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. Author manuscript; available in PMC: 2023 Jan 1.
Published in final edited form as: Methods Enzymol. 2021 Dec 21;665:177–208. doi: 10.1016/bs.mie.2021.11.018

Figure 2. Phenylglyoxal Overview.

Figure 2

Overview of phenylglyoxal probe chemistry. (A) General conditions for labeling 1° ureido groups in a methanolic bacterial extract. Under acidic conditions, 3-bromo-phenylglyoxal (compound 1) is selective for 1° ureido over 1° guanidino groups. (B) Three representative NPs that are reactive towards 3-bromophenylglyoxal with the site of modification in blue. Natural citrulassin is found in a threaded “lasso” conformation but drawn in a branched-cyclic form for improved structural visualization.