The recent claims by three teams of the existence of methane (CH4) in Mars implied the possibility of life beyond Earth. This concept was strengthened with the recent discovery of “extremophiles”, terrestrial microorganisms capable of existing under conditions that most living things cannot tolerate. However, a more robust determination of habitability and the presence of life will require gathering a synergistic combination of information from several fields and spanning many wavelengths. Conducting searches for biomarkers at infrared wavelengths is particularly convenient owing specifically to rovibrational C-H stretching modes in hydrocarbons, which fall in the range ~ 3.2 – 3.6 µm. More generally, in the 2-5 µm spectral region, many molecules of possible biological and geothermal origin have strong signatures, for example H2O, HDO, CO2, CH4, C2H6, H2CO, CH3OH, C2H2, C2H4, SO2, OCS, N2O, NH3, HCN and CH3Cl. We have investigated, both theoretically and by means of high-resolution spectroscopic observations, this rich spectral region in comets, planets, and protoplanetary disks. Increasingly sensitive studies of cometary and planetary atmospheres have become possible thanks to recent (and ongoing) technological developments in infrared instrumentation. Specifically, the cross-dispersed infrared echelle spectrometer at Keck II (NIRSPEC) has proven to be a particularly excellent tool because of its high resolving power and broad spectral coverage. In this talk, we will present synthetic spectra and observations of comet 73P/Schwassmann-Wachmann 3 (in May 2006) and Mars (in January 2006), using NIRSPEC. Taking both bodies to be proxies for different stages of our Solar System evolution (comet: pristine, Mars: evolved), we will compare their observed chemical signatures and will discuss how they relate to the different stages of solar system evolution (and, by extension, of potential extra-solar planetary system formation and evolution).