Thioamino acid

Thiazoles may be prepared by a Hantzsch-type process, by reaction of N-protected thioamino acids with bicarbonate and BrCH2C0C02Et, followed by TFAA in 2,6-lutidine (equation 205). This reaction has been used as one of the important steps in the total synthesis of (—)-bistatramide C721. 

Scheme 7.8. Synthetic route to the stable N-Boc-protected thioamino acid benzotriazole active ester [ 127].

Complexation of Rh or Ru center to A-a-phenethyl amides of A-Boc-a-thioamino acids (but not the amino acid derivatives) forms highly effective catalysts for asymmetric hydrogenation of aryl ketones. ... 

Using S-cystine and S-methionine Goslar and ScHULTZE (1958) found the proportion of incorporation of these thioamino acids into the neurosecretory nuclei was equal to that into other areas with an increased metabolic activity, e.g. nucleus originis nervi oculomotorii and formatio reticularis rhombencephali. 

As can be seen in Fig. 9, the lipoprotein consists of 58 amino acid residues. It is linked by the -amino groups of its carboxyl-terminal lysine to the carboxyl group of meso-diaminopimelic acid (DAP) of the peptidoglycan the d-alanine residue(s) usually attached at this position is replaced by the lipoprotein. The most interesting feature is the amino-terminal portion of the lipoprotein. The amino-terminal lipid indicated in Fig. 9 consists of glycerylcysteine [5 -(propane-2, 3 -diol)-3-thioamino-propionic acid] to which two fatty acids are attached by two ester linkages and one fatty acid by an amide linkage, as shown below ... 

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