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Record W4412653831 · doi:10.1002/chem.202501987

Chemical Synthesis and Structural Determination of the Inositol Glycan Head of Plant Sphingolipid GIPC in Brassicaceae

2025· article· en· W4412653831 on OpenAlexfundno aff
Yutaka Umemura, M. Saidul Islam, Rumana Yesmin Hasi, Toshiki Ishikawa, Minoru Nagano, Takuji Oka, Naoko Komura, Akihiro Imamura, Hideharu Ishida, Hiromune Ando, Tamotsu Tanaka

Bibliographic record

VenueChemistry - A European Journal · 2025
Typearticle
Languageen
FieldChemistry
TopicCarbohydrate Chemistry and Synthesis
Canadian institutionsnot available
FundersCore Research for Evolutional Science and TechnologyCanadian Glycomics NetworkJapan Society for the Promotion of ScienceMinistry of Education, Culture, Sports, Science and TechnologySupport for Pioneering Research Initiated by the Next Generation
KeywordsBrassicaceaeSphingolipidGlycanChemistryBotanyInositolBiologyBiochemistryGlycoprotein

Abstract

fetched live from OpenAlex

Glycosylinositol phosphoceramides (GIPCs), a major class of plant sphingolipids, are key components of the plasma membrane and play important roles in plants. These molecules consist of a ceramide 1-phosphate tail attached to an inositol glycan (IG) head, which typically contains an d-glucuronic acid (GlcA)-α(1→2)-myo-inositol structure. The second monosaccharide linked to the O-4 position of the GlcA residue differs depending on plant species and cell tissues. In Arabidopsis, the predominant second monosaccharide has been identified as hexose (Hex) using LC-MS/MS analysis. However, the stereochemistry and anomeric configuration of the Hex have not yet been determined using spectroscopic techniques. In this study, we chemically synthesized three different Hex-type IGs in which the GlcA residue binds to d-glucose, d-galactose, or d-mannose (Man) as the second monosaccharide. Using the synthetic standards, we determined the IG head structure of naturally occurring GIPCs isolated from cabbage by using several analytical methods. We successfully confirmed that Hex as the second monosaccharide linked to the GlcA residue is d-Man with an α-glycosidic bond.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.003
Threshold uncertainty score0.006

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.009
GPT teacher head0.220
Teacher spread0.211 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations1
Published2025
Admission routes1
Has abstractyes

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Same venueChemistry - A European JournalSame topicCarbohydrate Chemistry and SynthesisFrench-language works237,207