Synthesis of protected peptides from the human IgG1 hinge region on PEG support using disulfide bond synthons and alkaline or enzymatic detachment

Tetrahedron Letters

Volumn 47, Issue 6, 2006, Pages 1023-1025

  Niederhafner, Petr ^a   Šafařík, Martin ^a   Šebestík, Jaroslav ^a   Gut, Vladimír ^a   Maloň, Petr ^a   Hlaváček, Jan ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY   (Czech Republic)

Author keywords

Defined carrier of immunogens; Disulfide synthon; Hinge peptide; PEG; Thermolysin

Indexed keywords

HEXADECAPEPTIDE; IMMUNOGLOBULIN G1; LEUCINE; LYSINE; MACROGOL 2000; PEPTIDE DERIVATIVE; POLYMER; THERMOLYSIN; THIOL DERIVATIVE; UNCLASSIFIED DRUG; WATER;

ARTICLE; CATALYSIS; CATALYST; DISULFIDE BOND; HYDROLYSIS; PEPTIDE SYNTHESIS; ROOM TEMPERATURE;

EID: 30344455336     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.11.135     Document Type: Article

References (15)

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11. 2 (5 ml) was added at -20°C. The temperature was allowed to increase to room temperature and after 2 h the precipitated dicyclohexylurea was filtered off. The filtrate was concentrated to 25 ml in vacuo and then poured into cold diethyl ether (200 ml) to precipitate the product, which was filtered off and dried under vacuum for 5 h at room temperature.
12. 15 HPLC and electrophoresis. The reaction mixtures were worked up after 2-4 h as described in Ref. 11.
13. ε-(Boc- peptide)-Lys-O-PEG-OMe 2000 (2.0 g) was treated with thermolysin (2 mg) in water (10 ml) at room temperature for 4 h. The peptide that precipitated was then separated by filtration.
14. 3CN in 0.05% aqueous TFA, 120 min.
15. T. Christensen E. Gross J. Meienhofer Peptides, Structure and Biological Function Proc. 6th Am. Peptide Symp. 1979 Pierce Chemical Company Rockford, IL, USA pp 385-388