52448-14-3Relevant academic research and scientific papers
ANTIBACTERIAL COMPOUNDS
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Page/Page column 45; 46, (2018/10/19)
Novel compounds having antimicrobial activitiy, in particular against Pseudomonas aeruginosa, Burkholderia cepaciaand/or Clostridium difficile, and a pharmaceutical composition containing the novel compound.
De novo Biosynthesis of “Non-Natural” Thaxtomin Phytotoxins
Winn, Michael,Francis, Daniel,Micklefield, Jason
supporting information, p. 6830 - 6833 (2018/06/04)
Thaxtomins are diketopiperazine phytotoxins produced by Streptomyces scabies and other actinobacterial plant pathogens that inhibit cellulose biosynthesis in plants. Due to their potent bioactivity and novel mode of action there has been considerable interest in developing thaxtomins as herbicides for crop protection. To address the need for more stable derivatives, we have developed a new approach for structural diversification of thaxtomins. Genes encoding the thaxtomin NRPS from S. scabies, along with genes encoding a promiscuous tryptophan synthase (TrpS) from Salmonella typhimurium, were assembled in a heterologous host Streptomyces albus. Upon feeding indole derivatives to the engineered S. albus strain, tryptophan intermediates with alternative substituents are biosynthesized and incorporated by the NRPS to deliver a series of thaxtomins with different functionalities in place of the nitro group. The approach described herein, demonstrates how genes from different pathways and different bacterial origins can be combined in a heterologous host to create a de novo biosynthetic pathway to “non-natural” product target compounds.
L-4-Chlorotryptophan from Immature Seeds of Pisum sativum and Reassignment of the Absolute Stereochemistry of N-Malonyl-4-chlorotryptophan
Sakagami, Youji,Manabe, Kan,Aitani, Takayuki,Thiruvikraman, S. V.,Marumo, Shingo
, p. 1057 - 1060 (2007/10/02)
Free 4-chlorotryptophan (4-Cl-Trp) was isolated from immature seeds of P. sativum, identified, and its stereochemistry determined to be L-form.Reinvestigation of the N-malonyl-4-Cl-Trp isolated from the same seeds showed that the stereochemistry of the 4-Cl-Trp residue is L-form.
