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. 2014 Oct 20;115(6):2296–2349. doi: 10.1021/cr5003529

Figure 35.

Figure 35

Biosynthetic incorporation of PTM analogues through dehydroalanine intermediates. Dehydroalanine can be generated through selenoxide pyrolysis (left) or cysteine-specific reagents (right). Michael addition of thiols to dehydroalanine generates PTM analogues, albeit with loss of stereochemical information.