Peptides were synthesized with a 5(6)-fluorescein carboxylate (FAM) label and amide-blocked C-terminus. An extra cysteine with a free sulfhydryl group was added to cyclic peptides for coupling purposes [37 (link)]. Linear peptides contained an N-terminal cysteine residue. The synthesis and subsequent conjugation of aminated dextran coated iron oxide NWs have been described [14 (link)–16 (link)]. For peptide coupling to NWs, aminated NWs were PEGylated with maleimide-5KPEG-NHS (JenKem Technology) and peptides were conjugated to the functionalized particles through a thioether bond between the cysteine thiol in the peptide and the maleimide on the particles.
Maleimide 5kpeg nhs
Manufactured by JenKem Technology
Sourced in United States
Maleimide-5KPEG-NHS is a heterobifunctional crosslinker with a maleimide group on one end and an N-hydroxysuccinimide (NHS) ester on the other. The maleimide group can react with sulfhydryl (thiol) groups, while the NHS ester can react with primary amine groups, allowing for the conjugation of two different molecules.
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3 protocols using maleimide 5kpeg nhs
1
Peptide-Conjugated Iron Oxide Nanoparticles
2
Synthesis and Conjugation of Fluorescent Peptide-Functionalized Iron Oxide Nanoworms
3
Peptide-Functionalized Nanowire Synthesis
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Peptides were synthesized using Fmoc/t-Bu chemistry using microwave-assisted automated peptide synthesizer (Liberty, CEM Corporation, NC, USA), purified by HPLC using 0.1% TFA in acetonitrile-water mixture to 90%-95% purity and validated by Q-TOF mass spectral analysis. Fluorescent peptides with blocked C-terminus were synthesized in-house by using 5(6)-carboxyfluorescein (FAM) with 6aminohexanoic acid spacer attached to the N-terminus of the peptide, or ordered from a commercial supplier (TAG Copenhagen, Denmark).
Peptide-functionalized NWs were prepared as previously described [27, (link)28] . Briefly, aminated NWs were PEGylated with maleimide-5KPEG-NHS (JenKem Technology, TX, USA). Peptides were coupled to NWs through a thioether bond between the thiol group of a cysteine residue added to the N-terminus of the peptide and the maleimide on the functionalized particles. Dynamic Light Scattering (DLS; Zetasizer Nano ZS, Malvern Instruments, UK) was used to determine the polydispersity and size of NW preparations.
Transmission electron microscopy (TEM; Tecnai 10, Philips, Netherlands) was used to image the nanoparticles.
Peptide-functionalized NWs were prepared as previously described [27, (link)28] . Briefly, aminated NWs were PEGylated with maleimide-5KPEG-NHS (JenKem Technology, TX, USA). Peptides were coupled to NWs through a thioether bond between the thiol group of a cysteine residue added to the N-terminus of the peptide and the maleimide on the functionalized particles. Dynamic Light Scattering (DLS; Zetasizer Nano ZS, Malvern Instruments, UK) was used to determine the polydispersity and size of NW preparations.
Transmission electron microscopy (TEM; Tecnai 10, Philips, Netherlands) was used to image the nanoparticles.
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