title: Synthesis of double-clickable functionalised graphene oxide for biological applications.
abstract: Azide- and alkyne-double functionalised graphene oxide (Click(2) GO) was synthesised and characterised with attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR), thermogravimetric analysis (TGA) and Raman spectroscopy. Fourteen-percentage increase in azide content was found, after pre-treatment of GO with meta-chloroperoxybenzoic acid (mCPBA), determined with elemental analysis. No effect on A549 cell viability was found, up to 100 μg mL(-1) and 72 h of incubation, determined with the modified lactate dehydrogenase (mLDH) assay. Two sequential copper(i) catalysed azide-alkyne cycloaddition (CuAAC) reactions were performed to conjugate the propargyl-modified blood-brain barrier targeting peptide Angiopep-2, and a bis-azide polyethylene glycol (MW = 3500), to the Click(2) GO. The final conjugate was characterised with ATR-FTIR and TGA.
authors: Institute of Pharmaceutical Science, King's College London, Franklin-Wilkins Building, 150 Stamford Street, London SE1 9NH, UK. khuloud.al-jamal@kcl.ac.uk.
authors: Kuo-Ching
authors: KC
authors: Mei
authors: Noelia
authors: N
authors: Rubio
authors: Pedro M
authors: PM
authors: Costa
authors: Houmam
authors: H
authors: Kafa
authors: Vincenzo
authors: V
authors: Abbate
authors: Frederic
authors: F
authors: Festy
authors: Sukhvinder S
authors: SS
authors: Bansal
authors: Robert C
authors: RC
authors: Hider
authors: Khuloud T
authors: KT
authors: Al-Jamal
mesh_terms: D000480:Alkynes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001386:Azides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001812:Blood-Brain Barrier / Q000737:chemistry / Q000187:drug effects; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D057930:Click Chemistry; D006108:Graphite / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D010087:Oxides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D010455:Peptides / Q000378:metabolism; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman; D013818:Thermogravimetry
chemical_list: D000480:Alkynes; C531860:Angiopep-2; D001386:Azides; D010087:Oxides; D010455:Peptides; D006108:Graphite