This paper is concerned with orthonormal systems in real intervals, given with zero Dirichlet boundary conditions. More specifically, our interest is in systems with a skew-symmetric differentiation matrix (this excludes orthonormal polynomials). We consider a simple construction of such systems and pursue its ramifications. In general, given any \(\text {C}^1(a,b)\) weight function such that \(w(a)=w(b)=0\) , we can generate an orthonormal system with a skew-symmetric differentiation matrix. Except for the case \(a=-\infty \) , \(b=+\infty \) , only few powers of that matrix are bounded and we establish a connection between properties of the weight function and boundedness. In particular, we examine in detail two weight functions: the Laguerre weight function \(x^\alpha \textrm{e}^{-x}\) for \(x>0\) and \(\alpha >0\) and the ultraspherical weight function \((1-x^2)^\alpha \) , \(x\in (-1,1)\) , \(\alpha >0\) , and establish their properties. Both weights share a most welcome feature of separability, which allows for fast computation. The quality of approximation is highly sensitive to the choice of \(\alpha \) , and we discuss how to choose optimally this parameter, depending on the number of zero boundary conditions.