281666-49-7

Upstream product

• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 14191-91-4 L-α-Amino-β-guanidinopropionic acid 
• 501-53-1 benzyl chloroformate 
• 2304-96-3 N-benzyloxycarbonyl-L-asparagine 
• 35761-26-3 (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid 
• 4023-02-3 1H-pyrazole-1-carboximidamide hydrochloride 

Downstream Products

• 281666-50-0 N^α-benzyloxycarbonyl-β-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)guanidino-L-α-alanine 

Relevant academic research and scientific papers

COMPOSITIONS AND METHODS FOR THE TREATMENT OF BACTERIAL INFECTIONS

Compositions and methods for the treatment of bacterial infections include compounds containing dimers of cyclic heptapeptides conjugated to one or more monosaccharide or oligosaccharide moieties. In particular, compounds can be used in the treatment of bacterial infections caused by Gram-negative bacteria.

Synthesis of alanine and proline amino acids with amino or guanidinium substitution on the side chain

Competitive binding of peptides containing basic amino acids to disrupt or prevent the Tat-TAR interaction could result in diminished transcription as well as translation and hence constitutes an alternative way of controlling HIV replication. Therefore, we synthesized guanidinium and amino containing amino acids, based on a proline or an alanine scaffold. The introduction of the guanidinium moiety was best accomplished using 1H- pyrazole-1-carboxamidine hydrochloride, with Pmc used for its protection. The absence of racemization, maintained throughout the whole synthesis, was confirmed by chiral purity determination. These building blocks were smoothly incorporated into oligopeptides, which proved their suitability for use in a combinatorial approach for selecting TAR binding ligands. (C) 2000 Elsevier Science Ltd.