The preparation of porcine (Tyr-A14-2H) insulin and its characterization by mass spectrometry

The title compound was prepared by catalytic deiodination of (Tyr-A14-3-I) insulin with deuterium gas. Under special conditions (large excess of PdO in CH3OD/D2O at pH 9.2) developed to minimize problems due to poisoning of the catalyst, deuterated insulin was produced in yields of about 35% after p...

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Bibliographic Details
Published inProtein engineering Vol. 2; no. 4; p. 313
Main Authors Savoy, L A, Vuagnat, P, Rose, K, Halstrøm, J, Jørgensen, K H, Kovacs, K
Format Journal Article
LanguageEnglish
Published England 01.10.1988
Subjects
Animals
Chemical Phenomena
Chemistry
Chromatography, High Pressure Liquid
Deuterium - analysis
Insulin - analogs & derivatives
Insulin - analysis
Insulin - chemical synthesis
Iodine Radioisotopes
Mass Spectrometry
Palladium
Tyrosine
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Summary:The title compound was prepared by catalytic deiodination of (Tyr-A14-3-I) insulin with deuterium gas. Under special conditions (large excess of PdO in CH3OD/D2O at pH 9.2) developed to minimize problems due to poisoning of the catalyst, deuterated insulin was produced in yields of about 35% after purification by reversed phase HPLC. For analysis, the deuterated insulin was digested with V8 protease and was shown by mass spectrometry to have incorporated deuterium to an extent of 96.6 atom %, exclusively in a pentapeptide containing Tyr A14. The title compound should prove useful to those workers studying insulin by mass spectrometry, and use of the method with tritium gas in place of deuterium should permit the preparation of a specifically labelled radioactive insulin analogue which behaves identically to the natural hormone.
ISSN:0269-2139
DOI:10.1093/protein/2.4.313