butyl beta-L-aspartat
e), which is a stereoregular nylon-3 derivative with an alkoxycarbonyl
group attached to the beta-carbon of the main-chain repeating unit. T
wo crystal forms, namely hexagonal and tetragonal, made of 13/4 and 4/
1 helices, respectively, and bearing a structural resemblance to the p
olypeptide alpha-helix, were characterized by X-ray diffraction. Thoug
h these forms are basically identical to those previously reported for
poly(alpha-isobutyl beta-L-aspartate), the crystal transition from he
xagonal to tetragonal known to take place in this polymer by effect of
heating, was not observed in the present case. Modeling calculations
revealed that although similar conformations are favoured for the two
polymers in both crystal forms, the relative stability of the 13/4 hel
ix to the 4/1 helix was found to be significantly reduced in the case
of the butyl derivative. The presence of helical conformation in solut
ion has been evidenced by both H-1 NMR and circular dichroism and the
helix-coil transition promoted by acids was investigated by means of t
hese techniques.