Assessment of new 6-Cl-HOBt based coupling reagents for peptide synthesis. Part 1: Coupling efficiency study |
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Authors: | Giuseppina Sabatino Barbara Mulinacci Maria C Alcaro Mario Chelli Paolo Rovero and Anna M Papini |
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Institution: | (1) Dipartimento di Chimica Organica `Ugo Schiff', Università di Firenze, and CNR-ICCOM, Polo Scientifico, Sesto Fiorentino (FI), Italy;(2) Dipartimento di Scienze Farmaceutiche, Università di Salerno, Fisciano (SA), Italy |
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Abstract: | The efficiency of a series of well-known coupling reagents (TBTU, HATU, and PyBOP) and of new in situ activating reagents (TCTU, HCTU, and DMTMM) was compared by synthesizing the 65–74 fragment of the Acyl Carrier Protein (H-Val-Gln-Ala-Ala-Ile-Asp-Tyr-Ile-Asn-Gly-NH2), containing `a difficult sequence', as a test peptide, in a multiple peptide synthesizer. The longer sequence rMOG(35–55) was also synthesized. It was clear that the aminium salts are more efficient than the phosphonium salt (PyBOP) and that the new 6Cl-HOBt based reagents (HCTU and particularly TCTU) are very efficient, while DMTMM appeared to be not suitable for SPPS. |
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Keywords: | automatic solid-phase peptide synthesis coupling reagents HCTU TCTU |
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