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N α-Fmoc-O, O-(dimethylphospho)-L-tyrosine fluoride: A convenient building block for the solid-phase synthesis of phosphotyrosyl peptides (1997)

Fretz, Heinz

Springer

International journal of peptide research and therapeutics 4 (1997), S. 171-176

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ISSN: 1573-3904

Keywords: Amino acid fluoride ; TPTU ; Peptide-bond formation ; Dialkyl amino acids

Source: Springer Online Journal Archives 1860-2000

Topics: Chemistry and Pharmacology

Notes: Summary Fmoc-O,O-(dimethylphospho)-l-tyrosine was converted into stable Fmoc-O,O-(dimethylphospho)-L-tyrosine fluoride by means of (diethylamino) sulfur trifluoride or cyanuric fluoride. This building block was used for efficient coupling of phosphotyrosine to the adjacent sterically hindered amino acid Aib or Ac6c in, model peptide sequences as well as for the synthesis of the ‘difficult’ phosphotyrosine peptide Stat91695–708. The phosphate methyl groups were cleaved on solid phase after peptide assembly by means of trimethylsilyl iodide in MeCN.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1007/BF02443530

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