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Glutamic acid is a carrier for hydrazine during the biosyntheses of fosfazinomycin and kinamycin
by
Wang, Kwo-Kwang A.
, Balskus, Emily P.
, Ng, Tai L.
, Wang, Peng
, van der Donk, Wilfred A.
, Huang, Zedu
in
140/131
/ 140/58
/ 631/45/603
/ 631/92/173
/ 639/638/45/603
/ Biosynthetic Pathways
/ Gene clusters
/ Glutamic acid
/ Glutamic Acid - chemistry
/ Glutamic Acid - metabolism
/ Humanities and Social Sciences
/ Hydrazine
/ Hydrazines
/ Hydrazines - chemistry
/ Hydrazines - metabolism
/ multidisciplinary
/ Natural products
/ Nitrites - metabolism
/ Nitrogen
/ Nitrogen atoms
/ Nitrogen Isotopes
/ Nitrous acid
/ Organophosphorus Compounds - chemistry
/ Organophosphorus Compounds - metabolism
/ Proton Magnetic Resonance Spectroscopy
/ Quinones - chemistry
/ Quinones - metabolism
/ Science
/ Science (multidisciplinary)
/ Succinic Acid - metabolism
2018
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Glutamic acid is a carrier for hydrazine during the biosyntheses of fosfazinomycin and kinamycin
by
Wang, Kwo-Kwang A.
, Balskus, Emily P.
, Ng, Tai L.
, Wang, Peng
, van der Donk, Wilfred A.
, Huang, Zedu
in
140/131
/ 140/58
/ 631/45/603
/ 631/92/173
/ 639/638/45/603
/ Biosynthetic Pathways
/ Gene clusters
/ Glutamic acid
/ Glutamic Acid - chemistry
/ Glutamic Acid - metabolism
/ Humanities and Social Sciences
/ Hydrazine
/ Hydrazines
/ Hydrazines - chemistry
/ Hydrazines - metabolism
/ multidisciplinary
/ Natural products
/ Nitrites - metabolism
/ Nitrogen
/ Nitrogen atoms
/ Nitrogen Isotopes
/ Nitrous acid
/ Organophosphorus Compounds - chemistry
/ Organophosphorus Compounds - metabolism
/ Proton Magnetic Resonance Spectroscopy
/ Quinones - chemistry
/ Quinones - metabolism
/ Science
/ Science (multidisciplinary)
/ Succinic Acid - metabolism
2018
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Glutamic acid is a carrier for hydrazine during the biosyntheses of fosfazinomycin and kinamycin
by
Wang, Kwo-Kwang A.
, Balskus, Emily P.
, Ng, Tai L.
, Wang, Peng
, van der Donk, Wilfred A.
, Huang, Zedu
in
140/131
/ 140/58
/ 631/45/603
/ 631/92/173
/ 639/638/45/603
/ Biosynthetic Pathways
/ Gene clusters
/ Glutamic acid
/ Glutamic Acid - chemistry
/ Glutamic Acid - metabolism
/ Humanities and Social Sciences
/ Hydrazine
/ Hydrazines
/ Hydrazines - chemistry
/ Hydrazines - metabolism
/ multidisciplinary
/ Natural products
/ Nitrites - metabolism
/ Nitrogen
/ Nitrogen atoms
/ Nitrogen Isotopes
/ Nitrous acid
/ Organophosphorus Compounds - chemistry
/ Organophosphorus Compounds - metabolism
/ Proton Magnetic Resonance Spectroscopy
/ Quinones - chemistry
/ Quinones - metabolism
/ Science
/ Science (multidisciplinary)
/ Succinic Acid - metabolism
2018
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Glutamic acid is a carrier for hydrazine during the biosyntheses of fosfazinomycin and kinamycin
Journal Article
Glutamic acid is a carrier for hydrazine during the biosyntheses of fosfazinomycin and kinamycin
2018
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Overview
Fosfazinomycin and kinamycin are natural products that contain nitrogen–nitrogen (N–N) bonds but that are otherwise structurally unrelated. Despite their considerable structural differences, their biosynthetic gene clusters share a set of genes predicted to facilitate N–N bond formation. In this study, we show that for both compounds, one of the nitrogen atoms in the N–N bond originates from nitrous acid. Furthermore, we show that for both compounds, an acetylhydrazine biosynthetic synthon is generated first and then funneled via a glutamyl carrier into the respective biosynthetic pathways. Therefore, unlike other pathways to N–N bond-containing natural products wherein the N–N bond is formed directly on a biosynthetic intermediate, during the biosyntheses of fosfazinomycin, kinamycin, and related compounds, the N–N bond is made in an independent pathway that forms a branch of a convergent route to structurally complex natural products.
The natural products fosfazinomycin A and kinamycin D are structurally distinct except for a nitrogen-nitrogen (N-N) bond. Here, the authors show that fosfazinomycin and kinamycin share a common pathway for N-N bond formation that is different from pathways found for other natural products.
Publisher
Nature Publishing Group UK,Nature Publishing Group,Nature Portfolio
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