Chelator-Free Radiolabeling of Nanographene: Breaking the Stereotype of Chelation

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2017 Feb 8

PMID 28170126

Citations 22

Authors

Sixiang Shi

Cheng Xu

Kai Yang

Shreya Goel

Hector F Valdovinos

Haiming Luo

Emily B Ehlerding

Christopher G England

Liang Cheng

Feng Chen

Robert J Nickles

Zhuang Liu

Weibo Cai

Affiliations

Soon will be listed here.

Abstract

Macrocyclic chelators have been widely employed in the realm of nanoparticle-based positron emission tomography (PET) imaging, whereas its accuracy remains questionable. Here, we found that Cu can be intrinsically labeled onto nanographene based on interactions between Cu and the π electrons of graphene without the need of chelator conjugation, providing a promising alternative radiolabeling approach that maintains the native in vivo pharmacokinetics of the nanoparticles. Due to abundant π bonds, reduced graphene oxide (RGO) exhibited significantly higher labeling efficiency in comparison with graphene oxide (GO) and exhibited excellent radiostability in vivo. More importantly, nonspecific attachment of 1,4,7-triazacyclononane-1,4,7-triacetic acid (NOTA) on nanographene was observed, which revealed that chelator-mediated nanoparticle-based PET imaging has its inherent drawbacks and can possibly lead to erroneous imaging results in vivo.

Citing Articles

Approaches to Nanoparticle Labeling: A Review of Fluorescent, Radiological, and Metallic Techniques.

Chen H, Hu Q, Li W, Cai X, Mao L, Li R Environ Health (Wash). 2024; 1(2):75-89.

PMID: 39473584 PMC: 11504608. DOI: 10.1021/envhealth.3c00034.

Advances in graphene-based 2D materials for tendon, nerve, bone/cartilage regeneration and biomedicine.

Gao Y, Wang X, Fan C iScience. 2024; 27(7):110214.

PMID: 39040049 PMC: 11261022. DOI: 10.1016/j.isci.2024.110214.

Methods for Radiolabelling Nanoparticles: PET Use (Part 2).

Bentivoglio V, Varani M, Lauri C, Ranieri D, Signore A Biomolecules. 2022; 12(10).

PMID: 36291726 PMC: 9599877. DOI: 10.3390/biom12101517.

Nanotheranostics for Image-Guided Cancer Treatment.

Dennahy I, Han Z, MacCuaig W, Chalfant H, Condacse A, Hagood J Pharmaceutics. 2022; 14(5).

PMID: 35631503 PMC: 9144228. DOI: 10.3390/pharmaceutics14050917.

Engineered 2D materials for optical bioimaging and path toward therapy and tissue engineering.

Ranasinghe J, Jain A, Wu W, Zhang K, Wang Z, Huang S J Mater Res. 2022; 37(10):1689-1713.

PMID: 35615304 PMC: 9122553. DOI: 10.1557/s43578-022-00591-5.

References

Goel S, Chen F, Ehlerding E, Cai W . Intrinsically radiolabeled nanoparticles: an emerging paradigm. Small. 2014; 10(19):3825-30. PMC: 4191998. DOI: 10.1002/smll.201401048. View

Zhang Y, Jeon M, Rich L, Hong H, Geng J, Zhang Y . Non-invasive multimodal functional imaging of the intestine with frozen micellar naphthalocyanines. Nat Nanotechnol. 2014; 9(8):631-8. PMC: 4130353. DOI: 10.1038/nnano.2014.130. View

Zhang Y, Hong H, Engle J, Bean J, Yang Y, Leigh B . Positron emission tomography imaging of CD105 expression with a 64Cu-labeled monoclonal antibody: NOTA is superior to DOTA. PLoS One. 2011; 6(12):e28005. PMC: 3235104. DOI: 10.1371/journal.pone.0028005. View

Hong H, Yang K, Zhang Y, Engle J, Feng L, Yang Y . In vivo targeting and imaging of tumor vasculature with radiolabeled, antibody-conjugated nanographene. ACS Nano. 2012; 6(3):2361-70. PMC: 3314116. DOI: 10.1021/nn204625e. View

Blanco E, Shen H, Ferrari M . Principles of nanoparticle design for overcoming biological barriers to drug delivery. Nat Biotechnol. 2015; 33(9):941-51. PMC: 4978509. DOI: 10.1038/nbt.3330. View

Chen F, Ellison P, Lewis C, Hong H, Zhang Y, Shi S . Chelator-free synthesis of a dual-modality PET/MRI agent. Angew Chem Int Ed Engl. 2013; 52(50):13319-23. PMC: 3855680. DOI: 10.1002/anie.201306306. View

Cai W, Wu Y, Chen K, Cao Q, Tice D, Chen X . In vitro and in vivo characterization of 64Cu-labeled Abegrin, a humanized monoclonal antibody against integrin alpha v beta 3. Cancer Res. 2006; 66(19):9673-81. DOI: 10.1158/0008-5472.CAN-06-1480. View

Albanese A, Tang P, Chan W . The effect of nanoparticle size, shape, and surface chemistry on biological systems. Annu Rev Biomed Eng. 2012; 14:1-16. DOI: 10.1146/annurev-bioeng-071811-150124. View

Cai W, Chen K, Li Z, Gambhir S, Chen X . Dual-function probe for PET and near-infrared fluorescence imaging of tumor vasculature. J Nucl Med. 2007; 48(11):1862-70. DOI: 10.2967/jnumed.107.043216. View

10.

Cooper M, Ma M, Sunassee K, Shaw K, Williams J, Paul R . Comparison of (64)Cu-complexing bifunctional chelators for radioimmunoconjugation: labeling efficiency, specific activity, and in vitro/in vivo stability. Bioconjug Chem. 2012; 23(5):1029-39. PMC: 4756438. DOI: 10.1021/bc300037w. View

11.

Luo H, Hernandez R, Hong H, Graves S, Yang Y, England C . Noninvasive brain cancer imaging with a bispecific antibody fragment, generated via click chemistry. Proc Natl Acad Sci U S A. 2015; 112(41):12806-11. PMC: 4611632. DOI: 10.1073/pnas.1509667112. View

12.

Ma L, Koka J, Stace A, Cox H . Gas phase UV spectrum of a Cu(II)-bis(benzene) sandwich complex: experiment and theory. J Phys Chem A. 2014; 118(45):10730-7. DOI: 10.1021/jp506530g. View

13.

Chen F, Goel S, Hernandez R, Graves S, Shi S, Nickles R . Dynamic Positron Emission Tomography Imaging of Renal Clearable Gold Nanoparticles. Small. 2016; 12(20):2775-82. PMC: 4874869. DOI: 10.1002/smll.201600194. View

14.

Goel S, England C, Chen F, Cai W . Positron emission tomography and nanotechnology: A dynamic duo for cancer theranostics. Adv Drug Deliv Rev. 2016; 113:157-176. PMC: 5299094. DOI: 10.1016/j.addr.2016.08.001. View

15.

Sun X, Cai W, Chen X . Positron emission tomography imaging using radiolabeled inorganic nanomaterials. Acc Chem Res. 2015; 48(2):286-94. PMC: 4540359. DOI: 10.1021/ar500362y. View

16.

Weber J, Beard P, Bohndiek S . Contrast agents for molecular photoacoustic imaging. Nat Methods. 2016; 13(8):639-50. DOI: 10.1038/nmeth.3929. View

17.

Gambhir S . Molecular imaging of cancer with positron emission tomography. Nat Rev Cancer. 2002; 2(9):683-93. DOI: 10.1038/nrc882. View

18.

Stasiuk G, Long N . The ubiquitous DOTA and its derivatives: the impact of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid on biomedical imaging. Chem Commun (Camb). 2013; 49(27):2732-46. DOI: 10.1039/c3cc38507h. View

19.

Zhang Y, Wang D, Goel S, Sun B, Chitgupi U, Geng J . Surfactant-Stripped Frozen Pheophytin Micelles for Multimodal Gut Imaging. Adv Mater. 2016; 28(38):8524-8530. PMC: 5142297. DOI: 10.1002/adma.201602373. View

20.

Aryal S, Key J, Stigliano C, Landis M, Lee D, Decuzzi P . Positron emitting magnetic nanoconstructs for PET/MR imaging. Small. 2014; 10(13):2688-96. DOI: 10.1002/smll.201303933. View