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Record W2038730879 · doi:10.1246/bcsj.75.1563

The Position of Aib Residues Defines the Antimicrobial Activity of Aib-Containing Peptides

2002· article· en· W2038730879 on OpenAlexaff
Hiroshi Yamaguchi, Hiroaki Kodama, Satoshi Osada, Masood Jelokhani‐Niaraki, Fumio Kato, Michio Kondo

Bibliographic record

VenueBulletin of the Chemical Society of Japan · 2002
Typearticle
Languageen
FieldImmunology and Microbiology
TopicAntimicrobial Peptides and Activities
Canadian institutionsWilfrid Laurier University
Fundersnot available
KeywordsChemistryAntimicrobialStereochemistryTraditional medicineOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract 2-Aminoisobutyric acid (Aib,1 2-amino-2-methylpropionic acid) is an unusual amino acid, which is present in some antimicrobial peptides. To elucidate the impact of Aib residues on the conformation and biological activity of ion channel forming peptides, Aib residues in Ac-(Aib-Lys-Aib-Ala)5-NH2 were partially and fully replaced by Ala residues. A total of three analogs were thus synthesized. Two of these analogs, Ac-(Aib-Lys-Ala-Ala)5-NH2 (BKAA-20) and Ac-(Ala-Lys-Aib-Ala)5-NH2 (AKBA-20), had similar amino acid composition and were not hemolytic. BKAA-20 exhibited comparable antimicrobial activity to gramicidin S against Gram-positive bacteria (minimum inhibitory concentration: ∼3.13 µg ml-1), whereas AKBA-20 was not active. Single-channel measurements showed that there was a clear correlation between the antimicrobial activity and the ion channel activity in these analogs. The third analog, Ac-(Ala-Lys-Ala-Ala)5-NH2, was biologically inactive. Circular dichroism spectroscopy revealed that the helix forming propensities of BKAA-20 and AKBA-20 were independent of the position of Aib residues in negatively charged phospholipid vesicles, as mimics of external cell membranes of bacteria. However, different positions of Aib residues in BKAA-20 and AKBA-20 affected their antimicrobial activity. It is indicated that the introduction of Aib residues into the peptide backbone not only promotes the generation of stable helical conformations, but also modulates the antimicrobial activity. The results of this study can implicate a deeper understanding of the role of Aib residues in the structure-activity relationships of helical pore forming peptides, which in turn promotes the rational design of effective antimicrobial peptides.

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 distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation 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 score0.073
Threshold uncertainty score0.796

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.001
Bibliometrics0.0000.000
Science and technology studies0.0000.002
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0000.000

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 head0.012
GPT teacher head0.204
Teacher spread0.192 · 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 teacher head, 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

Citations13
Published2002
Admission routes1
Has abstractyes

Explore more

Same venueBulletin of the Chemical Society of JapanSame topicAntimicrobial Peptides and ActivitiesFrench-language works237,207