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Attributes of Pro derivatives. (A) The pucker of the pyrrolidine ring can be enforced by the gauche effect arising from an electronegative Cγ substituent (R1 or R2), which adopts the pseudo-axial position. Hyp: R1=OH, R2=H; hyp: R1=H, R2=OH; Mop: R1=OMe, R2=H; mop: R1=H, R2=OMe. (B) Intramolecular hydrogen bond in hyp. (C) Interstrand hydrogen bonds in a collagen triple helix. Oi of a hyp residue in the Xaa position is red in panels B and C.
