caa a22 4500 463186397 CHVBK 20180406164854.0 cr unu---uuuuu 170326e20070901xx s 000 0 eng 10.1007/s00726-006-0406-y doi (NATIONALLICENCE)springer-10.1007/s00726-006-0406-y Preparation of tritiated oostatic peptides for study of radioactivity incorporation in flesh fly Neobellieria bullata [Elektronische Daten] [J. Hlaváček, B. Černý, B. Bennettová, J. Holík, R. Tykva] Summary.: A series of insect oostatic peptides containing 3,4-dehydroproline in the C-terminal part or inside of the peptide chain was synthesized and tritiated by addition of 3H2 to double bond of 3,4-dehydroproline residue. 3H-label was introduced also into tyrosine residue of oostatic tetra- and pentapeptides by isotopic exchange of benzyl β-hydrogens. In this way, three types of tritiated peptides were prepared, different in the radiolabeled amino acid position: [3H] Tyr-Asp-Pro-Ala-OH, H-Tyr-Asp-[3H] Pro-Ala-OH, [3H] Tyr-Asp-Pro-Ala-Pro-OH, H-Tyr-Asp-[3H] Pro-Ala-Pro-OH, H-Tyr-Asp-Pro-Ala-[3H] Pro-OH, H-Tyr-Asp-Pro-Ala-Pro5-[3H] Pro-OH and H-Asp-[3H] Pro-OH. These peptides made possible a highly sensitive comparative study on radioactivity incorporation into head and ovaries of the flesh fly Neobellieria bullata, which revealed this process to proceed differently. The reasons of the found differences are discussed. Springer-Verlag, 2006 Keywords: Oostatic peptide synthesis - 3,4-Dehydroproline - 3H labeling - Incorporation in flesh fly nationallicence The nomenclature and symbols of amino acids follow the Recommendations of IUPAC/IUB Joint Commission on Biochemical Nomenclature. Eur J Biochem (1984) 138: 9-37. : Additional abbreviations include nationallicence AA : amino acid analysis nationallicence AcOH : acetic acid nationallicence Boc : tert-butoxycarbonyl nationallicence BrZ : 2-bromobenzyloxycarbonyl nationallicence DCC : N,N′-dicyclohexylcarbodiimide nationallicence DCM : dichloromethane nationallicence DIEA : N,N-diisopropylethylamine nationallicence DMA : N,N-dimethylacetamide nationallicence DMF : N,N-dimethylformamide nationallicence EDT : ethane-1, 2-dithiol nationallicence EtOAc : ethyl acetate nationallicence FAB MS : fast atom bombardment mass spectrometry nationallicence Fmoc : (fluoren-1-yl-methoxy)carbonyl nationallicence HOBt : 1-hydroxybenzotriazole nationallicence OBzl : benzyl ester nationallicence OMe : methyl ester nationallicence OSu : succinimide ester nationallicence PE : light petroleum nationallicence tBu : tert-butyl nationallicence TFA : trifluoroacetic acid nationallicence TFE : trifluoroethanol nationallicence TFMSA : trifluoromethane sulfonic acid nationallicence TIS : tri-isopropylsilane nationallicence TOTU : O-cyanoethoxycarbonylmethylidene amino-1,1,3,3-tetramethyl-uronium tetrafluoroborate nationallicence TPTU : O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate nationallicence Hlaváček J. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic aut Černý B. 1st Medical Faculty, Charles University, Prague, Czech Republic aut Bennettová B. Institute of Entomology, Academy of Sciences of the Czech Republic, České Budějovice, Czech Republic aut Holík J. Institute of Experimental Botany, Academy of Sciences of the Czech Republic, Prague, Czech Republic aut Tykva R. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic aut Amino Acids Springer-Verlag 33/3(2007-09-01), 489-497 0939-4451 33:3<489 2007 33 726 https://doi.org/10.1007/s00726-006-0406-y text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s00726-006-0406-y text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Hlaváček J. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic aut NATIONALLICENCE 700 1- Černý B. 1st Medical Faculty, Charles University, Prague, Czech Republic aut NATIONALLICENCE 700 1- Bennettová B. Institute of Entomology, Academy of Sciences of the Czech Republic, České Budějovice, Czech Republic aut NATIONALLICENCE 700 1- Holík J. Institute of Experimental Botany, Academy of Sciences of the Czech Republic, Prague, Czech Republic aut NATIONALLICENCE 700 1- Tykva R. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic aut NATIONALLICENCE 773 0- Amino Acids Springer-Verlag 33/3(2007-09-01), 489-497 0939-4451 33:3<489 2007 33 726 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer