The interaction of glutaraldehyde with poly(α,L‐lysine), n‐butylamine, and collagen. I. The primary proton release in aqueous medium

Abstract

SynopsisThe interaction between poly(a,L-lysine) (G = 180) and glutaraldehyde was investigated in dilute aqueous solution by measurement of the kinetics of proton release a t constant pH and temperature and a t various concentrations of the reaction components. Under various conditions, the release of protons a t constant pH appeared kinetically to be composed of a t least two steps: an initial zero-order reaction, followed by a slower reaction.At excess of polylysine amino groups, the pH optimum for the rates of reaction was at pH 9-10 (24-25OC). Under the conditions used and a t pH 8, the initial rate of the second kinetic step was proportional to the glutaraldehyde concentration and was practically independent of polylysine concentration a t pH 8 and 8.6, a t an excess of amino groups. At pH values of 7, 8, and 8.6 the apparent overall energy of activation for the second kinetic step was 18-19 kcal/mole (temp. range 4-40"C). Comparing acetaldehyde with the difunctional glutaraldehyde, it was found that the rate of proton release was much smaller in the case of acetaldehyde. Comparing n-butylamine with the macromolecular polylysine a t equal concentrations of amino groups, the rates of proton release were much smaller in the case of n-butylamine. Collagen in aqueous medium also interacted with glutaraldehyde in a manner analogous to polylysine, although the conditions were not quite comparable. In the case of collagen, the initial fast proton liberation step was relatively much larger than in the case of polylysine.A reaction scheme for the initial reaction steps is being proposed which includes primary complex formation between glutaraldehyde and polylysine. This dialdehyde-polyamino acid system is considered to serve as a model for tanning processes of hides and for fixation procedures.

Kinetic properties of subtilisin type Carlsberg in the crystalline state

“…Short exposure of the crystals to higher or lower pHvalues had only small effects on the slow base uptake which presumably originated from some byproducts of the reaction of glutaraldehyde with the protein. Similar effects were noted by BLAUER et al (4) from the interaction between glutaraldehyde and collagen.…”

Amine-Aldehyde Polycondensation Chemistry in Monolayer Films. An Approach Toward Achieving a Light Energy Transducing Molecular Organizate

“…Some confidence in this assumption can be obtained from similar observations for the radical polymerizations of vinyl stearate monolayers,13 polycondensation of glycine cetyl ester monolayers,13 and saponification of stearate monolayers by Ca2+. 25 Further, studies of the primary proton release in aqueous solution reactions between 1,5-pentanedial(glutaraldehyde) and PL showed that the pH optimum for the reaction rate was at pH [9][10]26 the range in which ? ?srel also attains its maximum value.…”