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Synthesis of Histone Model Sequences for Immobilization on a Cross-Linked Polyacrylate Matrix

Synthesis of Histone Model Sequences for Immobilization on a Cross-Linked Polyacrylate Matrix

H Eckstein, E Bayer

Int J Pept Protein Res. 1981 May;17(5):565-74.

PMID: 7309362

Abstract:

The synthesis of three peptide sequences which are useful as histone models, [Lys]5, [Lys]5-Pro and the sequence 17-27 of the lysine-rich histone from rabbit thymus Pro-Ala-Lys-Lys-Lys-Lys-Ala-Ala-Lys-Lys-Pro is described. Three different methods for the synthesis are applied. [Lys] 5 is synthesized from the amino end beginning with N alpha-acryloyl-N epsilon-Cbo-lysine by successive coupling of Cbo-lysine to yield the pentalysine monomer CH2=CH-CO-[Lys(Cbo)]5 which can be used directly for radical copolymerization. [Lys]5-Pro is synthesized according to the conventional peptide synthesis using the carbobenzoxy group for N alpha-protection and the tert,-butyl group for side chain protection. The carboxyl function is protected as tert.-butyl ester. The undecapeptide is synthesized in a similar manner. Instead of purifying the intermediate peptides by extraction, chromatography is used exclusively. The isolation of the unprotected peptides Lys-Pro, [Lys]3-Pro, [Lys]4-Pro, [Lys]5-Pro and Pro-Ala-[Lys]4-[Ala]2-[Lys]2-Pro and their characterization using amino acid analysis, electrophoreses and field desorption mass spectrometry is also reported.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP76079033	N-(3-[2-Furyl]acryloyl)-Ala-Lys		76079-03-3	Price

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