Book Synopsis Chirally Labelled Amino Acids by :
Download or read book Chirally Labelled Amino Acids written by and published by . This book was released on 1979 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: (25.35) -[3-2Hi]-, (2S,3R)-C2,3-2H2]-, (2S,3S,4RS)- [3-2Hi , 4-3Hi ,U-14C]-, and (2S,3R,4RS)-[2,3-2H2, 4-3H,, U-'4C]-Glutamic acids have been synthesised and the chirality at the C-3 position proven by degradation. (2S,3S,4RS)-C3-2H,, 4-3H,,U-1*C]- and (2S,3R,4RS)- [2,3-2H2j 4-3Hi, U-14C3-Glutamic acids were used as substrates for an enzyme system comprising glutamate mutase and B-methylaspartase. A high proportion of the tritium label was lost to the medium during the enzymic incubations. The amount of tritium lost depended on the configuration at position C-3. Some possible explanations for this observation are suggested. (25.35) -C 2,3-2H2]-Asparagine has been synthesised as a precursor for the synthesis of stereo specifically deuterated tetrahydrofolic acid. Synthesis of (2S,3R)-[3-2Hi]-serine has been investigated. In one attempted route, via rearrangement of a mixed peranhydride, racemisation at the C-3 position was observed. This result was contrary to that expected from the literature on tertiary and quaternery chiral centres and mechanistic implications are discussed.
