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The position of the β-hydroxy group of the lactame ring, involved in hydrogen binding to both Asp25 and Asp125 in 13i (gold), is different in 19d (purple) and 19b (not shown) exhibiting the three-carbon linker. This leads to a loss of a hydrogen bond to one of the catalytic aspartates. The position of the β-hydroxy group involved in hydrogen binding in 19d is 2.1 Å from the position observed in 13i.
