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2 protocols using l glutamicacid γ benzyl ester

1

Synthetic Organic Chemistry Toolkit

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Ethyl acetate (anhydrous,
99.8%), triphosgene
(98%), (+)-α-pinene, 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD),
7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (mTBD), 1,8-diazabicyclo[5.4.0]undec-7-ene
(DBU), S-benzyl-l-cysteine (97%, Cys), l-glutamic
acid γ-benzyl ester (99%, Glu), diethyl ether (99.8%), hexylamine
(98%), l-phenylalanine (PhAla, 98%) dimethylformamide (DMF,
anhydrous, 99.8%), dichloromethane (DCM, anhydrous, 99.8%) and dithranol
(MALDI matrix) were all received from Sigma-Aldrich. Heptane (GPR
Rectapur), tetrahydrofuran (THF, LiChrosolv), and acetic acid (AcOH,
100%) were received from VWR. Chloroform (99%) was received from Fisher
Scientific, and all chemicals were used without further purification.
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2

Preparation of Cy5-Labeled Peptide p41

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Peptide p41 (SWLRRIWRWICKVLSRFK) and Cy5-labeled p41 were custom synthesized by AnaSpec (USA). α-(9-Fluorenylmethyloxycarbonyl)amino-ω-carboxy succinimidyl ester poly(ethylene glycol) (Fmoc-PEG-NHS, MW (PEG) = 5000 g mol−1, Mw/Mn = 1.02) was purchased from Jenkem Technology (China). Amberlyst® 15 hydrogen form, molecular sieve UOP type 3 Å, L-glutamic acid γ-benzyl ester, D (+)-galactose, propargylamine, L(+)-ascorbic acid sodium salt and copper (II) sulfate pentahydrate, 98+%, A.C.S. reagent were obtained from Sigma-Aldrich (U.S.). Silica gel (for chromatography, 0.03–0.200 mm, 60 Å), 2-bromoethanol, ethyl acetate, methanol, dichloromethane (DCM), dimethylformamide (DMF), tetrahydrofuran (THF) were purchased from Acros Organics (USA). S-2-(4-Isothiocyanatobenzyl)-diethylenetriamine pentaacetic acid (SCN-DTPA) was ordered from Macrocyclics (Dallas, TX, USA). Lutetium-177 trichloride was obtained from PerkinElmer (USA).
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