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A high number of protease inhibitors (PI) have been identified in diverse plant species but information about their role in plant stress responses is still fragmentary. Transcript profiling of six published serine and cysteine protease inhibitor sequences in water-deprived plants from four winter wheat (Triticum aestivum) varieties with varying tolerance was performed in order to outline PIs predominantly accumulating under drought. Expression was analyzed by real time RT-qPCR. Considerable transcript accumulation of Bowman–Birk type PI WALI3 (BBPI) was detected in drought stressed leaves suggesting an important regulatory role of BBPI in adjustment of protein metabolism in leaves under dehydration. Serpin transcripts were less represented in water-deprived plants. Transient accumulation of cystatin transcripts revealed organ-specificity. Under drought cystatin and serpin expression in the leaves of the most drought tolerant variety “Katya” tended to preserve relatively stable levels close to the controls. This preliminary data will serve for future detailed study of regulation of proteolysis in winter wheat subjected to unfavorable environmental factors for development of molecular-based strategies for selection of tolerant varieties.