Collect. Czech. Chem. Commun. 1984, 49, 2012-2023
https://doi.org/10.1135/cccc19842012

Synthesis and properties of carba-6-analogues of oxytocin containing a deaminopenicillamine residue in position 1

Michal Lebl, Tomislav Barth, Linda Servítová, Jiřina Slaninová and Pavel Hrbas

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6

Individual author index pages


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    "Safety-Catch" Protecting Groups in Peptide Synthesis
    1992, Vol. 57, Issue 3, pp. 508–524 [Abstract]
  • Jan Hlaváček, Jana Pírková, Pavel Majer, Miroslava Žertová, Lenka Maletínská and Jiřina Slaninová
    Analogues of cholecystokinin methylated in the side chain of carboxyterminal phenylalanine
    1991, Vol. 56, Issue 12, pp. 2991–2998 [Abstract]
  • Jan Hlaváček, Jana Pírková, Jan Pospíšek, Jiřina Slaninová and Lenka Maletínská
    Synthesis and biological properties of cholecystokinin heptapeptide analogues containing D- and L-forms of tert-leucine or neopentylglycine in position 5
    1991, Vol. 56, Issue 10, pp. 2209–2217 [Abstract]
  • Jan Hlaváček, Václav Čeřovský, Jana Pírková, Pavel Majer, Lenka Maletínská and Jiřina Slaninová
    Analogues of the cholecystokinin octapeptide modified in the central part of the molecule
    1991, Vol. 56, Issue 9, pp. 1963–1970 [Abstract]
  • Miroslava Žertová, Zdenko Procházka, Tomislav Barth, Jiřina Slaninová, Jana Škopková, Ivo Bláha and Michal Lebl
    Strong uterotonic inhibitors – analogs of 1-deamino-8-D-homoarginine-vasopressin with p-substituted phenylalanine in position 2
    1991, Vol. 56, Issue 8, pp. 1761–1767 [Abstract]
  • Jiřina Slaninová, Mario Hackenberg and Falk Fahrenholz
    Comparison of binding affinities of a series of oxytocin analogues to uterine and mammary gland receptors and their biological potencies
    1991, Vol. 56, Issue 4, pp. 939–943 [Abstract]
  • Bernard Lammek, Izabela Derdowska, Gotfryd Kupryszewski, Jiřina Slaninová and Tomislav Barth
    Synthesis and biological activity of four vasopressin analogues substituted in position 2 by p-fluorophenylalanine
    1991, Vol. 56, Issue 4, pp. 933–938 [Abstract]
  • Miroslava Žertová, Zdenko Procházka, Ivo Bláha, Tomislav Barth, Jiřina Slaninová, Lenka Maletínská and Michal Lebl
    The analogs of 8-D-homoarginine-vasopressin with p-substituted phenylalanine in position 2; Synthesis and some biological properties
    1990, Vol. 55, Issue 12, pp. 3000–3007 [Abstract]
  • Václav Čeřovský, Jana Pírková, Pavel Majer, Jiřina Slaninová and Jan Hlaváček
    Papain-catalyzed fragment synthesis of protected cholecystokinin derivatives
    1990, Vol. 55, Issue 7, pp. 1873–1882 [Abstract]
  • Jiří Jiráček, Jana Barthová and Tomislav Barth
    Isolation of rabbit insulin
    1990, Vol. 55, Issue 5, pp. 1372–1379 [Abstract]
  • Chryssa Tzougraki, George Kokotos, Hana P. Mašková, Eva Anzenbacherová and Tomislav Barth
    New fluorogenic substrates for the determination of post-proline endopeptidase activity
    1990, Vol. 55, Issue 4, pp. 1112–1118 [Abstract]
  • Zdenko Procházka, Juris E. Ancans, Jiřina Slaninová, Alena Machová, Tomislav Barth and Michal Lebl
    Synthesis and biological properties of vasopressin analogues containing 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
    1990, Vol. 55, Issue 4, pp. 1099–1105 [Abstract]
  • Bernard Lammek, Izabela Derdowska, Gotfryd Kupryszewski, Jiřina Slaninová, Tomislav Barth and Pavel Hrbas
    Synthesis, biological activity and receptor binding affinity of six new antagonists of [8-L-arginine]vasopressin
    1989, Vol. 54, Issue 12, pp. 3374–3380 [Abstract]
  • Hana P. Mašková, George Kokotos, Chryssa Tzougraki and Tomislav Barth
    Synthesis and use of an aminoquinolinone derivative for the fluorometric determination of oxytocinase
    1989, Vol. 54, Issue 10, pp. 2802–2808 [Abstract]
  • Krysztof Bankowski, Alexandra Misicka, Tomislav Barth and Jiřina Slaninová
    New analogs of arginine-vasopressin containing β-homo-L-amino acid residues
    1989, Vol. 54, Issue 10, pp. 2795–2801 [Abstract]
  • Tsezengijn Dash, Tomislav Barth, Jiřina Slaninová, Jana Barthová, Hana P. Mašková, Karel Hauzer and Evžen Kasafírek
    Isolation and partial characterization of a peptidase with trypsin-like activity from bovine adenohypophysis
    1989, Vol. 54, Issue 8, pp. 2276–2286 [Abstract]
  • Jan Pospíšek, Tomislav Barth, Zhanna D. Bespalova, Mikhail I. Titov, Hana P. Mašková, Alexander S. Molokoedov and Nikolai F. Sepetov
    Preparation and characterization of new analogues of Dalargin
    1989, Vol. 54, Issue 8, pp. 2271–2275 [Abstract]
  • Franciszek Kasprzykowski, Zbigniew Grzonka, Jiřina Slaninová, Tomislav Barth, Peter Crause and Falk Fahrenholz
    Synthesis, biological activity and receptor binding affinity of two [8-arginine]vasopressin analogues with inhibitory properties
    1988, Vol. 53, Issue 11, pp. 2907–2913 [Abstract]
  • Běla Bendlová, Michal Lebl, Pavel Štolba and Luboslav Stárka
    Synthesis of modified human C-peptide and its fragments
    1988, Vol. 53, Issue 11, pp. 2637–2644 [Abstract]
  • Giorgio Fassina, Michal Lebl and Irwin M. Chaiken
    Screening the recognition properties of peptide hormone sequence mutants by analytical high performance liquid affinity chromatography on immobilized neurophysin
    1988, Vol. 53, Issue 11, pp. 2627–2636 [Abstract]
  • Zdenko Procházka, Juris E. Ancans, Jiřina Slaninová, Alena Machová, Tomislav Barth, Jana Škopková, Miloš Buděšínský, Františka Pavlíková and Michal Lebl
    Synthesis and properties of analogues of vasopressin with 1-aminocyclopropane-1-carboxylic acid in position 9
    1988, Vol. 53, Issue 11, pp. 2604–2616 [Abstract]
  • Viktor Krchňák, Josef Vágner, Pavel Šafář and Michal Lebl
    Noninvasive continuous monitoring of solid-phase peptide synthesis by acid-base indicator
    1988, Vol. 53, Issue 11, pp. 2542–2548 [Abstract]
  • Pavel Mader, Věra Veselá, Michael Heyrovský, Michal Lebl and Milena Braunsteinová
    Polarography of the oxytocin and vasopressin synthetic analogs
    1988, Vol. 53, Issue 7, pp. 1579–1605 [Abstract]
  • Václav Čeřovský, Jan Hlaváček, Jiřina Slaninová and Karel Jošt
    Synthesis of the carboxy-terminal octapeptide of cholecystokinin (CKK-8) based on incorporation of O4-sulfotyrosine by enzymatically catalyzed formation of peptide bonds
    1988, Vol. 53, Issue 5, pp. 1086–1093 [Abstract]
  • Jan Hlaváček, Jan Pospíšek, Jiřina Slaninová, Walter Y. Chan and Victor J. Hruby
    Oxytocin analogues with non-coded amino acid residues in position 8: [8-Neopentylglycine]oxytocin and [8-cycloleucine]oxytocin
    1987, Vol. 52, Issue 9, pp. 2317–2325 [Abstract]
  • Jan Pospíšek, Zhanna D. Bespalova, Eva Kovaříková, Michail I. Titov, Tomislav Barth and Kálmán Medzihradszky
    Preparation and properties of a new dalargine analogue L-Tyr-D-Ala-Gly-L-Phe-L-Tle-L-Arg
    1987, Vol. 52, Issue 7, pp. 1867–1871 [Abstract]
  • Karel Hauzer, Tomislav Barth, Karel Jošt, Jana Barthová and Linda Hauzerová
    Endoprolylpeptidase (EC 3.4.21.26), improvement of the isolation method
    1987, Vol. 52, Issue 2, pp. 522–524 [Abstract]
  • František Brtník, Tomislav Barth, Petr Maloň, Ivo Frič, Vija E. Kluša and Karel Jošt
    4-Phenylalanine analogues of vasopressin: Synthesis, pharmacological and chiroptical properties
    1986, Vol. 51, Issue 7, pp. 1532–1541 [Abstract]
  • Karel Hauzer, Tomislav Barth, Linda Hauzerová, Jana Barthová, Pavel Hrbas, Jiřina Slaninová and Karel Jošt
    Post-proline endopeptidase. Interaction of the enzyme with substrates containing disulfide and thioether bond
    1986, Vol. 51, Issue 1, pp. 234–240 [Abstract]
  • Jaroslav Vičar, Martin Flegel, Linda Hauzerová, Tzezengijn Dash, Karel Hauzer and Tomislav Barth
    Synthesis and biologic properties of an enkephalin analogue, a model substrate for enzymic conversion
    1985, Vol. 50, Issue 9, pp. 2084–2088 [Abstract]
  • Jaroslav Vičar, Linda Servítová, Martin Flegel, Karel Hauzer and Tomislav Barth
    Preparation and properties of three analogues of [5-leucine]enkephalin, substrates for enzyme conversion studies
    1985, Vol. 50, Issue 6, pp. 1329–1334 [Abstract]
  • Michal Lebl, Victor J. Hruby, Jiřina Slaninová and Tomislav Barth
    Solid phase synthesis and biological activities of oxytocin carba analogues containing threonine in position 4
    1985, Vol. 50, Issue 2, pp. 418–427 [Abstract]
  • Michal Lebl, Tomislav Barth, Linda Servítová, Jiřina Slaninová and Karel Jošt
    Oxytocin analogues with inhibitory properties, containing in position 2 a hydrophobic amino acid of D-configuration
    1985, Vol. 50, Issue 1, pp. 132–145 [Abstract]
  • Michal Lebl, Wayne L. Cody, Brian C. Wilkes, Victor J. Hruby, Anna M. de L. Castrucci and Mac E. Hadley
    Modification of the disulfide bridge in cyclic melanotropins
    1984, Vol. 49, Issue 11, pp. 2680–2688 [Abstract]
  • Michal Lebl, Tomislav Barth, Denis J. Crankshaw, Bohuslav Černý, Edwin E. Daniel, A. K. Grover and Karel Jošt
    Synthesis and properties of [2-[3,5-3H2]-tyrosine,4-glutamic acid]deamino-1-carba-oxytocin
    1984, Vol. 49, Issue 8, pp. 1921–1926 [Abstract]
  • Karel Hauzer, Tomislav Barth, Linda Servítová and Karel Jošt
    Post-proline endopeptidase, further characterization of the enzyme from pig kidneys
    1984, Vol. 49, Issue 8, pp. 1846–1853 [Abstract]
  • Zdenko Procházka, Michal Lebl, Tomislav Barth, Jan Hlaváček, Antonín Trka, Miloš Buděšínský and Karel Jošt
    Synthesis and properties of oxytocin analogues modified in the tripeptide side chain
    1984, Vol. 49, Issue 3, pp. 642–652 [Abstract]
  • Tomislav Barth, Pavel Hrbas, Jana Škopková, Hans Vilhardt, Martin Flegel and Karel Jošt
    The effect of some structural changes in the molecule of vasopressin on the duration of antidiuretic action
    1984, Vol. 49, Issue 1, pp. 137–140 [Abstract]
  • Daniel Butlen, Tomislav Barth, Bernard Cantau, Gilles Guillon, Serge Jard, Michal Lebl, František Brtník and Karel Jošt
    The structural requirements of oxytocin and vassopressin analogues for the activation of adenylate cyclase in the rat kidney medullary membrane system
    1983, Vol. 48, Issue 11, pp. 3166–3176 [Abstract]
  • František Brtník, Ivan Krejčí, Běla Kupková, Pavel Hrbas, Jana Škopková, Tomislav Barth and Karel Jošt
    Vasopressin analogues with effect on central nervous system: Synthesis and biological properties
    1983, Vol. 48, Issue 10, pp. 2862–2873 [Abstract]
  • Tomislav Barth, Bernard Cantau, Daniel Butlen, Gilles Guillon, Serge Jard, Michal Lebl and Karel Jošt
    Oxytocin and vasopressin analogues capable of competition with vasopressin binding to rat liver membranes
    1983, Vol. 48, Issue 6, pp. 1788–1795 [Abstract]
  • Michal Lebl, Pavel Hrbas, Jana Škopková, Jiřina Slaninová, Alena Machová, Tomislav Barth and Karel Jošt
    Synthesis and properties of oxytocin analogues with high and selective natriuretic activity
    1982, Vol. 47, Issue 9, pp. 2540–2560 [Abstract]
  • Jiřina Slaninová, Iain C. A. F. Robinson, Pavel Hrbas and Tomislav Barth
    Cross-reactivity of anti-oxytocin sera
    1982, Vol. 47, Issue 6, pp. 1654–1658 [Abstract]
  • Karel Hauzer, Linda Servítová, Tomislav Barth and Karel Jošt
    Post-proline endopeptidase. Partial purification and characterization of the enzyme from pig kidneys
    1982, Vol. 47, Issue 4, pp. 1139–1148 [Abstract]
  • Michal Lebl, Jan Pospíšek, Jan Hlaváček, Tomislav Barth, Petr Maloň, Linda Servítová, Karel Hauzer and Karel Jošt
    Analogues of neurohypophysial hormones, containing tert-leucine: Synthesis and properties
    1982, Vol. 47, Issue 2, pp. 689–701 [Abstract]
  • Jan Hlaváček, Ivo Frič, Tomislav Barth and Karel Jošt
    [9-Aminoacetone]oxytocin and [8-p-aminobenzamide, 9-des-glycinamide]oxytocin: Chemical synthesis and properties
    1982, Vol. 47, Issue 1, pp. 338–348 [Abstract]
  • Tomislav Barth, Jiřina Slaninová, Linda Servítová, Michal Lebl, Christine Kotsira-Engonopoulos, Chrysa Tzougraki, Iphigenia Photaki, Milan Krojidlo and Karel Jošt
    The effect of some structural modifications of the oxytocin molecule on the duration of the galactogogic response
    1981, Vol. 46, Issue 10, pp. 2441–2445 [Abstract]
  • Petr Šimek, Tomislav Barth, Miroslav Bárta, Vladimír Vojtíšek and Karel Jošt
    Resolution of S-benzyl-DL-penicillamine with penicillin amidohydrolase
    1981, Vol. 46, Issue 9, pp. 2263–2267 [Abstract]
  • František Brtník, Tomislav Barth and Karel Jošt
    Use of phenylacetyl group for protection of the lysine Nε-amino group in synthesis of peptides
    1981, Vol. 46, Issue 8, pp. 1983–1989 [Abstract]
  • Jana Škopková, Pavel Hrbas, Jiřina Slaninová and Tomislav Barth
    Prolonged antidiuretic action of vasopressin analogues in relation to their primary structure
    1981, Vol. 46, Issue 8, pp. 1850–1855 [Abstract]
  • Jiřina Slaninová, Michal Lebl, Tomislav Barth and Karel Jošt
    The effect of magnesium ions on the uterotonic activity of carba analogues of oxytocin modified in position 4
    1981, Vol. 46, Issue 7, pp. 1689–1692 [Abstract]
  • Zdenko Procházka, Michal Lebl, Linda Servítová, Tomislav Barth and Karel Jošt
    Synthesis and pharmacological properties of [2-p-fluorophenylalanine]deamino-1-carba-oxytocin and its diastereoisomeric sulfoxides
    1981, Vol. 46, Issue 4, pp. 947–956 [Abstract]
  • Asja Šiševa, Ljuben M. Sirakov, Jiřina Slaninová and Tomislav Barth
    Biological activity of some insulin derivatives
    1981, Vol. 46, Issue 1, pp. 300–302 [Abstract]
  • František Brtník, Milan Krojidlo, Tomislav Barth and Karel Jošt
    Synthesis of oxytocin, arginine-vasopressin and its deamino-analogue using 2,4,6-trimethylbenzyl group for protection of the cysteine sulfur
    1981, Vol. 46, Issue 1, pp. 286–299 [Abstract]
  • František Brtník, Tomislav Barth and Karel Jošt
    [7-Glycine]deamino-1-carba-vasopressin: Synthesis and pharmacological properties
    1981, Vol. 46, Issue 1, pp. 278–285 [Abstract]
  • Pavel Hrbas, Jiřina Slaninová, Tomislav Barth and František Franěk
    Cross-reactivity study of oxytocin antibodies with oxytocin and its analogues modified in the cyclic part of the molecule
    1981, Vol. 46, Issue 1, pp. 270–277 [Abstract]
  • Tomislav Barth, Jiřina Slaninová, Michal Lebl and Karel Jošt
    Biological activities and protracted action of carba-analogues of deamino-oxytocin with O-methyltyrosine in position 2
    1980, Vol. 45, Issue 11, pp. 3045–3050 [Abstract]
  • Michal Lebl
    High-performance liquid chromatography of carba-analogues of oxytocin; a method for the determination of sulfides and sulfoxides in peptides
    1980, Vol. 45, Issue 11, pp. 2927–2937 [Abstract]
  • Michal Lebl, Tomislav Barth, Jana Škopková and Karel Jošt
    Synthesis and some pharmacological properties of [7-glycine, 8-ornithine]vasopressin and two of its analogues
    1980, Vol. 45, Issue 10, pp. 2865–2871 [Abstract]
  • Michal Lebl, Tomislav Barth and Karel Jošt
    Synthesis and pharmacological properties of oxytocin analogues modified simultaneously in position 2 and in the disulfide bridge
    1980, Vol. 45, Issue 10, pp. 2855–2864 [Abstract]
  • Michal Lebl, Alena Machová, Pavel Hrbas, Tomislav Barth and Karel Jošt
    Analogues of deamino-1-carba-oxytocin with an aliphatic amino acid in position 4: chemical synthesis and biological activities
    1980, Vol. 45, Issue 10, pp. 2714–2723 [Abstract]
  • Karel Hauzer, Siegfried Katzwinkel, Karel Jošt and Tomislav Barth
    The splitting of substance P by the post-proline cleaving enzyme from lamb kidneys
    1980, Vol. 45, Issue 6, pp. 1744–1747 [Abstract]
  • Věra Klenerová, Miroslav Munclinger, Sixtus Hynie, Tomislav Barth and Karel Jošt
    Activation of adenylate cyclase from rat renal medulla by some oxytocin analogs
    1980, Vol. 45, Issue 4, pp. 1132–1136 [Abstract]
  • Karel Hauzer, Tomislav Barth and Karel Jošt
    Activation of vasopressin hormonogens by kidney aminoacylarylamidase; Study in vitro
    1980, Vol. 45, Issue 3, pp. 772–776 [Abstract]
  • Vera Bojanovska, Tomislav Barth, Bohuslav Černý, Karel Hauzer and Karel Jošt
    The preparation and metabolic fate of tritiated Nα-acetyl[2-O-methyltyrosine]oxytocin - An inhibitor of the uterotonic action of oxytocin
    1979, Vol. 44, Issue 9, pp. 2702–2709 [Abstract]
  • Michal Lebl, Vera Bojanovska, Tomislav Barth and Karel Jošt
    Synthesis and properties of oxytocin analogues acting as irreversible inhibitors of the uterotonic response to oxytocin
    1979, Vol. 44, Issue 8, pp. 2573–2582 [Abstract]
  • Michal Lebl, Tomislav Barth and Karel Jošt
    Analogues of oxytocin with esters of glutamic acid instead of glutamine in position 4: Synthesis of a compound with high and specific galactogogic activity
    1979, Vol. 44, Issue 8, pp. 2563–2572 [Abstract]
  • Michal Lebl, Anastasia Dimeli, Vera Bojanovska, Jiřina Slaninová, Tomislav Barth and Karel Jošt
    Synthesis and some biological properties of amides derived from [4-glutamic acid]deamino-1-carba-oxytocin
    1979, Vol. 44, Issue 8, pp. 2556–2562 [Abstract]
  • Anastasia Dimeli and Tomislav Barth
    Tryptic splitting of vasopressin analogues containing homologues of lysine or arginine in position 8
    1979, Vol. 44, Issue 8, pp. 2451–2454 [Abstract]
  • Asja Šiševa, Jiřina Slaninová, Tomislav Barth, Stephan P. Ditzov and Luben M. Sirakov
    Isoelectric focusing of insulin, 125I-insulin and the 125I-insulin-antibody complex
    1979, Vol. 44, Issue 6, pp. 1828–1834 [Abstract]
  • Milan Zaoral, František Brtník, Martin Flegel, Tomislav Barth and Alena Machová
    [1-β-Mercaptopropionic acid, 8-norarginine]vasopressin and [1-β-mercaptopropionic acid, 8-D-norarginine]vasopressin. Two analogs with strong biological effects
    1979, Vol. 44, Issue 4, pp. 1179–1186 [Abstract]
  • Jan Hlaváček, Tomislav Barth, Karel Bláha and Karel Jošt
    Synthesis of oxytocin analogues modified in the tripeptide side-chain by condensation of aminoterminal linear hexapeptide with the carboxyterminal tripeptide
    1979, Vol. 44, Issue 1, pp. 275–287 [Abstract]
  • Tomislav Barth, Asja Šiševa, Ljuben Sirakov, Jiřina Slaninová and Stefan Ditzov
    Cross-reaction of some insulin derivatives with anti-insulin serum
    1978, Vol. 43, Issue 11, pp. 2967–2972 [Abstract]
  • Michal Lebl, Tomislav Barth and Karel Jošt
    Synthesis, reduction, and pharmacological properties of the sulfoxides of some carba-analogues of oxytocin
    1978, Vol. 43, Issue 6, pp. 1538–1556 [Abstract]
  • Michal Lebl, Tomislav Barth and Karel Jošt
    Nα-Glycyl-glycyl-glycyl-8-ornithine-vasopressin: A trypsin resistant vasopressin analog with a specific pressor effect
    1978, Vol. 43, Issue 5, pp. 1300–1305 [Abstract]
  • Zdenko Procházka, Ivan Krejčí, Běla Kupková, Jiřina Slaninová, Vera Bojanovska, Zdeněk Prusík, Ilse A. Vosekalna, Petr Maloň, Tomislav Barth, Ivo Frič, Karel Bláha and Karel Jošt
    Synthesis and properties of the Nα-glycyl-glycyl-glycyl-8-lysine-vasopressin and its des-glycinamide derivative
    1978, Vol. 43, Issue 5, pp. 1285–1299 [Abstract]
  • Jiřina Slaninová, Tomislav Barth, Jana Škopková, Ivo Bláha and František Franěk
    Preparation of antibodies to [8-D-arginine]deamino-vasopressin and study of their cross-reactivity with vasopressin analogues
    1978, Vol. 43, Issue 4, pp. 1167–1174 [Abstract]
  • Zdenko Procházka, Tomislav Barth, Joseph H. Cort, Karel Jošt and František Šorm
    Synthesis and some pharmacological properties of [8-L-arginine]deamino-1-carba-vasopressin
    1978, Vol. 43, Issue 2, pp. 655–663 [Abstract]
  • Michal Lebl and Karel Jošt
    Synthesis of [4-glutamic acid]deamino-1-carba-oxytocin
    1978, Vol. 43, Issue 2, pp. 523–534 [Abstract]
  • Milan Zaoral, Martin Flegel, Tomislav Barth and Alena Machová
    Purification of ten-grammes amounts of [1-β-mercaptopropionic acid, 8-D-arginine]vasopressin (DDAVP) on a continuous free-flow electrophoresis. Chemical and pharmacological data of DDAVP and by-products
    1978, Vol. 43, Issue 2, pp. 511–522 [Abstract]