메뉴 건너뛰기




Volumn 53, Issue 5, 1999, Pages 554-559

Analogs of arginine vasopressin modified in position 3 with (R)-α- hydroxymethylphenylalanine

Author keywords

(R) hydroxymethylphenylalanine; Arginine vasopressin (AVP); Conformational constraints; V2 agonists

Indexed keywords

ARGIPRESSIN DERIVATIVE; PHENYLALANINE DERIVATIVE;

EID: 0033037506     PISSN: 1397002X     EISSN: None     Source Type: Journal    
DOI: 10.1034/j.1399-3011.1999.00064.x     Document Type: Article
Times cited : (9)

References (27)
  • 1
    • 0027532677 scopus 로고
    • Design, synthesis, and some uses of receptor-specific agonists and antagonists of vasopressin and oxytocin
    • Manning, M. & Sawyer, W.H. (1993) Design, synthesis, and some uses of receptor-specific agonists and antagonists of vasopressin and oxytocin. J. Receptor Res. 13, 195-214.
    • (1993) J. Receptor Res , vol.13 , pp. 195-214
    • Manning, M.1    Sawyer, W.H.2
  • 2
    • 0023476138 scopus 로고
    • Neurohypophyseal hormone receptor systems in brain and periphery
    • Jard, S., Barberis, C., Audigier, S. & Tribollet, E. (1987) Neurohypophyseal hormone receptor systems in brain and periphery. Prog. Brain Res. 72, 173-187.
    • (1987) Prog. Brain Res , vol.72 , pp. 173-187
    • Jard, S.1    Barberis, C.2    Audigier, S.3    Tribollet, E.4
  • 3
    • 0023795642 scopus 로고
    • Mechanisms of action of vasopressin and vasopressin antagonists
    • Jard, S. (1988) Mechanisms of action of vasopressin and vasopressin antagonists. Kidney Int. 34, 38-42.
    • (1988) Kidney Int , vol.34 , pp. 38-42
    • Jard, S.1
  • 4
    • 0000128077 scopus 로고
    • Important structural modifications. I. Noncoded amino acids
    • (K. Jost, M. Lebl, & F, Brtnik, eds). CRC Press, Boca Raton, FL
    • Hlavacek, J. (1987) Important structural modifications. I. Noncoded amino acids. In CRC Handbook of Neurohypophyseal Hormone Analogs, Vol. I, Part 2 (K. Jost, M. Lebl, & F, Brtnik, eds). CRC Press, Boca Raton, FL, pp. 109-128.
    • (1987) CRC Handbook of Neurohypophyseal Hormone Analogs , vol.1 , Issue.PART 2 , pp. 109-128
    • Hlavacek, J.1
  • 6
    • 0001450379 scopus 로고
    • Synthesis of a B-lymphocyte activating α-methylserine containing lipopentapeptide
    • Metzger, J., Olma, A., Leplawy, M.T. & Jung, G. (1987) Synthesis of a B-lymphocyte activating α-methylserine containing lipopentapeptide. Naturforsch. 42b, 1195-1201.
    • (1987) Naturforsch , vol.42 B , pp. 1195-1201
    • Metzger, J.1    Olma, A.2    Leplawy, M.T.3    Jung, G.4
  • 9
    • 0013583351 scopus 로고    scopus 로고
    • Biological consequences of the incorporation of amphiphilic amino acids into opioid peptide sequences
    • Olma, A., Misicka, A., Tourwe, D. & Lipkowski, A.W. (1998) Biological consequences of the incorporation of amphiphilic amino acids into opioid peptide sequences. Lett. Pept. Sci. 5, 383-385.
    • (1998) Lett. Pept. Sci , vol.5 , pp. 383-385
    • Olma, A.1    Misicka, A.2    Tourwe, D.3    Lipkowski, A.W.4
  • 10
    • 0013583352 scopus 로고    scopus 로고
    • α-Hydroxymethylphenylglycine and α-hydroxymethylphenylalanine: Synthesis, resolution, and absolute configuration
    • Olma, A. (1996) α-Hydroxymethylphenylglycine and α-hydroxymethylphenylalanine: synthesis, resolution, and absolute configuration. Polish J. Chem. 70, 1442-1447.
    • (1996) Polish J. Chem , vol.70 , pp. 1442-1447
    • Olma, A.1
  • 12
    • 0001988365 scopus 로고
    • Preparation of N-acyl-α-alkylserines by selective cleavage of 5-acylamino-5-alkyl-4-oxo-1,3-dioxanes
    • Kamiski, Z.K. & Leplawy, M.T. (1974) Preparation of N-acyl-α-alkylserines by selective cleavage of 5-acylamino-5-alkyl-4-oxo-1,3-dioxanes. Synthesis 292-293.
    • (1974) Synthesis , pp. 292-293
    • Kamiski, Z.K.1    Leplawy, M.T.2
  • 13
    • 0014432614 scopus 로고
    • Synthesis by the Merrifield method of a protected nonapeptide amide with the amino acid sequence of oxytocin
    • Manning, M. (1968) Synthesis by the Merrifield method of a protected nonapeptide amide with the amino acid sequence of oxytocin. J. Am. Chem. Soc. 90, 1348-1349.
    • (1968) J. Am. Chem. Soc , vol.90 , pp. 1348-1349
    • Manning, M.1
  • 14
    • 0023879271 scopus 로고
    • Synthesis of arginine-vasopressins, modified in positions 1 and 2, as antagonists of the vasopressor response to the parent hormone
    • Lammek, B., Rekowski, P., Kupryszewski, G., Melin, P. & Ragnarsson, U. (1988) Synthesis of arginine-vasopressins, modified in positions 1 and 2, as antagonists of the vasopressor response to the parent hormone. J. Med. Chem. 31, 603-606.
    • (1988) J. Med. Chem , vol.31 , pp. 603-606
    • Lammek, B.1    Rekowski, P.2    Kupryszewski, G.3    Melin, P.4    Ragnarsson, U.5
  • 15
    • 0014772602 scopus 로고
    • Color test for detection of free terminal amino groups in the solid-phase synthesis of peptides
    • Kaiser, E., Colescott, R.L., Bossinger, C.D. & Cook, P. (1970) Color test for detection of free terminal amino groups in the solid-phase synthesis of peptides. Anal. Biochem. 34, 595-598.
    • (1970) Anal. Biochem , vol.34 , pp. 595-598
    • Kaiser, E.1    Colescott, R.L.2    Bossinger, C.D.3    Cook, P.4
  • 16
    • 0000795175 scopus 로고
    • A chloroanil color test for monitoring coupling completeness in solid phase peptide synthesis
    • (E. Gross & J. Meienhofer, eds). Pierce Chemical Company, Rockford, Illinois
    • Christensen, T.C. (1979) A chloroanil color test for monitoring coupling completeness in solid phase peptide synthesis. In Peptides, Structure and Biological Function (E. Gross & J. Meienhofer, eds). Pierce Chemical Company, Rockford, Illinois, p. 385.
    • (1979) Peptides, Structure and Biological Function , pp. 385
    • Christensen, T.C.1
  • 17
    • 84957417090 scopus 로고
    • A modification of the method of Dale and Laidlaw for standardization of posterior pituitary extract
    • Holton, P. (1948) A modification of the method of Dale and Laidlaw for standardization of posterior pituitary extract. Br. J. Pharmacol. 3, 328-334.
    • (1948) Br. J. Pharmacol , vol.3 , pp. 328-334
    • Holton, P.1
  • 18
    • 72849154573 scopus 로고
    • Effect of magnesium ion on the response of the rat uterus to neurohypophysial hormones and analogs
    • Munsick, R.A. (1960) Effect of magnesium ion on the response of the rat uterus to neurohypophysial hormones and analogs. Endocrinology 66, 451-457.
    • (1960) Endocrinology , vol.66 , pp. 451-457
    • Munsick, R.A.1
  • 19
    • 0014473828 scopus 로고
    • Determination of the rate constants of drug elimination from the receptor compartment by an infusion method. Neurohypophyseal hormones and their structure analogs
    • Pliska, V. (1969) Determination of the rate constants of drug elimination from the receptor compartment by an infusion method. Neurohypophyseal hormones and their structure analogs. Eur. J. Pharmacol. 5, 253-262.
    • (1969) Eur. J. Pharmacol , vol.5 , pp. 253-262
    • Pliska, V.1
  • 20
    • 0001641316 scopus 로고
    • The quantitative assay of vasopressin
    • Dekanski, J. (1952) The quantitative assay of vasopressin. Br. J. Pharmacol. 7, 567-572.
    • (1952) Br. J. Pharmacol , vol.7 , pp. 567-572
    • Dekanski, J.1
  • 22
    • 0019456524 scopus 로고
    • Comparison of antidiuretic and natriuretic effects of (8-lysine)vasopressin and (8-D-arginine)deaminovasopressin in conscious rats
    • Skopkova, J., Hrbas, P. & Barth, T. (1981) Comparison of antidiuretic and natriuretic effects of (8-lysine)vasopressin and (8-D-arginine)deaminovasopressin in conscious rats. Endocrinol. Exptl. 15, 129-138.
    • (1981) Endocrinol. Exptl , vol.15 , pp. 129-138
    • Skopkova, J.1    Hrbas, P.2    Barth, T.3
  • 23
    • 0002650676 scopus 로고
    • Fundamental biological evaluation
    • (K. Jost, M. Lebl, & F. Brtnik, eds). CRC Press, Boca Raton, FL
    • Slaninova, J. (1987) Fundamental biological evaluation. In CRC Handbook of Neurohypophyseal Hormone Analogs, Vol. I, Part 2 (K. Jost, M. Lebl, & F. Brtnik, eds). CRC Press, Boca Raton, FL, pp. 83-107.
    • (1987) CRC Handbook of Neurohypophyseal Hormone Analogs , vol.1 , Issue.PART 2 , pp. 83-107
    • Slaninova, J.1
  • 24
    • 0000545447 scopus 로고
    • Tables of analogs
    • (K. Jost, M. Lebl, & F. Brtnik, eds). CRC Press, Boca Raton, FL
    • Lebl, M., Jost K. & Brtnik, F. (1987) Tables of analogs. In CRC Handbook of Neurohypophyseal Hormone Analogs, Vol. II, Part 2 (K. Jost, M. Lebl, & F. Brtnik, eds). CRC Press, Boca Raton, FL, pp. 127-267.
    • (1987) CRC Handbook of Neurohypophyseal Hormone Analogs , vol.2 , Issue.PART 2 , pp. 127-267
    • Lebl, M.1    Jost, K.2    Brtnik, F.3
  • 25
    • 0019416625 scopus 로고
    • Prolonged antidiuretic action of vasopressin analogs in relation to their primary structure
    • Skopkova, J., Hrbas, P., Slaninova, J. & Barth, T. (1981) Prolonged antidiuretic action of vasopressin analogs in relation to their primary structure. Collection Czech. Chem. Commun. 46, 1850-1855.
    • (1981) Collection Czech. Chem. Commun , vol.46 , pp. 1850-1855
    • Skopkova, J.1    Hrbas, P.2    Slaninova, J.3    Barth, T.4
  • 26
    • 0018897308 scopus 로고
    • (1-β-mercapto-β,β-cyclopentamethylenepropionic acid), 2-(O-methyl) tyrosine)arginine-vasopressin and [1-β-mercapto-β,β-cyclopentamethylenepropionic acid) )arginine-vasopressin
    • Kruszyski, M., Lammek, B., Manning, M., Seto, J., Haldar, J. & Sawyer, W.H. (1980) (1-β-mercapto-β,β-cyclopentamethylenepropionic acid), 2-(O-methyl) tyrosine)arginine-vasopressin and [1-β-mercapto-β,β-cyclopentamethylenepropionic acid) )arginine-vasopressin. J. Med. Chem. 23, 364-368.
    • (1980) J. Med. Chem , vol.23 , pp. 364-368
    • Kruszyski, M.1    Lammek, B.2    Manning, M.3    Seto, J.4    Haldar, J.5    Sawyer, W.H.6
  • 27
    • 0031939551 scopus 로고    scopus 로고
    • Biologically active analogs of arginine vasopressin containing conformationally restricted dipeptide fragments
    • Lammek, B., Czaja, M., Derdowska, I., Łempicka, E., Sikora, P., Szkróbka, W. & Trzeciak, H.I. (1998) Biologically active analogs of arginine vasopressin containing conformationally restricted dipeptide fragments. J. Peptide Res. 51, 149-154.
    • (1998) J. Peptide Res , vol.51 , pp. 149-154
    • Lammek, B.1    Czaja, M.2    Derdowska, I.3    Łempicka, E.4    Sikora, P.5    Szkróbka, W.6    Trzeciak, H.I.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.