In a scale-up microbial transformation of(–)-huperzine A(1) by Streptomyces griseus CACC 200300, a specific carboxylated derivative(2) was yielded together with two known hydroxylated metabolites. The structure...
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In a scale-up microbial transformation of(–)-huperzine A(1) by Streptomyces griseus CACC 200300, a specific carboxylated derivative(2) was yielded together with two known hydroxylated metabolites. The structure of 2 was characterized as 16-carboxyl huperzine A on the basis of IR, HRMS and NMR spectroscopic data analysis.
Mycothiol (MSH) is the major low molecular weight thiol in most actinomycetes. Chemical synthesis of MSH is of value for enzymology and inhibitor screening assays, but is hampered by difficulties in large scale sysn...
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Mycothiol (MSH) is the major low molecular weight thiol in most actinomycetes. Chemical synthesis of MSH is of value for enzymology and inhibitor screening assays, but is hampered by difficulties in large scale sysnthesis. We achieved the total synthesis of MSH by linking 2-camphanoyl-3,4,5,6-tetra-O-benzyl-D-rnyo-inositol (D-1) and 2-deoxy-2-azido-3,4,6-tri-O-benzyl- 1-p-toluene-thio-o-glucoside (2) first, followed by coupling with N-Boc-S-acetyl-L-cysteine (3). This route of synthesis allowed the efficient and convenient synthesis of mycothiol on a large scale.
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