195812-20-5

Upstream product

• 610-23-1 4,5-dimethyl-1,2-dinitrobenzene 
• 13734-28-6 Boc-Lys-OH 
• 408328-24-5 1,2-Dimethyl-4-nitro-5-nitroso-benzene 
• 6972-71-0 4,5-dimethyl-2-nitrobenzenamine 

Downstream Products

• 195812-21-6 (S)-6-(2-Amino-4,5-dimethyl-phenylamino)-2-tert-butoxycarbonylamino-hexanoic acid 

Relevant academic research and scientific papers

Towards artificial DNA-repair enzymes: Incorporation of a flavin amino acid into DNA-binding oligopeptides

Mimicking DNA photolyases: Model proteins containing the flavin amino acid L-1 within the DNA-binding domain of a transcription factor are capable of completely repairing damage from the formation of pyrimidine dimers in single-stranded oligonucleotides.

Efficient syntheses of a flavin and an 8-hydroxy-5-deazaflavin amino acid and their incorporation into oligopeptides

We report a convenient synthesis for the cofactor amino acids (S)-3 and (S)-4 in which the C5-ribose chain of the original riboflavin and ribo-5- deazaflavin cofactors is replaced by a C5-amino acid side chain. Both cofactor amino acids are available in enantiomerically pure form in gram quantities and can be incorporated into oligopeptides using a standard Fmoc- based solid-phase peptide synthesis protocol. The benzyl-protecting group of the 8-hydroxy-5-deazaflavin can be cleaved by hydrogenolysis directly on the peptide. This allows the investigation of the properties of the peptide bound redox active OH- and the deprotonated O- form of the deazaflavin. Due to the electron- and energy-transfer properties of both cofactors, applications of both amino acid in the preparation of peptide- and protein-based biosensors, of catalytically active peptides, or as chemical rulers for distance measurements in biopolymers based on the fluorescence resonance energy- transfer technology can be envisaged.