Genome sequence of bacteriophage Djungelskog isolated from an culture.

Actinobacteriophage Djungelskog was isolated from a sample of degraded organic material in Poughkeepsie, NY, using . Its genome is 54,512 bp and encodes 86 putative protein-coding genes. Djungelskog has a siphovirus morphology and is assigned to cluster AW based on gene content similarity to actinobacteriophages.

Synthesis and Diversification of Macrocyclic Alkynediyl Sulfide Peptides.

The synthesis of rare macrocyclic alkynediyl sulfides by a Cu-catalyzed C -S cross-coupling is presented. The catalytic protocol (Cu(MeCN) PF /dtbbpy) promotes macrocyclization of peptides, dipeptides and tripeptides at ambient temperature (14 examples, 23→73 % yields) via thiols and bromoalkynes, and is chemoselective with regards to terminal alkynes. Importantly, the underexplored alkynediyl sulfide functionality incorporates a rigidifying structural element and opens new opportunities for diversification of macrocyclic frameworks through S oxidation, halide addition and azide-alkyne cycloaddition chemistries to integrate sulfones, halides or valuable fluorophores (7 examples, 37→92 % yields).

General Cu-Catalyzed C-S Coupling.

Copper-catalyzed cross-coupling of thiols and bromoalkynes affords a mild, rapid, and selective C-S coupling with broad scope, enabling the use of aryl-, alkyl-, and silyl-substituted alkynyl coupling partners (38 total examples, 50-99% yields). Importantly, the method enables the preparation of difficult-to-access bis-heteroatom-functionalized (,-, ,-, and ,-) alkynes.

A synthetic guide to alkynyl sulfides.

The relative stability and predictable reactivity of alkynyl sulfides make them ideal synthons for the development of new transformations. Classic methods for forming alkynyl sulfides relied on dehydrohalogenation approaches. However more recent methods have focused on employing umpolung strategies, as well as nucleophilic and electrophilic thiol alkynylation.

Biocatalytic synthesis of planar chiral macrocycles.

Macrocycles can restrict the rotation of substituents through steric repulsions, locking in conformations that provide or enhance the activities of pharmaceuticals, agrochemicals, aroma chemicals, and materials. In many cases, the arrangement of substituents in the macrocycle imparts an element of planar chirality. The difficulty in predicting when planar chirality will arise, as well as the limited number of synthetic methods to impart selectivity, have led to planar chirality being regarded as an irritant.