A naturally occurring brominated furanone covalently modifies and inactivates LuxS

Tianzhu Zang; Bobby W.K. Lee; Lisa M. Cannon; Kathryn A. Ritter; Shujia Dai; Dacheng Ren; Thomas K. Wood; Zhaohui Sunny Zhou

doi:10.1016/j.bmcl.2009.08.095

A naturally occurring brominated furanone covalently modifies and inactivates LuxS

Tianzhu Zang
, Bobby W.K. Lee
, Lisa M. Cannon
, Kathryn A. Ritter
, Shujia Dai
, Dacheng Ren
, Thomas K. Wood
, Zhaohui Sunny Zhou

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

114 Scopus citations

Abstract

Halogenated furanones, a group of natural products initially isolated from marine red algae, are known to inhibit bacterial biofilm formation, swarming, and quorum sensing. However, their molecular targets and the precise mode of action remain elusive. Herein, we show that a naturally occurring brominated furanone covalently modifies and inactivates LuxS (S-ribosylhomocysteine lyase, EC 4.4.1.21), the enzyme which produces autoinducer-2 (AI-2).

Original language	English (US)
Pages (from-to)	6200-6204
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	21
DOIs	https://doi.org/10.1016/j.bmcl.2009.08.095
State	Published - Nov 1 2009

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 14 Life Below Water

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2009.08.095

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@article{0a53ebf25d2e411e9e92cfcc46bbe3da,

title = "A naturally occurring brominated furanone covalently modifies and inactivates LuxS",

abstract = "Halogenated furanones, a group of natural products initially isolated from marine red algae, are known to inhibit bacterial biofilm formation, swarming, and quorum sensing. However, their molecular targets and the precise mode of action remain elusive. Herein, we show that a naturally occurring brominated furanone covalently modifies and inactivates LuxS (S-ribosylhomocysteine lyase, EC 4.4.1.21), the enzyme which produces autoinducer-2 (AI-2).",

author = "Tianzhu Zang and Lee, \{Bobby W.K.\} and Cannon, \{Lisa M.\} and Ritter, \{Kathryn A.\} and Shujia Dai and Dacheng Ren and Wood, \{Thomas K.\} and Zhou, \{Zhaohui Sunny\}",

note = "Funding Information: The authors are indebted to Bonnie Bassler, Ken Cornell, Michael Riscoe, Mark Hilgers, and Martha Ludwig for providing bacterial strains. This work was supported by the NIAID and the NIH (1R01AI058146 to Z.S.Z, R01EB003872 to T.K.W). L.M.C. was supported by a grant from the College of Sciences and Honors College at Washington State University. This is publication number 950 from the Barnett Institute. ",

year = "2009",

month = nov,

day = "1",

doi = "10.1016/j.bmcl.2009.08.095",

language = "English (US)",

volume = "19",

pages = "6200--6204",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd",

number = "21",

}

TY - JOUR

T1 - A naturally occurring brominated furanone covalently modifies and inactivates LuxS

AU - Zang, Tianzhu

AU - Lee, Bobby W.K.

AU - Cannon, Lisa M.

AU - Ritter, Kathryn A.

AU - Dai, Shujia

AU - Ren, Dacheng

AU - Wood, Thomas K.

AU - Zhou, Zhaohui Sunny

N1 - Funding Information: The authors are indebted to Bonnie Bassler, Ken Cornell, Michael Riscoe, Mark Hilgers, and Martha Ludwig for providing bacterial strains. This work was supported by the NIAID and the NIH (1R01AI058146 to Z.S.Z, R01EB003872 to T.K.W). L.M.C. was supported by a grant from the College of Sciences and Honors College at Washington State University. This is publication number 950 from the Barnett Institute.

PY - 2009/11/1

Y1 - 2009/11/1

N2 - Halogenated furanones, a group of natural products initially isolated from marine red algae, are known to inhibit bacterial biofilm formation, swarming, and quorum sensing. However, their molecular targets and the precise mode of action remain elusive. Herein, we show that a naturally occurring brominated furanone covalently modifies and inactivates LuxS (S-ribosylhomocysteine lyase, EC 4.4.1.21), the enzyme which produces autoinducer-2 (AI-2).

AB - Halogenated furanones, a group of natural products initially isolated from marine red algae, are known to inhibit bacterial biofilm formation, swarming, and quorum sensing. However, their molecular targets and the precise mode of action remain elusive. Herein, we show that a naturally occurring brominated furanone covalently modifies and inactivates LuxS (S-ribosylhomocysteine lyase, EC 4.4.1.21), the enzyme which produces autoinducer-2 (AI-2).

UR - https://www.scopus.com/pages/publications/71749106932

UR - https://www.scopus.com/pages/publications/71749106932#tab=citedBy

U2 - 10.1016/j.bmcl.2009.08.095

DO - 10.1016/j.bmcl.2009.08.095

M3 - Article

C2 - 19775890

AN - SCOPUS:71749106932

SN - 0960-894X

VL - 19

SP - 6200

EP - 6204

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 21

ER -

A naturally occurring brominated furanone covalently modifies and inactivates LuxS

Abstract

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