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Reconstitution of Peptidoglycan Cross-Linking Leads to Improved Fluorescent Probes of Cell Wall Synthesis.

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Title: Reconstitution of Peptidoglycan Cross-Linking Leads to Improved Fluorescent Probes of Cell Wall Synthesis.
Authors: Lebar, Matthew D.1, May, Janine M.1, Meeske, Alexander J.2, Leiman, Sara A.3, Lupoli, Tania J.1,2, Hirokazu Tsukamoto1, Losick, Richard3, Rudner, David Z.2, Walker, Suzanne2 suzanne_walker@hms.harvard.edu, Kahne, Daniel1 kahne@chemistry.harvard.edu
Source: Journal of the American Chemical Society. 8/6/2014, Vol. 136 Issue 31, p10874-10877. 4p. 1 Black and White Photograph, 1 Diagram, 2 Graphs.
Subjects: Peptidoglycans, Gram-positive bacteria, Gram-negative bacteria, Penicillin-binding proteins, Carboxamides
Abstract: The peptidoglycan precursor, Lipid II, produced in the model Gram-positive bacterium Bacillus subtilis differs from Lipid II found in Gram-negative bacteria such as Escherichia coli by a single amidation on the peptide side chain. How this difference affects the cross-linking activity of penicillin-binding proteins (PBPs) that assemble peptidoglycan in cells has not been investigated because B. subtilis Lipid II was not previously available. Here we report the synthesis of B. subtilis Lipid II and its use by purified B. subtilis PBP1 and E. coli PBP1A. While enzymes from both organisms assembled B. subtilis Lipid II into glycan strands, only the B. subtilis enzyme cross-linked the strands. Furthermore, B. subtilis PBP1 catalyzed the exchange of both d-amino acids and d-amino carboxamides into nascent peptidoglycan, but the E. coli enzyme only exchanged d-amino acids. We exploited these observations to design a fluorescent d-amino carboxamide probe to label B. subtilis PG in vivo and found that this probe labels the cell wall dramatically better than existing reagents. [ABSTRACT FROM AUTHOR]
Copyright of Journal of the American Chemical Society is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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Header DbId: egs
DbLabel: Engineering Source
An: 97649819
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PubType: Academic Journal
PubTypeId: academicJournal
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  Data: Reconstitution of Peptidoglycan Cross-Linking Leads to Improved Fluorescent Probes of Cell Wall Synthesis.
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  Data: <searchLink fieldCode="AR" term="%22Lebar%2C+Matthew+D%2E%22">Lebar, Matthew D.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22May%2C+Janine+M%2E%22">May, Janine M.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Meeske%2C+Alexander+J%2E%22">Meeske, Alexander J.</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Leiman%2C+Sara+A%2E%22">Leiman, Sara A.</searchLink><relatesTo>3</relatesTo><br /><searchLink fieldCode="AR" term="%22Lupoli%2C+Tania+J%2E%22">Lupoli, Tania J.</searchLink><relatesTo>1,2</relatesTo><br /><searchLink fieldCode="AR" term="%22Hirokazu+Tsukamoto%22">Hirokazu Tsukamoto</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Losick%2C+Richard%22">Losick, Richard</searchLink><relatesTo>3</relatesTo><br /><searchLink fieldCode="AR" term="%22Rudner%2C+David+Z%2E%22">Rudner, David Z.</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Walker%2C+Suzanne%22">Walker, Suzanne</searchLink><relatesTo>2</relatesTo><i> suzanne_walker@hms.harvard.edu</i><br /><searchLink fieldCode="AR" term="%22Kahne%2C+Daniel%22">Kahne, Daniel</searchLink><relatesTo>1</relatesTo><i> kahne@chemistry.harvard.edu</i>
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  Data: <searchLink fieldCode="JN" term="%22Journal+of+the+American+Chemical+Society%22">Journal of the American Chemical Society</searchLink>. 8/6/2014, Vol. 136 Issue 31, p10874-10877. 4p. 1 Black and White Photograph, 1 Diagram, 2 Graphs.
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  Data: <searchLink fieldCode="DE" term="%22Peptidoglycans%22">Peptidoglycans</searchLink><br /><searchLink fieldCode="DE" term="%22Gram-positive+bacteria%22">Gram-positive bacteria</searchLink><br /><searchLink fieldCode="DE" term="%22Gram-negative+bacteria%22">Gram-negative bacteria</searchLink><br /><searchLink fieldCode="DE" term="%22Penicillin-binding+proteins%22">Penicillin-binding proteins</searchLink><br /><searchLink fieldCode="DE" term="%22Carboxamides%22">Carboxamides</searchLink>
– Name: Abstract
  Label: Abstract
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  Data: The peptidoglycan precursor, Lipid II, produced in the model Gram-positive bacterium Bacillus subtilis differs from Lipid II found in Gram-negative bacteria such as Escherichia coli by a single amidation on the peptide side chain. How this difference affects the cross-linking activity of penicillin-binding proteins (PBPs) that assemble peptidoglycan in cells has not been investigated because B. subtilis Lipid II was not previously available. Here we report the synthesis of B. subtilis Lipid II and its use by purified B. subtilis PBP1 and E. coli PBP1A. While enzymes from both organisms assembled B. subtilis Lipid II into glycan strands, only the B. subtilis enzyme cross-linked the strands. Furthermore, B. subtilis PBP1 catalyzed the exchange of both d-amino acids and d-amino carboxamides into nascent peptidoglycan, but the E. coli enzyme only exchanged d-amino acids. We exploited these observations to design a fluorescent d-amino carboxamide probe to label B. subtilis PG in vivo and found that this probe labels the cell wall dramatically better than existing reagents. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Journal of the American Chemical Society is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1021/ja505668f
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        Text: English
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        PageCount: 4
        StartPage: 10874
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      – SubjectFull: Peptidoglycans
        Type: general
      – SubjectFull: Gram-positive bacteria
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      – SubjectFull: Gram-negative bacteria
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      – SubjectFull: Penicillin-binding proteins
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      – SubjectFull: Carboxamides
        Type: general
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      – TitleFull: Reconstitution of Peptidoglycan Cross-Linking Leads to Improved Fluorescent Probes of Cell Wall Synthesis.
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              M: 08
              Text: 8/6/2014
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