Crossref Cited-by Linking logo

Collect. Czech. Chem. Commun. 1955, 20, 1183-1189
https://doi.org/10.1135/cccc19551183

Synthetic studies in the oxytocin field. I. A synthesis of S-benzyl-L-cysteinyl-L-prolyl-L-leucylglycine amide

M. Zaoral and J. Rudinger

Crossref Cited-by Linking

  • Konno Hiroyuki, Yasumiishi Haruto, Aoki Reika, Nitanai Ikumi, Yano Shigekazu: Detection of Thiol Functionality and Disulfide Bond Formation by Polyoxometalate. ACS Comb. Sci. 2020, 22, 745. <https://doi.org/10.1021/acscombsci.0c00176>
  • Heping Wang, Pacáková Věra, Štulík Karel, Barth Tomislav: Ion-exchange high-performance liquid chromatographic analysis of the products of the enzymatic degradation of oxytocin. Journal of Chromatography A 1990, 519, 244. <https://doi.org/10.1016/0021-9673(90)85153-M>
  • Case Todd C., Snider Stuart R., Hruby Victor J., Rockway Todd: Active and inactive L-prolyl-L-leucyl glycinamide synthetic analogs in rat models of levodopa-treated Parkinson's disease. Life Sciences 1985, 36, 2531. <https://doi.org/10.1016/0024-3205(85)90150-X>
  • BODANSZKY MIKLOS, BEDNAREK MARIA A.: Derivatives of S‐9‐fluorenylmethyl‐L‐cysteine. International Journal of Peptide and Protein Research 1982, 20, 434. <https://doi.org/10.1111/j.1399-3011.1982.tb03064.x>
  • Formicka-Kozlowska Grazyna, Kozłowski Henryk, Bezer Mary, Pettit Leslie D., Kupryszewski Gotfryd, Przybylski Józef: Melanostatin and its complexes with Cu(II) and Ni(II) ions. Spectroscopic and potentiometric studies. Inorganica Chimica Acta 1981, 56, 79. <https://doi.org/10.1016/S0020-1693(00)88550-3>
  • SMITH CLARK W., STAHL GLENN L., WALTER RODERICH: POLY‐N‐ACRYLYLPYRROLIDINE A NEW RESIN IN PEPTIDE CHEMISTRY. International Journal of Peptide and Protein Research 1979, 13, 109. <https://doi.org/10.1111/j.1399-3011.1979.tb01857.x>
  • PHOTAKI IPHIGENIA, TZOUGRAKI CHRYSA, KOTSIRA‐ENGONOPOULOS CHRISTINE: SYNTHESIS AND SOME PHARMACOLOGICAL PROPERTIES OF [Glu(OMe)4]OXYTOCIN AND [Mpr1, Glu(OMe)4]OXYTOCIN*. International Journal of Peptide and Protein Research 1979, 13, 426. <https://doi.org/10.1111/j.1399-3011.1979.tb01902.x>
  • Walter Roderich, Deslauriers Roxanne, Smith Ian C.P.: Aggregation of pro‐leu‐gly‐NH2 in aqueous solution. FEBS Letters 1978, 95, 357. <https://doi.org/10.1016/0014-5793(78)81029-1>
  • Walter Roderich: Partial purification and characterization of post-proline cleaving enzyme:. Biochimica et Biophysica Acta (BBA) - Enzymology 1976, 422, 138. <https://doi.org/10.1016/0005-2744(76)90015-2>
  • Cutnell J. D., Glasel Jay A., Hruby V. J.: An investigation of contributions to carbon‐13 spin‐lattice relaxtion in amino acids and peptide hormones. Org. Magn. Reson. 1975, 7, 256. <https://doi.org/10.1002/mrc.1270070603>
  • Marbach Peter, Rudinger Josef: Synthesis of [2‐p‐Fluorophenylalanine]oxytocin and its Desamino Analogue Using the S‐Acetamidomethyl Protecting Group. Helvetica Chimica Acta 1974, 57, 403. <https://doi.org/10.1002/hlca.19740570215>
  • Keller Oskar, Rudinger Josef: Synthesis of [1, 6‐α, α′‐Diaminosuberic acid]oxytocin (‘Dicarba‐oxytocin’). Helvetica Chimica Acta 1974, 57, 1253. <https://doi.org/10.1002/hlca.19740570502>
  • Castensson Staffan, Sievertsson Hans: Studies on the inhibition of oxotremorine induced tremor by a melanocyte‐stimulating hormone release‐inhibiting factor, thyrotropin releasing hormone and related peptides. FEBS Letters 1974, 44, 101. <https://doi.org/10.1016/0014-5793(74)80315-7>
  • Itoh Masumi, Nojima Hiroshi, Notani Jiyoji, Hagiwara Daijiro, Takai Kuniaki: Some sulfonates of strongly acidic N-hydroxy compounds as novel coupling reagents. Tetrahedron Letters 1974, 15, 3089. <https://doi.org/10.1016/S0040-4039(01)91831-3>
  • Jäger Georg, Geiger Rolf: Isobornyloxycarbonyl‐Rest als neue Aminoschutzgruppe. Justus Liebigs Ann. Chem. 1973, 1973, 1535. <https://doi.org/10.1002/jlac.197319730914>
  • Walter Roderich, Griffiths E.C., Hooper K.C.: Production of MSH-release-inhibiting hormone by a particulate preparation of hypothalami: Mechanisms of oxytocin inactivation. Brain Research 1973, 60, 449. <https://doi.org/10.1016/0006-8993(73)90802-0>
  • Deslauriers Roxanne, Walter Roderich, Smith Ian C.P.: Intramolecular motion in peptides determined by 13C NMR: A spin‐lattice relaxation time‐study on MSH‐release‐inhibiting factor. FEBS Letters 1973, 37, 27. <https://doi.org/10.1016/0014-5793(73)80419-3>
  • Glasel Jay A., Heuby Victor J., McKelvy Jeffrey F., Spatola Abno F.: Deuteron magnetic resonance studies on the microdynamical behavior of partially deuterated oxytocin with neurophysin. Journal of Molecular Biology 1973, 79, 555. <https://doi.org/10.1016/0022-2836(73)90406-3>
  • Hase Satoe, Walter Roderich: SYMMETRICAL DISULFIDE BONDS AS S‐PROTECTING GROUPS AND THEIR CLEAVAGE BY DITHIOTHREITOL: SYNTHESIS OF OXYTOCIN WITH HIGH BIOLOGICAL ACTIVITY. International Journal of Peptide and Protein Research 1973, 5, 283. <https://doi.org/10.1111/j.1399-3011.1973.tb03463.x>
  • Mühlemann M., Titov M. I., Schwyzer R., Rudinger J.: The Use of Intermediates with Preformed Disulfide Bridge for the Synthesis of Oxytocin and Deamino‐oxytocin. Helvetica Chimica Acta 1972, 55, 2854. <https://doi.org/10.1002/hlca.19720550817>
  • Celis Maria E., Hase Satoe, Walter Roderich: Structure‐activity studies of MSH‐release‐inhibiting hormone. FEBS Letters 1972, 27, 327. <https://doi.org/10.1016/0014-5793(72)80651-3>
  • Bower Sister Annette, Hadley Mac E., Hruby Victor J.: Comparative MSH release-inhibiting activities of tocinoic acid (the ring of oxytocin), and L-Pro-L-Leu-Gly-NH2 (the side chain of oxytocin). Biochemical and Biophysical Research Communications 1971, 45, 1185. <https://doi.org/10.1016/0006-291X(71)90143-4>
  • Kobayashi Akiko, Hase Satoe, Kiyoi Reiko, Sakakibara Shumpei: Oxytocin Analogues Containing No Disulfide Bond. I. Synthesis of the Lactam of l-Tyrosyl-l-isoleucyl-l-glutaminyl-l-asparaginyl-l-α-aminosuberyl-l-prolyl-l-leucylglycine Amide. Bulletin of the Chemical Society of Japan 1969, 42, 3491. <https://doi.org/10.1246/bcsj.42.3491>
  • Bayer Ernst, Hagenmaier Hanspaul: Solid phase synthesis of oxytocin. Tetrahedron Letters 1968, 9, 2037. <https://doi.org/10.1016/S0040-4039(00)89739-7>
  • Aoyagi Haruhiko, Kondo Michio, Izumiya Nobuo: Analogs of Oxytocin Containing Leucinamide and Glycylglycinamide in Place of Glycinamide. Bulletin of the Chemical Society of Japan 1968, 41, 2772. <https://doi.org/10.1246/bcsj.41.2772>
  • Theodoropoulos Dimitrios, Schwartz Irving L., Walter Roderich: New synthesis of L-selenocysteine derivatives and peptides. Tetrahedron Letters 1967, 8, 2411. <https://doi.org/10.1016/S0040-4039(00)71617-0>
  • Theodoropoulos Dimitrios, Schwartz Irving L., Walter Roderich: Synthesis of Selenium-Containing Peptides*. Biochemistry 1967, 6, 3927. <https://doi.org/10.1021/bi00864a039>
  • Walter Roderich., Chan Wah-Yip.: Syntheses and pharmacological properties of selenium isologs of oxytocin and deaminooxytocin. J. Am. Chem. Soc. 1967, 89, 3892. <https://doi.org/10.1021/ja00991a037>
  • Ravdel' G. A., Krit N. A., Oladkina V. A., Shchukina L. A., Shemyakin M. M.: Depsipeptides Communication 31. Synthesis of depsipeptides containing ?-hydroxy ?-amino acid residues. Russ Chem Bull 1965, 14, 1954. <https://doi.org/10.1007/BF00845888>
  • Photaki Iphigenia: Synthesis of N-protected oxytoceines. Experientia 1964, 20, 487. <https://doi.org/10.1007/BF02154062>
  • Jaquenoud P‐A., Boissonnas R. A.: Synthèse de l'Asp(NH2)4‐oxytocine, de la Glu(NH2)5‐oxytocine et de l'Asp(NH2)4‐Glu(NH2)5‐oxytocine. Helvetica Chimica Acta 1962, 45, 1601. <https://doi.org/10.1002/hlca.19620450527>
  • Rudinger J., Krejčí I.: Dose-response relations for some synthetic analogues of oxytocin, and the mode of action of oxytocin on the isolated uterus. Experientia 1962, 18, 585. <https://doi.org/10.1007/BF02172197>
  • Cash William D., Mahaffey Logan McCulloch., Buck Alfred S., Nettleton Donald E., Romas Christos., du Vigneaud Vincent.: Synthesis and Biological Properties of 9-Sarcosine Oxytocin. J. Med. Chem. 1962, 5, 413. <https://doi.org/10.1021/jm01238a001>
  • Beyerman H. C., Bontekoe J. S., Koch A. C.: A synthesis of oxytocin. Recl. Trav. Chim. Pays‐Bas 1959, 78, 935. <https://doi.org/10.1002/recl.19590781202>