Biochemical Characterization of a Cyanobactin Arginine-N-Prenylase from the Autumnalamide Biosynthetic Pathway

Claudia Clemente; Nicholas Ross Johnson; Xiaodan  Ouyang; Rafael V.  Popin; Sergio Dall'Angelo; Matti Wahlsten; Jouni  Jokela; Alessandro Colombano; Brunello Nardone; David Peter Fewer; Wael E Houssen

doi:10.1039/D2CC01799G

Biochemical Characterization of a Cyanobactin Arginine-N-Prenylase from the Autumnalamide Biosynthetic Pathway

Claudia Clemente, Nicholas Ross Johnson, Xiaodan Ouyang, Rafael V. Popin, Sergio Dall'Angelo, Matti Wahlsten, Jouni Jokela, Alessandro Colombano, Brunello Nardone, David Peter Fewer^* (Corresponding Author), Wael E Houssen^* (Corresponding Author)

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

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Abstract

Cyanobactins are linear and cyclic post-translationally modified peptides. Here we show that the prenyl-D-Arg-containing autumnalamide A is a member of the cyanobactin family. Biochemical assays demonstate that the AutF prenyltransferase
targets the guanidinium moiety in arginine and homoarginine and is a useful tool for biotechnological applications.

Original language	English
Pages (from-to)	12054-12057
Number of pages	4
Journal	Chemical Communications
Volume	58
Issue number	86
Early online date	28 Sept 2022
DOIs	https://doi.org/10.1039/D2CC01799G
Publication status	Published - 7 Nov 2022

Bibliographical note

Acknowledgements
This project was supported by a fellowship grant from the
EPSRC (no. EP/S027246/1, W.E.H.), a training grant from the
BBSRC (BB/V509206/1, W.E.H. and S.D.), the Novo Nordisk
Foundation (18OC0034838, D.P.F.) and the NordForsk NCoE
program “NordAqua” (Project Number 82845, D.P.F.). CC is
funded by a PhD studentship from University of Aberdeen. NJ is
funded by the IBioIC CTP PhD programme. RVP was funded by
the Doctoral Programme in Microbiology and Biotechnology of
the University of Helsinki. XO was funded by the China
Scholarship Council (Grant 201906150148). We are grateful to
Professor James Naismith (University of Oxford) for sharing the
construct used to express the macrocyclase PCY1. We thank Dr
Huanting Liu (University of St Andrews) for sharing the
pEHISTEV-SUMO vector.

Data Availability Statement

Electronic supplementary information (ESI) available: Experimental section,
Fig. S1-S37 and Tables S1-S5. See DOI: https://doi.org/10.1039/d2cc01799g

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Cite this

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title = "Biochemical Characterization of a Cyanobactin Arginine-N-Prenylase from the Autumnalamide Biosynthetic Pathway",

abstract = "Cyanobactins are linear and cyclic post-translationally modified peptides. Here we show that the prenyl-D-Arg-containing autumnalamide A is a member of the cyanobactin family. Biochemical assays demonstate that the AutF prenyltransferase targets the guanidinium moiety in arginine and homoarginine and is a useful tool for biotechnological applications. ",

author = "Claudia Clemente and Johnson, {Nicholas Ross} and Xiaodan Ouyang and Popin, {Rafael V.} and Sergio Dall'Angelo and Matti Wahlsten and Jouni Jokela and Alessandro Colombano and Brunello Nardone and Fewer, {David Peter} and Houssen, {Wael E}",

note = "Acknowledgements This project was supported by a fellowship grant from the EPSRC (no. EP/S027246/1, W.E.H.), a training grant from the BBSRC (BB/V509206/1, W.E.H. and S.D.), the Novo Nordisk Foundation (18OC0034838, D.P.F.) and the NordForsk NCoE program “NordAqua” (Project Number 82845, D.P.F.). CC is funded by a PhD studentship from University of Aberdeen. NJ is funded by the IBioIC CTP PhD programme. RVP was funded by the Doctoral Programme in Microbiology and Biotechnology of the University of Helsinki. XO was funded by the China Scholarship Council (Grant 201906150148). We are grateful to Professor James Naismith (University of Oxford) for sharing the construct used to express the macrocyclase PCY1. We thank Dr Huanting Liu (University of St Andrews) for sharing the pEHISTEV-SUMO vector.",

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AU - Johnson, Nicholas Ross

AU - Ouyang, Xiaodan

AU - Popin, Rafael V.

AU - Dall'Angelo, Sergio

AU - Wahlsten, Matti

AU - Jokela, Jouni

AU - Colombano, Alessandro

AU - Nardone, Brunello

AU - Fewer, David Peter

AU - Houssen, Wael E

N1 - Acknowledgements This project was supported by a fellowship grant from the EPSRC (no. EP/S027246/1, W.E.H.), a training grant from the BBSRC (BB/V509206/1, W.E.H. and S.D.), the Novo Nordisk Foundation (18OC0034838, D.P.F.) and the NordForsk NCoE program “NordAqua” (Project Number 82845, D.P.F.). CC is funded by a PhD studentship from University of Aberdeen. NJ is funded by the IBioIC CTP PhD programme. RVP was funded by the Doctoral Programme in Microbiology and Biotechnology of the University of Helsinki. XO was funded by the China Scholarship Council (Grant 201906150148). We are grateful to Professor James Naismith (University of Oxford) for sharing the construct used to express the macrocyclase PCY1. We thank Dr Huanting Liu (University of St Andrews) for sharing the pEHISTEV-SUMO vector.

PY - 2022/11/7

Y1 - 2022/11/7

N2 - Cyanobactins are linear and cyclic post-translationally modified peptides. Here we show that the prenyl-D-Arg-containing autumnalamide A is a member of the cyanobactin family. Biochemical assays demonstate that the AutF prenyltransferase targets the guanidinium moiety in arginine and homoarginine and is a useful tool for biotechnological applications.

AB - Cyanobactins are linear and cyclic post-translationally modified peptides. Here we show that the prenyl-D-Arg-containing autumnalamide A is a member of the cyanobactin family. Biochemical assays demonstate that the AutF prenyltransferase targets the guanidinium moiety in arginine and homoarginine and is a useful tool for biotechnological applications.

U2 - 10.1039/D2CC01799G

DO - 10.1039/D2CC01799G

M3 - Article

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SN - 1359-7345

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JO - Chemical Communications

JF - Chemical Communications

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ER -

Biochemical Characterization of a Cyanobactin Arginine-N-Prenylase from the Autumnalamide Biosynthetic Pathway

Abstract

Bibliographical note

Data Availability Statement

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