253790-44-2

Basic information

• Product Name: Boc-(S)-β³-HPro-(S)-β³-HPro-OBn
• Synonyms: Boc-(S)-β³-HPro-(S)-β³-HPro-OBn
• CAS NO: 253790-44-2
• Molecular Weight: 430.544
• Mol File: 253790-44-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Boc-(S)-β³-HPro-(S)-β³-HPro-OBn(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-(S)-β³-HPro-(S)-β³-HPro-OBn(253790-44-2)
• EPA Substance Registry System: Boc-(S)-β³-HPro-(S)-β³-HPro-OBn(253790-44-2)

Safety Data

• Hazardous Substances Data: 253790-44-2(Hazardous Substances Data)

Upstream product

• 101130-03-4 tert-butyl (S)-2-(diazoacetyl)pyrrolidine-1-carboxylate 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 56502-01-3 (2S)-1-tert-butoxycarbonyl-2-carboxymethylpyrrolidine 

Relevant articles and documents

Oligomers of β2- and of β3-homoproline: What are the secondary structures of β-peptides lacking H-bonds?

To study the role of H-bonds in stabilizing β-peptidic secondary structures, we have synthesized β-oligopeptides (up to the octadecamer 12) consisting of β2- and β3-homoproline, i.e., β-peptides lacking amide protons. The enantiomer purity of the building block β2-homoproline (nipecotic acid, 4) was determined by HPLC analysis of the N-(2,4- dinitrophenyl) derivative 5 on a Chiralcel-OD column (cf. Fig. 2). The CD spectra of the all-(S)-β2- and all-(S)-β3-HPro-containing, β-peptides display novel and intensive CD patterns which may be indicative of a secondary structure (cf. Fig. 3). It is noteworthy that a distinct CD pattern was observed with the β3-HPro derivatives containing as few as three residues (7a). The crystal structure of a N-deprotected β3-HPro-tripeptide 7c is presented (cf. Figs. 4 and 5), and a model for the structure of β- peptides consisting of β3-HPro is discussed (cf. Figs. 6 and 7).