Total column measurements of CO2 (XCO2) have been proposed as a possible way to estimate emissions from large urban regions. Using calculations from the Weather Research and Forecasting (WRF) model with a 1km emissions field, we investigate the viability of both real and proposed observing systems consisting of surface and/or column measurements for constraining emission sources of various types and sizes in the San Francisco Bay Area. We find that column observations are best suited for assessing enhancements downwind of very large emissions sources. For smaller sources (such as highways), in situ surface monitors are required to provide sufficient sensitivity. We explore methods for estimating emissions from the real and simulated observations.