753010-17-2Relevant academic research and scientific papers
Total Synthesis of the Bacterial Diisonitrile Chalkophore SF2768
Xu, Yao,Tan, Derek S.
, p. 8731 - 8735 (2019/11/03)
Chalkophores are bacterial natural products that chelate and transport extracellular copper. The diisonitrile natural product SF2768 was first isolated from a Streptomyces species as an antifungal antibiotic and has more recently been characterized as a bacterial chalkophore and potential virulence factor. Herein, we report a modular synthesis of SF2768 and related acyclic analogues, allowing assignment of syn-stereochemistry across the central lactol ring. The copper-binding properties of these diisonitriles have also been studied.
A practical and simple synthesis of (2S,5R)- and (2S,5S)-5-hydroxylysine and of a related α-amino acid required for the synthesis of the collagen cross-link pyridinoline
Allevi, Pietro,Anastasia, Mario
, p. 2091 - 2096 (2007/10/03)
A four step synthesis of (2S,5R)- and (2S,5S)-5-hydroxylysine using Williams' glycine template methodology for controlling the stereogenicity at the α-position is reported. This route offers the possibility for the synthesis of all possible isomers of 5-hydroxylysine and of an important α-amino acidic iodohydrin required for the construction of the hydroxylated side chain of the collagen cross-link pyridinoline.
