Summary
The following tetrapeptide-hydrazides related to the A13–16 fragment of insulin have been synthesized by the solid-phase method: BOC-Gly-Tyr(Bzl)-GlN-Leu-NHNH2, BOC-Ala-Tyr (Bzl)-GlN-Leu-NHNH2, BOC-Val-Tyr(Bzl)-GlN-Leu-NHNH2, BOC-Phe-Tyr(Bzl)-GlN-Leu-NHNH2, BOC-Leu-Phe-GlN-Leu-NHNH2 and BOC-Phe-Tyr(Bzl)-GlN-Leu-NHNH2. BOC-Leu-Phe-GlN-Leu-Ome has also been obtained as an intermediate. By block condensation using the azide method in solution the following analogs of the A13 21 fragment of insulin have been synthesized: BOC-Gly-Tyr(Bzl-GlN-Leu-Glu-Ala-Tyr-Cys(Bzl)AsN-OH and BOC-Leu-Phe-GlN-Leu-Glu-Ala-Tyr-Cys(Bzl)-AsN-OH.
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Additional information
M. V. Lomonosov Moscow State University. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 263–267, March–April, 1973.
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Korshunova, G.A., Mishin, G.P., Vol'pina, O.M. et al. The solid-phase synthesis and some properties of tetrapeptide hydrazides related to the a13–16 fragment of insulin. Chem Nat Compd 9, 247–250 (1973). https://doi.org/10.1007/BF00563353
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DOI: https://doi.org/10.1007/BF00563353