Table 1.

Some Common Reactions Used for Intramolecular Peptide Cross-Linking

Cross-Linking Reaction	Reaction Conditionsa	Synthesis Mode	References
	10 mM Grubbs catalyst in 1,2-dichloroethane, 2 h	On resin	Miller, Blackwell, and Grubbs (1996) and Schafmeister, Po, and Verdine (2000)
	1.5 equiv. BOP, 2 equiv. DIPEA, DMF, 24 h	On resin	Shepherd, Hoang, Abbenante, and Fairlie (2005)
	Aqueous 6 M Gdm-HCl, pH 8.0, 2 h	In solution	Brunel and Dawson (2005)
	50:50 CH3CN/H2O with 5 mM NH4HCO3 pH 8.0, m-dibromoxylene, 15–120 min	In solution and on resin	Jo et al. (2012) and Timmerman, Beld, Puijk, and Meloen (2005)
	2:1 H2O/t-BuOH, 4.4 equiv. CuSO4·5H2O, 30–90 min	In solution and on resin	Kawamoto et al. (2012) and White and Yudin (2011)
	Aqueous 50 mM Tris, DMF, hexafluorobenzene, 4.5 h	In solution	Spokoyny et al. (2013)
	DMF, radical initiator, 365 nm UV, 1 h	In solution	Wang and Chou (2015)

^aAll reactions listed were run at room temperature for the times indicated.

BOP, (benzotriazol-1-yloxy) tris(dimethylamino)phosphonium hexafluorophosphate; DIPEA, N,N-diisopropylethylamine; DMF, N,N-dimethylformamide; Gdm-HCl, guanadinium hydrochloride.