Isolation and characterization of tambjamine MYP1, a macrocyclic tambjamine analogue from marine bacteriumPseudoalteromonas citrea

Abstract

Identification of a macrocyclic tambjamine natural product, tambjamine MYP1, from a marine bacterium that may enhance bioactivity by restraining bond rotation.

Marine Cyanobacteria and Microalgae Metabolites—A Rich Source of Potential Anticancer Drugs

“…Marinoquinoline A is an anticancer alkaloid produced by Catalinimonas alkaloidigena, a marine bacterium [36] along with 13 other alkaloid metabolites. Pseudoalteromonas tunicata and P. citrea are two marine bacteria that secrete a yellow-pigmented alkaloid that belongs to a group called tambjamines, and this showed anti-tumor activity along with antimicrobial, antifungal, and antimalarial activity [37,38]. Calothrixins A and B are alkaloids containing a phenanthridine moiety that are isolated from Calothrix sp.…”

“…Pitipeptolides A (40), and B (41) ( Figure 6), cyclic depsipeptides isolated from a marine cyanobacterium Lyngbya majuscule, were Obyanamide (37) (Figure 6), a cyclic depsipeptide isolated from lyngbya confervoides, has demonstrated significant cytotoxicity to the kB and LoVo cells [114]. Palau'amide (38) (Figure 6) is a cyclical depsipeptide isolated from the same marine cyanobacteria Lyngbya sp., which has shown significant cytotoxicity to kB cells [115]. Palmyramide A (39) contributes to cytotoxicity in neuro-2a cells possibly through blocking the voltage regulated sodium channel.…”

Purification and Kinetic Characterization of the Essential Condensation Enzymes Involved in Prodiginine and Tambjamine Biosynthesis

“…PigC is the condensation enzyme responsible for C−C bond formation in prodigiosin biosynthesis, while, TamQ forms a N−C bond between MBC and cis ‐dodec‐3‐en‐1‐amine (DDEA) in the biosynthesis of tambjamine YP1 and tambjamine MYP1 in P. tunicata and Pseudoalteromonas citrea , respectively (Figure B) . Although the two catalytic reactions result in differing atom connectivity, the terminal condensation enzymes are conserved with high sequence similarity in all prodiginine and tambjamine BGCs .…”

“…In this work, we describe the first successful cloning and purification of soluble PigC from prodigiosin producer Pseudoalteromonas rubra DSM 6842, and TamQ from tambjamine MYP1 producer P. citrea DSM 8771 . The catalytic properties of PigC and TamQ are directly compared using in vitro kinetic analysis of each enzyme with native and modified substrates.…”

In Vitro Reconstitution and Kinetic Characterization of the Essential Condensation Enzymes Involved in Prodiginine and Tambjamine Biosynthesis

“…PigC is the condensation enzyme responsible for CÀC bond formation in prodigiosin biosynthesis, [20] while, TamQ forms a NÀC bond between MBC and cis-dodec-3-en-1-amine (DDEA) in the biosynthesis of tambjamine YP1 and tambjamine MYP1 in P. tunicata and Pseudoalteromonas citrea, respectively (Figure 1 B). [15,18,21,22] Although the two catalytic reactions result in differing atom connectivity, the terminal condensation enzymes are conserved with high sequence similarity in all prodiginine and tambjamine BGCs. [15,20,23,24] Currently, the limited information available about this enzyme family predominantly arises from studies on PigC from prodigiosin biosynthesis.…”