Chemistry of Natural Compounds

, Volume 21, Issue 4, pp 520–523 | Cite as

Synthesis of the hexapeptide 11–16 of the natural sequence of human calcitonin

  • V. N. Karel'skii
  • E. P. Krysin
  • G. E. Rostovskaya
  • A. A. Antonov
  • M. B. Smirnov
Article
  • 32 Downloads

Abstract

A new variant of the preparative synthesis of hexapeptide 11–16 of the natural sequence of human calcitonin is described. In several of the stages 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline was used successfully as the condensing agent. The final and intermediate compounds were obtained with good yields in chromatographically homogeneous form. Their purity was checked by TLC and measurements of angles of optical rotation. The final product was identified additionally by13C NMR. Several physicochemical characteristics of the compounds synthesized (angles of optical rotation, chromatographic mobilities) are given.

Keywords

Dipeptide Optical Rotation DMFA Natural Sequence Cysteic Acid 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    P. Sieber and B. Rieniker, Helv. Chim. Acta,53, No. 8, 2135 (1970); W. Rittel, B. Kamber, and P. Sieber, Swiss Patent No. 559,720, cl. C07 c 103/52, published August 30, 1968.CrossRefGoogle Scholar
  2. 2.
    W. Rittel, Swiss Patent No. 550,774, cl. C07 c 103/52, published October 15, 1968; S. Nozaki, Bull. Chem. Soc. Jpn.,51, No. 10, 2995 (1978).Google Scholar
  3. 3.
    A. A. Antonov, E. P. Krysin, V. N. Karel'skii, and L. N. Astashkina, Khim. Prir. Soedin., 74 (1983).Google Scholar
  4. 4.
    V. I. Svergun, M. B. Smirnov, V. N. Karel'skii, V. P. Panov, and E. P. Krysin. Khim.-Farm. Zh., No. 6, 97 (1978).Google Scholar
  5. 5.
    L. Kisfaludi, and J. E. Roberts, J. Org. Chem.,35, 3563 (1970); Leibigs Ann. Chem., 1921 (1973).CrossRefGoogle Scholar
  6. 6.
    O. W. Howarth and D. M. S. Lilley, “Carbon-13 NMR of peptides and proteins,” Prog. NMR Spectrosc.,12, 1–140 (1978).CrossRefGoogle Scholar

Copyright information

© Plenum Publishing Corporation 1986

Authors and Affiliations

  • V. N. Karel'skii
  • E. P. Krysin
  • G. E. Rostovskaya
  • A. A. Antonov
  • M. B. Smirnov

There are no affiliations available

Personalised recommendations