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Synthesis of H-Lys-Lys-Gly-OH Tripeptide and Study of Its Acute Toxicity

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Tripeptide H-Lys-Lys-Gly-OH was synthesized. Its toxic properties and biological activity were studied. The tripeptide was synthesized by extending the peptide chain from the C-terminus by synthesizing N2, N6-dicarbobenzoxylysine [N2,N6-(Cbz)2Lys] and N6-carbobenzoxylysine (N6-CbzLys) methyl ester hydrochloride and condensing them by the mixed anhydride method to produce the methyl ester of N2,N6-(Cbz)2Lys-N6-CbzLys. The next step in the tripeptide synthesis consisted of obtaining glycine benzyl ester (Gly-OBzl) hydrochloride and condensing it with N2,N6-(Cbz)2Lys-N6-CbzLys hydrazide to produce the protected target tripeptide Z-Lys(Z)-Lys-Gly-OBzl. The last step consisted of removing the protection using hydrogenolysis over Ni-Re catalyst. Test results showed that the synthesized tripeptide had low toxicity.

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Authors and Affiliations

  1. Scientific Center for Expert Evaluation of Medicinal Products, Ministry of Health of the Russian Federation, 8 Petrovskii Blvd., Moscow, 127051, Russia

    O. A. Popova, N. D. Bunyatyan, A. B. Prokof’ev & V. A. Evteev

  2. I. M. Sechenov First Moscow State Medical University (Sechenov University), 8/2 Trubetskaya St., Moscow, 119991, Russia

    N. D. Bunyatyan & A. B. Prokof’ev

  3. Tajik State Pedagogical University named after Sadriddin Aini, 734003, Dushanbe, Tajikistan

    G. M. Bobizoda & M. Samiev

  4. Farmkonsalting LLC, 19 Kirova St., Noginskii District, Staraya Kupavna, Moscow Oblast, 142450, Russia

    L. N. Sernov

Authors
  1. O. A. Popova
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  2. N. D. Bunyatyan
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  3. G. M. Bobizoda
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  4. M. Samiev
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  5. A. B. Prokof’ev
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  6. V. A. Evteev
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  7. L. N. Sernov
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Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 54, No. 9, pp. 32 – 36, September, 2020.

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Popova, O.A., Bunyatyan, N.D., Bobizoda, G.M. et al. Synthesis of H-Lys-Lys-Gly-OH Tripeptide and Study of Its Acute Toxicity. Pharm Chem J 54, 914–917 (2020). https://doi.org/10.1007/s11094-020-02296-7

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  • DOI: https://doi.org/10.1007/s11094-020-02296-7

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