Work

Halogenated Adenine and Adenosine Natural Products in Streptomyces sp. JCM9888

Year: 2024

Type: article

Abstract: Ascamycin 1 and dealanylascamycin 2 are adenosine containing nucleoside antibiotics carrying the rare 5’‐O‐sulfamoyl ribose motif and a chlorine atom attached to C2 of the adenine ring. Gene knockouts (ΔacmK and ΔacmJ) in the producing strain, Streptomyces sp. JCM9888, generated mutants that were disabled in the assembly of the sulfamoyl moiety. This resulted in the production of 2‐chloroadenosine 3 and 2‐chloroadenine 4, indicating that purine halogenation can occur independently of sulfamoylation. Incubations in media enriched in bromide content resulted also in the identification of 2‐bromoadenine 5, 2‐bromoadenosine 6 and 5′‐O‐sulfamoyl‐2‐bromoadenosine 7.

Source: European Journal of Organic Chemistry

DOI: 10.1002/ejoc.202400578

Authors: Yawen Chen, Phillip T. Lowe, Hai Deng, David O'Hagan

Institutions: University of St Andrews, University of Aberdeen

Language: English

Topic: Microbial Natural Products and Biosynthesis

Subfield: Pharmacology

Field: Medicine

Domain: Health Sciences

Open Access status: hybrid

Estimated APC paid: $4,330

Funders: Leverhulme Trust, Engineering and Physical Sciences Research Council