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6 protocols using nα fmoc protected amino acids

1

Peptide Synthesis Using Fmoc-Protected Amino Acids

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Nα-Fmoc-protected amino acids, Rink amide-resin, HOAt, HOBt, HBTU, DIEA, piperidine, and trifluoroacetic acid were purchased from Iris Biotech (Germany). Rink Amide-ChemMatrix resin was purchased from Biotage AB (Sweden). Peptide synthesis solvents, reagents, as well as CH3CN for HPLC were reagent grade and were acquired from commercial sources and used without further purification unless otherwise noted.
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2

Solid-Phase Peptide Synthesis

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Nα-Fmoc-protected amino acids, Rink amide resin, coupling reagents, N,N-diisopropylethylamine (DIEA), piperidine and trifluoroacetic acid (TFA) were purchased from Iris Biotech (Marktredwitz, Germany). Peptide synthesis solvents, reagents and CH3CN for high-performance liquid chromatography (HPLC) were reagent grade, acquired from commercial sources and used without further purification unless otherwise noted.
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3

Reagents for Peptide Synthesis

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All chemicals, reagents, and consumables were obtained from Fluka (Taufkirchen, Germany), Merck (Darmstadt, Germany), Sarstedt (Nümbrecht, Germany), Sigma-Aldrich (Taufkirchen, Germany), and VWR (Darmstadt, Germany). Nα-Fmoc-protected amino acids were purchased from Iris Biotech (Marktredwitz, Germany). Protection groups for the trifunctional amino acids were Pbf (Arg), Trt (Asn, Gln, His, Cys), Boc (Trp, Lys) and tert-butyl (Asp, Glu, Ser, Thr, Tyr).
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4

Peptide Synthesis and Functionalization

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Nα-Fmoc protected amino acids were purchased from IRIS Biotech (Marktredwitz, Germany). Other chemicals and consumables including 1-bis(dimethylamin)methylen]-1H-1,2,3-triazol[4,5-b]pyridinium-3-oxide hexafluorophosphate (HATU), N,N-diisopropylethylamine (DIPEA), acetonitrile (ACN), and trifluoroacetic acid (TFA), doxorubicin hydrochloride (Dox), N-succinimidyl-3-maleimidopropionate (SMP), N,N′-diisopropylcarbodiimide (DIC), triethanolamine (TEA), 5(6)-carboxyfluorescein (CF) were derived from Fluka (Taufkirchen, Germany), Merck (Darmstadt, Germany), Sarstedt (Nümbrecht, Germany), Sigma-Aldrich (Taufkirchen, Germany) and VWR (Darmstadt, Germany).
The lipids for GUV formation were purchased from Avanti Polar Lipids, Inc. (Alabaster, AL, USA). Atto550 labeled DOPE was purchased from Atto Tec (Siegen, Germany).
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5

Solid-Phase Peptide Synthesis Reagents

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N‐α‐Fmoc‐protected amino acids, ethyl 2‐cyano‐2‐(hydroxyimino)acetate (Oxyma), and N,N′‐diisopropylcarbodiimide (DIC) were purchased from Iris Biotech (Marktredwitz, Germany), and F‐Wang resin, NovaSyn® W‐TGA resin, O‐(7‐azabenzotriazolyl)‐tetramethyluronium hexafluorophosphate (HATU), and O‐(1H‐6‐chlorobenzotriazole‐1‐yl)‐1,1,3,3‐tetramethyluronium hexafluorophosphate (HCTU) were supplied from Novabiochem (Darmstadt, Germany). TentaGel R RAM resin was obtained from Rapp Polymere (Tübingen, Germany). 6‐Carboxytetramethylrhodamine (TAMRA) was purchased from ChemPep, Inc. (Wellington, Florida). Atto488 and Atto565 dyes were obtained from ATTO TEC (Siegen, Germany). Acetonitrile (ACN) was purchased from VWR (Darmstadt, Germany). Dimethylformamide (DMF) and dichloromethane (DCM) were obtained from Biosolve (Valkenswaard, The Netherlands). N,N‐Diisopropylethylamine (DIPEA), 1,2‐ethanedithiol (EDT), 4‐(2‐hydroxyethyl)‐1‐piperazineethanesulfonic acid (HEPES), hydrazine monohydrate, 4‐methoxytriphenylmethyl chloride (Mmt‐Cl), mercaptophenyl acetic acid (MPAA), 4‐methylmorpholine (NMM), piperidine, thioanisole (TA), trifluoroacetic acid (TFA), and triisopropylsilane (TIS) were purchased from Sigma‐Aldrich (Taufkirchen, Germany). Diethyl ether was from Merck (Darmstadt, Germany).
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6

Solid-Phase Peptide Synthesis

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Coupling agents (HOAt, HBTU), Fmoc-Gly-Wang, Nα-Fmoc-protected amino acids, DIEA, piperidine, and trifluoroacetic acid were supplied by Iris Biotech (Marktredwitz, Germany). Remaining reagents and solvents were of analytical grade, commercially available, and were utilized without any further purification.
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