TOAC (“T-O-A-C”) is a cyclic, radical one of these compounds used as a spin label in EPR spectroscopy. Isotope-labeled versions of these compounds are used in SILAC (“SYE-lack”) experiments. Derivatives of one of these compounds react with boroxines (“bor-OCK-seens”) to form asymmetric Corey–Bakshi–Shibata catalysts. These compounds are conjugated onto Wang resins using coupling agents like benzotriazoles or carbodiimides (“carbo-die-IM-mydes”) in Merrifield solid-phase synthesis. In that method, these compounds must be protected by groups like Boc (“bock”) and Fmoc (“F-mock”). These compounds are formed by treating an aldehyde with hydrogen cyanide then hydrolysis during the Strecker synthesis. Simple examples of these compounds can be formed by electrical discharges, as demonstrated by Miller and Urey. For 10 points, name these building blocks for polypeptides. ■END■
ANSWER: amino acids [or AAs; accept alpha- or beta- amino acids; accept L- or D- amino acids; accept prolines; accept peptides or dipeptides or polypeptides or solid-phase peptide synthesis until read; accept SPPS; accept proteins; prompt on amines; prompt on carboxylic acids] (TOAC is 2,2,6,6-tetramethylpiperidine-N-oxyl-4- amino-4-carboxylic acid.)
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