Biosynthetic Chlorination of the Piperazate Residue in


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In Vitro Analysis of Cyanobacterial Nonheme Iron-Dependent ....

Carbon–halogen (C–X) bonds are prevalent structural motifs in modern pharmaceuticals and agrochemicals (Smith, Eastman, & Njardarson, 2014).Natural products containing this type of functional group, once considered as the “chance products of Nature” (Petty, 1961), are now known ubiquitous across all domains of life with nearly 5000 members isolated and characterized to date (Gribble ...

Publications - Frank Schroeder - Boyce Thompson Institu...

Available Boyce Thompson Institute publications. Odour-based species recognition in two sympatric species of sac-winged bats (Saccopteryx bilineata, S. leptura): Combining chemical analyses, behavioural observations and odour preference tests

Biosynthetic Chlorination of the Piperazate Residue in ....

Biosynthetic Chlorination of the Piperazate Residue in Kutzn... Biosynthetic Chlorination of the Piperazate Residue in Kutzneride Biosynthesis by KthP. Research ... is active in the kutzneride biosynthetic pathway and suggest further processing of the (3S,5S)-5-chloropiperazate during subsequent incorporation into the kutzneride depsipeptide ...

Tailoring Enzymes Acting on Carrier Protein-Tethered ....

These protocols are applicable to mechanistic characterization and engineered exploitation of other tailoring enzymes that act on CP-tethered substrates in natural product biosynthesis and structural diversification. The ultimate goal is to use the in vitro findings to guide in vivo engineering of designer natural products.

Christopher T. Walsh, Ph.D. | Harvard Catalyst Profiles ....

Jiang W, Heemstra JR, Forseth RR, Neumann CS, Manaviazar S, Schroeder FC, Hale KJ, Walsh CT. Biosynthetic chlorination of the piperazate residue in kutzneride biosynthesis by KthP. Biochemistry. 2011 Jul 12; 50(27):6063-72.

Biosynthetic Chlorination of the Piperazate Residue in ....

Biosynthetic Chlorination of the Piperazate Residue in Kutzneride Biosynthesis by KthP. ... The kutzneride biosynthetic pathway is now shown, remarkably, to have four biosynthetic halogenases interspersed with the NRPS modules and the enzymes for providing the dedicated nonproteinogenic amino acid building blocks.

Biosynthetic Chlorination of the Piperazate Residue in ....

Biosynthetic Chlorination of the Piperazate Residue in Kutzneride Biosynthesis by KthP Wei Jiang, † John R. Heemstra, Jr., † Ry R. Forseth, ‡ Christopher S. Neumann, † Soraya Manaviazar, §

Biosynthetic Chlorination of the Piperazate Residue in ....

OAI identifier: oai:pure.qub.ac.uk/portal:publications/983d8deb-1c9b-49df-bfaa-fdfac17e88aa

Lydiamycins A–D: Cyclodepsipetides with Antimycobacterial ....

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Biosynthetic Chlorination of the Piperazate Residue in ....

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Chemistry Tree - John R. Heemst...

Jiang W, Heemstra JR, Forseth RR, et al. (2011) Biosynthetic chlorination of the piperazate residue in kutzneride biosynthesis by KthP. Biochemistry . 50: 6063-72 Zhang W, Heemstra JR, Walsh CT, et al. ( 2010 ) Activation of the pacidamycin PacL adenylation domain by MbtH-like proteins.

Cloning and characterization of the biosynthetic gene ....

We postulate that the MecPGly residue in kutznerides could arise from a cryptic chlorination pathway involving such a nonheme iron halogenase, although through a different enzy-matic logic to that of CmaC-catalyzed cyclopropane formation, given the attachment of the cyclopropane ring to C , rather than the C of the amino acid.

Tailoring Enzymes Acting on Carrier Protein-Tethered ....

The serine residue in this motif is ... Kutzneride KthP KtzC Chlorination Piperazate (3S,5S)-5-chloropiperazate Jiang et al. (2011) ... product biosynthetic pathways.—cont'd Natural products Tailoring enzyme Carrier protein Type of reaction Substrates Products Reference

Biosynthetic Chlorination of the Piperazate Residue in ....

OAI identifier: oai:pure.qub.ac.uk/portal:publications/983d8deb-1c9b-49df-bfaa-fdfac17e88aa

Cloning and characterization of the biosynthetic gene ....

We postulate that the MecPGly residue in kutznerides could arise from a cryptic chlorination pathway involving such a nonheme iron halogenase, although through a different enzymatic logic to that of CmaC-catalyzed cyclopropane formation, given the attachment of the cyclopropane ring to C β, rather than the C α of the amino acid. Furthermore ...

Biosynthetic Chlorination of the Piperazate Residue in ....

Kutznerides 2 and 8 of the cyclic hexadepsipeptide family of antifungal natural products from the soil actinomycete Kutzneria sp. 744 contain two sets of chlorinated residues, a 6,7-dichlorohexahydropyrroloindole moiety derived from dichlorotryptophan and a 5-chloropiperazate moiety, as well as a methylcyclopropylglycine residue that may arise from isoleucine via a cryptic chlorination pathway.

626-58-4 | MFCD00006005 | 4-Methylpiperidi...

Title: Biosynthetic chlorination of the piperazate residue in kutzneride biosynthesis by KthP. Journal: Biochemistry 20110712. Title: N-(4-Chloro-phen-yl)-4-methyl-piperidine-1-carboxamide. Journal: Acta crystallographica. Section E, Structure reports online 20110701.

Biosynthetic Chlorination of the Piperazate Residue in ....

Biosynthetic Chlorination of the Piperazate Residue in Kutzneride Biosynthesis by KthP By Wei Jiang, John R. Heemstra, Ry R. Forseth, Christopher S. Neumann, Soraya Manaviazar, Frank C. Schroeder, Karl J. Hale and Christopher T. Walsh

Structural basis for halogenation by iron- and 2-oxo ....

WelO5 is an iron- and 2-oxoglutarate-dependent halogenase involved in welwitindolinone biosynthesis. A collection of X-ray crystal structures reveals the active-site geometry and ligand dynamics ...

(PDF) Halogenated natural products from the marine-derived ....

Biosynthetic Chlorination of the Piperazate Residue in Kutzneride Biosynthesis by KthP Article Jun 2011 ... MS analysis of the protein-bound product confirmed the (3R ...

Cloning and characterization of the biosynthetic gene ....

We postulate that the MecPGly residue in kutznerides could arise from a cryptic chlorination pathway involving such a nonheme iron halogenase, although through a different enzymatic logic to that of CmaC-catalyzed cyclopropane formation, given the attachment of the cyclopropane ring to C β, rather than the C α of the amino acid. Furthermore ...