Abstract
Two variants of the synthesis of tridecapeptide alloferon, the active principle of antiviral preparation allokine-alpha, were developed on the basis of fragment condensation in solution or on the Merrifield resin. The solid phase variant of the synthesis was shown to be more technological; it allows the preparation of the product at a higher total yield (40% vs. 17% for conventional synthesis in solution from the starting derivatives of the C-terminal dipeptide). The by-products formed during the synthesis of alloferon were identified.
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Abbreviations
- DCM:
-
dichloromethane
- DIEA:
-
N,N′-diisopropylethylamine
- HOBt:
-
1-hydroxybenzotriazole
- HONb:
-
N-hydroxy-5-norbornene-2,3-dicarboximide
- HONp:
-
p-nitrophenol
- MALDI MS:
-
matrixassisted laser desorption ionization mass spectrometry
- NMM:
-
N-methylmorpholine
- (P):
-
styrene-1% divinylbenzene copolymer
- SPS:
-
solid phase synthesis
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Original Russian Text © M.V. Sidorova, A.S. Molokoedov, E.V. Kudryavtseva, M.I. Baldin, D.A. Frid, M.V. Ovchinnikov, Zh.D. Bespalova, V.N. Bushuev, 2006, published in Bioorganicheskaya Khimiya, 2006, Vol. 32, No. 2, pp. 151–160.
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Sidorova, M.V., Molokoedov, A.S., Kudryavtseva, E.V. et al. The synthesis of immunomodulating peptide alloferon, the active principle of antiviral drug allokine-alpha. Russ J Bioorg Chem 32, 136–145 (2006). https://doi.org/10.1134/S1068162006020051
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DOI: https://doi.org/10.1134/S1068162006020051