Statistical analysis of the Bacterial Carbohydrate Structure Data Base (BCSDB): Characteristics and diversity of bacterial carbohydrates in comparison with mammalian glycans

Herget, Stephan; Toukach, Filip V.; Ranzinger, René; Hull, William E.; Knirel, Yuriy A.; Lieth, Claus‐Wilhelm von der

doi:10.1186/1472-6807-8-35

Cited by 123 publications

(135 citation statements)

References 25 publications

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“…Aside from their implications in HIV-1, these results show that bacterial-derived heptose elicits an innate response in mammalian cells. This result is intuitively satisfying, because heptose is not part of the mammalian glycome (35) and thus would provide an obvious signal of microbial infection.…”

Section: Discussionmentioning

confidence: 68%

“…Viability Is Essential for HIV-1 LTR Induction. The composition of the core oligosaccharide in Gram-negative bacteria is highly conserved, and many of these bacteria, including E. coli and H. influenzae, contain heptose (35). However, E. coli and H. influenzae do not induce HIV-1 LTR expression ( Fig.…”

Section: Resultsmentioning

confidence: 99%

“…To ensure selective immune induction, MAMPs typically are invariant bacterial features unique to microorganisms. Heptose is ideally suited for this purpose because it is a carbohydrate that is not produced by mammals but is associated with most bacteria (35). A purification protocol was developed to isolate the active form of heptose from Ng culture supernatants.…”

Section: Resultsmentioning

confidence: 99%

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Neisseria gonorrhoeae-derived heptose elicits an innate immune response and drives HIV-1 expression

Malott¹,

Keller

Gaudet³

et al. 2013

Proc. Natl. Acad. Sci. U.S.A.

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Clinical and epidemiological synergy exists between the globally important sexually transmitted infections, gonorrhea and HIV. Neisseria gonorrhoeae , which causes gonorrhea, is particularly adept at driving HIV-1 expression, but the molecular determinants of this relationship remain undefined. N. gonorrhoeae liberates a soluble factor that potently induces expression from the HIV-1 LTR in coinfected cluster of differentiation 4-positive (CD4 + ) T lymphocytes, but this factor is not a previously described innate effector. A genome-wide mutagenesis approach was undertaken to reveal which component(s) of N. gonorrhoeae induce HIV-1 expression in CD4 + T lymphocytes. A mutation in the ADP-heptose biosynthesis gene, hldA , rendered the bacteria unable to induce HIV-1 expression. The hldA mutant has a truncated lipooligosaccharide structure, contains lipid A in its outer membrane, and remains bioactive in a TLR4 reporter-based assay but did not induce HIV-1 expression. Mass spectrometry analysis of extensively fractionated N. gonorrhoeae- derived supernatants revealed that the LTR-inducing fraction contained a compound having a mass consistent with heptose-monophosphate (HMP). Heptose is a carbohydrate common in microbes but is absent from the mammalian glycome. Although ADP-heptose biosynthesis is common among Gram-negative bacteria, and heptose is a core component of most lipopolysaccharides, N. gonorrhoeae is peculiar in that it effectively liberates HMP during growth. This N. gonorrhoeae- derived HMP activates CD4 + T cells to invoke an NF-κB–dependent transcriptional response that drives HIV-1 expression and viral production. Our study thereby shows that heptose is a microbial-specific product that is sensed as an innate immune agonist and unveils the molecular link between N. gonorrhoeae and HIV-1.

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Section: Discussionmentioning

confidence: 68%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Neisseria gonorrhoeae-derived heptose elicits an innate immune response and drives HIV-1 expression

Malott¹,

Keller

Gaudet³

et al. 2013

Proc. Natl. Acad. Sci. U.S.A.

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“…polysaccharides is frequent. 10 Obviously, it has long been known as a common post glycosylation modification of major biological importance. It was essentially addressed in relation to sialic acid diversification, thereby underlining its implication in bacterial virulence and disease pathogenesis as well as its ability to alter the host innate and adaptive immunity, and ultimately contribute to bacterial escape.…”

Section: Introductionmentioning

confidence: 99%

Bacterial polysaccharides as major surface antigens: interest in O-acetyl substitutions

Mulard¹

2017

Carbohydrate Chemistry

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“…To connect GNP chemotypes by tandem MS with GNP genotypes, a template first had to be established that would link de novo MS n fragmentation data of each sugar with the corresponding biosynthetic genes from characterized microbial GNP pathways. This MS-glycogenetic code comprises 83 microbial sugar monomers, including the most common microbial sugars from the Bacterial Carbohydrate Structure Database (24) and most known deoxysugars, involved in natural product glycosylation specific biosynthetic genes of the corresponding verified or predicted sugar pathway (Dataset S2).…”

Section: A Ms-glycogenetic Code Connecting Microbial Gnp Chemotypes Andmentioning

confidence: 99%

Glycogenomics as a mass spectrometry-guided genome-mining method for microbial glycosylated molecules

Kersten

Ziemert

Gonzalez³

et al. 2013

Proc. Natl. Acad. Sci. U.S.A.

101

107

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Glycosyl groups are an essential mediator of molecular interactions in cells and on cellular surfaces. There are very few methods that directly relate sugar-containing molecules to their biosynthetic machineries. Here, we introduce glycogenomics as an experimentguided genome-mining approach for fast characterization of glycosylated natural products (GNPs) and their biosynthetic pathways from genome-sequenced microbes by targeting glycosyl groups in microbial metabolomes. Microbial GNPs consist of aglycone and glycosyl structure groups in which the sugar unit(s) are often critical for the GNP's bioactivity, e.g., by promoting binding to a target biomolecule. GNPs are a structurally diverse class of molecules with important pharmaceutical and agrochemical applications. Herein, O-and N-glycosyl groups are characterized in their sugar monomers by tandem mass spectrometry (MS) and matched to corresponding glycosylation genes in secondary metabolic pathways by a MS-glycogenetic code. The associated aglycone biosynthetic genes of the GNP genotype then classify the natural product to further guide structure elucidation. We highlight the glycogenomic strategy by the characterization of several bioactive glycosylated molecules and their gene clusters, including the anticancer agent cinerubin B from Streptomyces sp. SPB74 and an antibiotic, arenimycin B, from Salinispora arenicola CNB-527.secondary metabolite | drug discovery | microbial genomics | deoxysugar | polyketide

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Statistical analysis of the Bacterial Carbohydrate Structure Data Base (BCSDB): Characteristics and diversity of bacterial carbohydrates in comparison with mammalian glycans

Cited by 123 publications

References 25 publications

Neisseria gonorrhoeae-derived heptose elicits an innate immune response and drives HIV-1 expression

Neisseria gonorrhoeae-derived heptose elicits an innate immune response and drives HIV-1 expression

Bacterial polysaccharides as major surface antigens: interest in O-acetyl substitutions

Glycogenomics as a mass spectrometry-guided genome-mining method for microbial glycosylated molecules

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