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N-Acetylneuraminic Acid

Drugs and Chemicals · NLM MeSH · updated 2026-10-31 · version 1

Citations verified against PubMedNot yet clinician-reviewed10 referencesApproximately 4 min read

An N-acyl derivative of neuraminic acid.

Table of Contents

1. Definition2. Research landscape3. Reading the evidence4. Open-access studies5. Key reviews6. References7. About this article

Definition and research guide

This page combines a MeSH definition, publication statistics and selected research abstracts. It is a starting point for reading the literature, not a medical textbook or a systematic evidence review.

Content available: 4 complete abstracts (685 words), 10 references. Full article text is not stored or reproduced here; follow the PMID, DOI or PMC links to read the original sources and their access terms.

Definition

An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518)

Definition: NLM Medical Subject Headings (MeSH) scope note (Public domain (U.S. National Library of Medicine); attribution requested). View the MeSH record.

Also known as: Acid, N-Acetylneuraminic; N Acetylneuraminic Acid; Sialic Acid; Acid, Sialic.

Where it fits in the MeSH classification

Broader topics
Sialic Acids

Research landscape

PubMed indexes 7,307 records tagged with the MeSH heading “N-Acetylneuraminic Acid” (counts retrieved 2026-10-31). 1,226 of them (16.8%) were published from 2020 onward, and the busiest period so far is through 1999 with 2,461 records.

Reviews account for 473 records (6.5%) and meta-analyses for 3. Randomized controlled trials number 26 (0.4%) as a share of all records on the topic. Randomized trials make up only a small share of this literature, so much of what is known comes from laboratory, observational or descriptive work.

PubMed records by publication periodthrough 1999: 2,461 records; 2000-2009: 1,751 records; 2010-2019: 1,869 records; 2020 onward: 1,226 records2,461through 19991,7512000-20091,8692010-20191,2262020 onward
Records in PubMed indexed with this heading, by publication period. Real counts from NCBI E-utilities; the final period covers only part of the current year. Volume reflects how much has been published, not how strong the evidence is.
Show the data
PeriodRecords
through 19992,461
2000-20091,751
2010-20191,869
2020 onward1,226
Share of records by publication typeReviews: 6.5 percent; Meta-analyses: 0.0 percent; Randomized controlled trials: 0.4 percentReviews6.5% (473)Meta-analyses0.0% (3)Randomized controlled trials0.4% (26)
Share of all PubMed records on this heading that carry each publication type. Types overlap with other records, so the shares do not sum to 100%.
Publication-type chart data
Publication types among 7,307 PubMed records
TypeRecordsShare
Reviews4736.5%
Meta-analyses30.0%
Randomized controlled trials260.4%

Method: PubMed query "N-Acetylneuraminic Acid"[MeSH Terms] with publication-type and date filters, retrieved 2026-10-31.

Reading the evidence in drugs and chemicals

Studies of a chemical or drug can answer very different questions: what it is and how it behaves in cells and animals, how the body handles it, and whether it changes outcomes in people. Laboratory and animal findings often do not carry over to patients, and observational studies of exposures are confounded by who uses a substance and why. Nothing on this page is a recommendation to use, avoid, start or stop any substance or medicine; talk to a qualified clinician or pharmacist about your own situation. Check the dose, the species, the comparison group and whether a patient-relevant outcome was measured.

Evidence from open-access studies

These open-access studies come from PubMed’s best-match results for this heading (papers whose main topic it is), ranked here by citation count, with one recent addition. Each abstract is reproduced in full under its recorded open licence so that you can read the authors’ own words. They illustrate the literature; they are not a systematic summary of it. Citation counts measure attention, not reliability or clinical benefit.

Study comparison — selected abstracts, not a systematic review
Study / authorsYearSource label / designEurope PMC citationsLicence / source
Sialic acid catabolism drives intestinal inflammation and microbial dysbiosis in mice
Huang YL, Chassard C, Hausmann M, von Itzstein M, Hennet T
2015Research article
Design not recorded in structured metadata
208cc by
PMID 26303108 · DOI · PMC4560832
Sialylation is involved in cell fate decision during development, reprogramming and cancer progression
Li F, Ding J
2019Review article
Design not recorded in structured metadata
168cc by
PMID 30478534 · DOI · PMC6626595
Sialic Acid and Sialylated Oligosaccharide Supplementation during Lactation Improves Learning and Memory in Rats
Oliveros E, Vázquez E, Barranco A, Ramírez M, Gruart A, Delgado-García JM, et al.
2018Research article
Design not recorded in structured metadata
101cc by
PMID 30332832 · DOI · PMC6212975
Unnatural Triggers Converted From Tetrazine-Attached Sialic Acid for Activation of Optoacoustic Imaging-Guided Cancer Theranostics
Wu Y, Sun L, Zhang X, Zhong W, Chen X, Wang S, et al.
2025Research article
Design not recorded in structured metadata
6cc by
PMID 40257825 · DOI · PMC12184287

Sialic acid catabolism drives intestinal inflammation and microbial dysbiosis in mice [1]

Research article Huang YL, Chassard C, Hausmann M, von Itzstein M, Hennet T · · 2015 · cited 208 times (Europe PMC)

Abstract reading summary — source excerpts
Opening excerpt
Rapid shifts in microbial composition frequently occur during intestinal inflammation, but the mechanisms underlying such changes remain elusive.
Closing excerpt
coli dysbiosis.
Interpretation limits
Verbatim excerpts from the authors’ abstract; the closing excerpt may describe a finding, limitation or recommendation. Design, population, effect size and uncertainty have not been independently extracted or appraised. Read the complete abstract and linked paper before interpreting the findings.
Read complete abstract (152 words)

Rapid shifts in microbial composition frequently occur during intestinal inflammation, but the mechanisms underlying such changes remain elusive. Here we demonstrate that an increased caecal sialidase activity is critical in conferring a growth advantage for some bacteria including Escherichia coli (E. coli) during intestinal inflammation in mice. This sialidase activity originates among others from Bacteroides vulgatus, whose intestinal levels expand after dextran sulphate sodium administration. Increased sialidase activity mediates the release of sialic acid from intestinal tissue, which promotes the outgrowth of E. coli during inflammation. The outburst of E. coli likely exacerbates the inflammatory response by stimulating the production of pro-inflammatory cytokines by intestinal dendritic cells. Oral administration of a sialidase inhibitor and low levels of intestinal α2,3-linked sialic acid decrease E. coli outgrowth and the severity of colitis in mice. Regulation of sialic acid catabolism opens new perspectives for the treatment of intestinal inflammation as manifested by E. coli dysbiosis.

Abstract reproduced from the open-access article under the recorded cc by licence; © the authors. PMID 26303108 · DOI · PMC4560832

Sialylation is involved in cell fate decision during development, reprogramming and cancer progression [2]

Review article Li F, Ding J · · 2019 · cited 168 times (Europe PMC)

Abstract reading summary — source excerpts
Opening excerpt
Sialylation, or the covalent addition of sialic acid to the terminal end of glycoproteins, is a biologically important modification that is involved in embryonic development, neurodevelopment, reprogramming, oncogenesis and immune responses.
Closing excerpt
Taken together, the current evidences demonstrate that sialylation is involved in crucial cell fate decision.
Interpretation limits
Verbatim excerpts from the authors’ abstract; the closing excerpt may describe a finding, limitation or recommendation. Design, population, effect size and uncertainty have not been independently extracted or appraised. Read the complete abstract and linked paper before interpreting the findings.
Read complete abstract (136 words)

Sialylation, or the covalent addition of sialic acid to the terminal end of glycoproteins, is a biologically important modification that is involved in embryonic development, neurodevelopment, reprogramming, oncogenesis and immune responses. In this review, we have given a comprehensive overview of the current literature on the involvement of sialylation in cell fate decision during development, reprogramming and cancer progression. Sialylation is essential for early embryonic development and the deletion of UDP-GlcNAc 2-epimerase, a rate-limiting enzyme in sialic acid biosynthesis, is embryonically lethal. Furthermore, the sialyltransferase ST6GAL1 is required for somatic cell reprogramming, and its downregulation is associated with decreased reprogramming efficiency. In addition, sialylation levels and patterns are altered during cancer progression, indicating the potential of sialylated molecules as cancer biomarkers. Taken together, the current evidences demonstrate that sialylation is involved in crucial cell fate decision.

Abstract reproduced from the open-access article under the recorded cc by licence; © the authors. PMID 30478534 · DOI · PMC6626595

Sialic Acid and Sialylated Oligosaccharide Supplementation during Lactation Improves Learning and Memory in Rats [3]

Research article Oliveros E, Vázquez E, Barranco A, Ramírez M, Gruart A, Delgado-García JM, et al. · · 2018 · cited 101 times (Europe PMC)

Abstract reading summary — source excerpts
Opening excerpt
Sialic acids (Sia) are postulated to improve cognitive abilities.
Closing excerpt
Providing Sia during lactation, especially as 6'-SL, improves memory and LTP in adult rats.
Interpretation limits
Verbatim excerpts from the authors’ abstract; the closing excerpt may describe a finding, limitation or recommendation. Design, population, effect size and uncertainty have not been independently extracted or appraised. Read the complete abstract and linked paper before interpreting the findings.
Read complete abstract (207 words)

Sialic acids (Sia) are postulated to improve cognitive abilities. This study evaluated Sia effects on rat behavior when administered in a free form as N-acetylneuraminic acid (Neu5Ac) or conjugated as 6'-sialyllactose (6'-SL). Rat milk contains Sia, which peaks at Postnatal Day 9 and drops to a minimum by Day 15. To bypass this Sia peak, a cohort of foster mothers was used to raise the experimental pups. A group of pups received a daily oral supplementation of Neu5Ac to mimic the amount naturally present in rat milk, and another group received the same molar amount of Sia as 6'-SL. The control group received water. After weaning, rats were submitted to behavioral evaluation. One year later, behavior was re-evaluated, and in vivo long-term potentiation (LTP) was performed. Brain samples were collected and analyzed at both ages. Adult rats who received Sia performed significantly better in the behavioral assessment and showed an enhanced LTP compared to controls. Within Sia groups, 6'-SL rats showed better scores in some cognitive outcomes compared to Neu5Ac rats. At weaning, an effect on polysialylated-neural cell adhesion molecule (PSA-NCAM) levels in the frontal cortex was only observed in 6'-SL fed rats. Providing Sia during lactation, especially as 6'-SL, improves memory and LTP in adult rats.

Abstract reproduced from the open-access article under the recorded cc by licence; © the authors. PMID 30332832 · DOI · PMC6212975

Unnatural Triggers Converted From Tetrazine-Attached Sialic Acid for Activation of Optoacoustic Imaging-Guided Cancer Theranostics [4]

Research article Wu Y, Sun L, Zhang X, Zhong W, Chen X, Wang S, et al. · · 2025 · cited 6 times (Europe PMC)

Abstract reading summary — source excerpts
Opening excerpt
Constructing chemical groups on cell membranes through metabolic glycoengineering of unnatural sugars is an effective means to solve the issue of insufficient or even lack of targets in cancer theranostics.
Closing excerpt
Tetrazine trigger-activated CyTCO displays high photo-to-heat conversion efficiency, which can cause an obvious increase in temperature under laser irradiation and then initiate AIPH decomposition to produce toxic radicals for combined therapy.
Interpretation limits
Verbatim excerpts from the authors’ abstract; the closing excerpt may describe a finding, limitation or recommendation. Design, population, effect size and uncertainty have not been independently extracted or appraised. Read the complete abstract and linked paper before interpreting the findings.
Read complete abstract (190 words)

Constructing chemical groups on cell membranes through metabolic glycoengineering of unnatural sugars is an effective means to solve the issue of insufficient or even lack of targets in cancer theranostics. Herein, we address the limitations by developing a tetrazine precursor (SiaTz) based on a nonO-acetylated sialic acid scaffold and then utilizing it to create unnatural tetrazine triggers on the surface of cancer cells. SiaTz exhibits a good balance between the stability and reaction kinetics under physiological conditions and can be efficiently converted into corresponding tetrazine trigger through bypassing several size-limiting steps in metabolic glycoengineering process. We also prepare a proof-of-concept theranostic combination of a trans-cyclooctene derivative (CyTCO) and a thermal-sensitive drug 2,2'-azobis[2-(2-imidazolin-2-yl) propane]-dihydrochloride (AIPH) to verify the activation function of tetrazine triggers in theranostics of orthotopic and metastatic tumors. In the presence of tetrazine triggers, CyTCO can be activated via bio-orthogonal reaction to induce optoacoustic signal enhancement, enabling high-contrast diagnostic imaging and precise tumor localization to guide subsequent treatments. Tetrazine trigger-activated CyTCO displays high photo-to-heat conversion efficiency, which can cause an obvious increase in temperature under laser irradiation and then initiate AIPH decomposition to produce toxic radicals for combined therapy.

Abstract reproduced from the open-access article under the recorded cc by licence; © the authors. PMID 40257825 · DOI · PMC12184287

Key reviews and meta-analyses

The most cited review-type papers among PubMed’s best-match results for this heading, listed with bibliographic details only. Follow the links for the full text and access terms.

  • Research article Glycan-based interactions involving vertebrate sialic-acid-recognizing proteins [5]
    Varki A · Nature · 2007 · cited 607 times (Europe PMC)
  • Research article Diversity of microbial sialic acid metabolism [6]
    Vimr ER, Kalivoda KA, Deszo EL, Steenbergen SM · Microbiol Mol Biol Rev · 2004 · cited 447 times (Europe PMC)
  • Research article Sialic acid utilization by bacterial pathogens [7]
    Severi E, Hood DW, Thomas GH · Microbiology (Reading) · 2007 · cited 378 times (Europe PMC)
  • Research article The sweet spot: defining virus-sialic acid interactions [8]
    Stencel-Baerenwald JE, Reiss K, Reiter DM, Stehle T, Dermody TS · Nat Rev Microbiol · 2014 · cited 315 times (Europe PMC)
  • Research article Sialic acids in molecular and cellular interactions [9]
    Kelm S, Schauer R · Int Rev Cytol · 1997 · cited 315 times (Europe PMC)
  • Research article Sialic acid is an essential nutrient for brain development and cognition [10]
    Wang B · Annu Rev Nutr · 2009 · cited 257 times (Europe PMC)

References

  1. Huang YL, Chassard C, Hausmann M, von Itzstein M, Hennet T. Sialic acid catabolism drives intestinal inflammation and microbial dysbiosis in mice. . 2015. PMID 26303108 · DOI · PMC4560832
  2. Li F, Ding J. Sialylation is involved in cell fate decision during development, reprogramming and cancer progression. . 2019. PMID 30478534 · DOI · PMC6626595
  3. Oliveros E, Vázquez E, Barranco A, Ramírez M, Gruart A, Delgado-García JM, et al.. Sialic Acid and Sialylated Oligosaccharide Supplementation during Lactation Improves Learning and Memory in Rats. . 2018. PMID 30332832 · DOI · PMC6212975
  4. Wu Y, Sun L, Zhang X, Zhong W, Chen X, Wang S, et al.. Unnatural Triggers Converted From Tetrazine-Attached Sialic Acid for Activation of Optoacoustic Imaging-Guided Cancer Theranostics. . 2025. PMID 40257825 · DOI · PMC12184287
  5. Varki A. Glycan-based interactions involving vertebrate sialic-acid-recognizing proteins. Nature. 2007. PMID 17460663 · DOI
  6. Vimr ER, Kalivoda KA, Deszo EL, Steenbergen SM. Diversity of microbial sialic acid metabolism. Microbiol Mol Biol Rev. 2004. PMID 15007099 · DOI · PMC362108
  7. Severi E, Hood DW, Thomas GH. Sialic acid utilization by bacterial pathogens. Microbiology (Reading). 2007. PMID 17768226 · DOI
  8. Stencel-Baerenwald JE, Reiss K, Reiter DM, Stehle T, Dermody TS. The sweet spot: defining virus-sialic acid interactions. Nat Rev Microbiol. 2014. PMID 25263223 · DOI · PMC4791167
  9. Kelm S, Schauer R. Sialic acids in molecular and cellular interactions. Int Rev Cytol. 1997. PMID 9203358 · DOI · PMC7133163
  10. Wang B. Sialic acid is an essential nutrient for brain development and cognition. Annu Rev Nutr. 2009. PMID 19575597 · DOI

About this article

Sources
NLM Medical Subject Headings (definition, synonyms); NCBI PubMed (counts, identifiers); Europe PMC (open-access abstracts and citation counts).
Verification
Every reference was resolved against PubMed on 2026-10-31; title, year and DOI matched.
Review state
automated source verified; no human expert review has been recorded yet.
Version
1, last updated 2026-10-31.

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At a glance

7,307
PubMed records on this heading
17%
published since 2020
473
review articles
26
randomized trials
10
verified references below

Counts come from PubMed on 2026-10-31; they show how much has been written, not how strong the evidence is.

Related topics See all →

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