75816-16-9Relevant articles and documents
Synthesis of tripeptides containing d-Trp substituted at the indole ring, assessment of opioid receptor binding and in vivo central antinociception
De Marco, Rossella,Bedini, Andrea,Spampinato, Santi,Gentilucci, Luca
supporting information, p. 6861 - 6866 (2014/10/15)
The noncationizable tripeptide Ac-d-Trp-Phe-GlyNH2 was recently proposed as a novel minimal recognition motif for μ-opioid receptor. The introduction of different substituents (methyl, halogens, nitro, etc.) at the indole of d-Trp significantly influenced receptor affinities and resulted in serum stability and in a measurable effect on central antinociception in mice after ip administration.
Synthesis of 5- and 7-Bromotryptophan and of 9>-β-corticotrophin-(1-24)-tetracosapeptide, a Highly Potent Corticotrophin Analogue
Allen, Mark C.,Brundish, Derek E.,Wade, Roy
, p. 1928 - 1932 (2007/10/02)
The synthesis of 5- and 7-bromo-L-tryptophans via Fischer cyclisation of the appropriate bromophenylhydrazone of 4-acetamido-4,4-bis(ethoxycarbonyl)butanal is described.The title tetracosapeptide was synthesised using standard methods of stepwise and fragment condensation.The product was pure as judged by amino-acid analysis after acidic or enzymic hydrolysis and by high pressure liquid chromatography.In an isolated adrenal cell bioassay, the peptide had a steroidogenic potency 2.4 times that of Synacthen.