79385-56-1Relevant academic research and scientific papers
A palladium and gold catalytic system enables direct access to O- and S-linked non-natural glyco-conjugates
Jeon, Min Ho,Mathew, Bijoy P.,Kuram, Malleswara Rao,Myung, Kyungjae,Hong, Sung You
supporting information, p. 11518 - 11524 (2016/12/18)
Here we report a straightforward cross-coupling method for the synthesis of non-natural glycoamino acids from alkyne-bearing monosaccharides and p-iodophenylalanine. Pd/Au-catalyzed Sonogashira coupling is tolerant to both O- and S-glycosides without any epimerization. In addition, no racemization of the amino acid was observed allowing direct access to the homogeneous glyco-conjugate in a single step. Notably, this Pd/Au catalytic system presents enhanced catalytic activity than conventional Pd/Cu and Pd-only platforms, and it further enables the convergent synthesis of glycodipeptides.
Tritiated Peptides. Part 11. Synthesis of 6>-, 11>-, and 6,11>-Somatostatin and the Metabolite 1>-Somatostatin
Allen, Mark C.,Brundish, Derek E.,Martin, John R.,Wade, Roy
, p. 2040 - 2048 (2007/10/02)
The syntheses are described of somatostatin labelled with tritium singly in the phenylalanine residues at positions 6 and 11 and doubly at residues 6 and 11 to specific radioactivities of 15.5, 13.8 and 14.1 Cim mol-1, respectively, by reductive deiodination of fully-protected precursors.Cysteine residues were proteced by S-trityl groups and the disulphide bridge was formed by iodine oxidation of the tritiated protected precursors.The purity of the products was assessed by acidic hydrolysis, ion-exchange and high-pressure liquid chromatography, and by enzymic digestion of the products modified by reduction and aminoethylation.The synthesis of the metabolite 1>-somatostatin is described.The syntheses of 6>-, 11>- and 6,11>-somatostatin are described.
