We have conducted a survey of deuterium fractionation of N2H+, RD(N2H+) ≡ N(N2D+)/N(N2H+), with the Arizona Radio Observatory (ARO) Submillimeter Telescope (SMT) to assess the use of RD(N2H+) as an evolutionary tracer among massive protostellar/cluster cores in early stages. Our sample includes 32 dense cores in various evolutionary stages, from high-mass starless cores (HMSCs), high-mass protostellar objects (HMPOs), to ultra-compact (UC) HII regions, in infrared dark clouds (IRDCs) and high infrared extinction clouds. The results show a decreasing trend in deuterium fractionation with evolutionary stage traced by gas temperature and line width (Fig. 1). A moderate increasing trend of deuterium fractionation with the CO depletion factor is also found among cores in IRDCs and HMSCs. These suggest a general chemical behavior of deuterated species in low- and high-mass protostellar candidates. Upper limits to the ionization degree are also estimated to be in the range of 4 × 10−8 − 5 × 10−6.