دورية أكاديمية
أعرض في EDS

Bioorthogonal Radiolabeling of Azide-Modified Bacteria Using [ 18 F]FB-sulfo-DBCO.

التفاصيل البيبلوغرافية
العنوان: Bioorthogonal Radiolabeling of Azide-Modified Bacteria Using [ 18 F]FB-sulfo-DBCO.
المؤلفون: Alanizi AA; Department of Radiology and Biomedical Imaging, University of California, San Francisco, San Francisco, California 94158, United States., Sorlin AM; Department of Radiology and Biomedical Imaging, University of California, San Francisco, San Francisco, California 94158, United States., Parker MFL; Department of Radiology and Biomedical Imaging, University of California, San Francisco, San Francisco, California 94158, United States.; Department of Psychiatry, Renaissance School of Medicine at Stony Brook University, Stony Brook, New York 11794, United States., López-Álvarez M; Department of Radiology and Biomedical Imaging, University of California, San Francisco, San Francisco, California 94158, United States., Qin H; Department of Radiology and Biomedical Imaging, University of California, San Francisco, San Francisco, California 94158, United States., Lee SH; Department of Radiology and Biomedical Imaging, University of California, San Francisco, San Francisco, California 94158, United States., Blecha J; Department of Radiology and Biomedical Imaging, University of California, San Francisco, San Francisco, California 94158, United States., Rosenberg OS; Department of Medicine, University of California, San Francisco, San Francisco, California 94158, United States., Engel J; Department of Medicine, University of California, San Francisco, San Francisco, California 94158, United States., Ohliger MA; Department of Radiology and Biomedical Imaging, University of California, San Francisco, San Francisco, California 94158, United States.; Department of Radiology, Zuckerberg San Francisco General Hospital, San Francisco, California 94110, United States., Flavell RR; Department of Radiology and Biomedical Imaging, University of California, San Francisco, San Francisco, California 94158, United States., Wilson DM; Department of Radiology and Biomedical Imaging, University of California, San Francisco, San Francisco, California 94158, United States.
المصدر: Bioconjugate chemistry [Bioconjug Chem] 2024 Apr 17; Vol. 35 (4), pp. 517-527. Date of Electronic Publication: 2024 Mar 14.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: American Chemical Society Country of Publication: United States NLM ID: 9010319 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1520-4812 (Electronic) Linking ISSN: 10431802 NLM ISO Abbreviation: Bioconjug Chem Subsets: MEDLINE
أسماء مطبوعة: Original Publication: Washington, DC : American Chemical Society, c1990-
مواضيع طبية MeSH: Azides*/chemistry , Peptidoglycan*, Humans ; Animals ; Mice ; Tissue Distribution ; Positron-Emission Tomography ; Bacteria ; Amino Acids ; Alanine ; Fluorine Radioisotopes/chemistry
مستخلص: Purpose: This study was motivated by the need for better positron emission tomography (PET)-compatible tools to image bacterial infection. Our previous efforts have targeted bacteria-specific metabolism via assimilation of carbon-11 labeled d-amino acids into the bacterial cell wall. Since the chemical determinants of this incorporation are not fully understood, we sought a high-throughput method to label d-amino acid derived structures with fluorine-18. Our strategy employed a chemical biology approach, whereby an azide (-N 3 ) bearing d-amino acid is incorporated into peptidoglycan muropeptides, with subsequent "click" cycloaddition with an 18 F-labeled strained cyclooctyne partner. Procedures: A water-soluble, 18 F-labeled and dibenzocyclooctyne (DBCO)-derived radiotracer ([ 18 F]FB-sulfo-DBCO) was synthesized. This tracer was incubated with pathogenic bacteria treated with azide-bearing d-amino acids, and incorporated 18 F was determined via gamma counting. In vitro uptake in bacteria previously treated with azide-modified d-amino acids was compared to that in cultures treated with amino acid controls. The biodistribution of [ 18 F]FB-sulfo-DBCO was studied in a cohort of healthy mice with implications for future in vivo imaging. Results: The new strain-promoted azide-alkyne cycloaddition (SPAAC) radiotracer [ 18 F]FB-sulfo-DBCO was synthesized with high radiochemical yield and purity via N -succinimidyl 4-[ 18 F]fluorobenzoate ([ 18 F]SFB). Accumulation of [ 18 F]FB-sulfo-DBCO was significantly higher in several bacteria treated with azide-modified d-amino acids than in controls; for example, we observed 7 times greater [ 18 F]FB-sulfo-DBCO ligation in Staphylococcus aureus cultures incubated with 3-azido-d-alanine versus those incubated with d-alanine. Conclusions: The SPAAC radiotracer [ 18 F]FB-sulfo-DBCO was validated in vitro via metabolic labeling of azide-bearing peptidoglycan muropeptides. d-Amino acid-derived PET radiotracers may be more efficiently screened via [ 18 F]FB-sulfo-DBCO modification.
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معلومات مُعتمدة: R01 EB024014 United States EB NIBIB NIH HHS; R01 EB025985 United States EB NIBIB NIH HHS; R01 EB030897 United States EB NIBIB NIH HHS
المشرفين على المادة: 0 (Azides)
0 (Peptidoglycan)
0 (Amino Acids)
OF5P57N2ZX (Alanine)
0 (Fluorine Radioisotopes)
تواريخ الأحداث: Date Created: 20240314 Date Completed: 20240418 Latest Revision: 20240426
رمز التحديث: 20240426
مُعرف محوري في PubMed: PMC11036355
DOI: 10.1021/acs.bioconjchem.4c00024
PMID: 38482815
قاعدة البيانات: MEDLINE
الوصف
تدمد:1520-4812
DOI:10.1021/acs.bioconjchem.4c00024