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Volumn 49, Issue 16, 2006, Pages 4826-4833

Galactosyl derivatives of L-arginine and D-arginine: Synthesis, stability, cell permeation, and nitric oxide production in pituitary GH3 cells

Author keywords

[No Author keywords available]

Indexed keywords

ARGININE DERIVATIVE; ARGININE DEXTRO GALACTOS 6' YL ESTER; CITRULLINE; DEXTRO ARGININE; DEXTRO ARGININE DEXTRO GALACTOS 6' YL ESTER; GALACTOSE; NITRIC OXIDE; NITRIC OXIDE SYNTHASE; PRODRUG; UNCLASSIFIED DRUG;

EID: 33746896200     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm060005s     Document Type: Article
Times cited : (14)

References (31)
  • 1
    • 0025883342 scopus 로고
    • Nitric oxide: Physiology, pathophysiology and pharmacology
    • Moncada, S.; Palmer, R. M. J.; Higges, E. A. Nitric oxide: physiology, pathophysiology and pharmacology. Pharmacol. Rev. 1991, 43, 109-142.
    • (1991) Pharmacol. Rev. , vol.43 , pp. 109-142
    • Moncada, S.1    Palmer, R.M.J.2    Higges, E.A.3
  • 2
    • 0029805172 scopus 로고    scopus 로고
    • Nitric oxide, superoxide, and peroxynitrite: The good, the bad, and the ugly
    • Beckman, J. S.; Koppenol, W. Nitric oxide, superoxide, and peroxynitrite: the good, the bad, and the ugly. Am. J. Physiol. 1996, 271, C1424-1437.
    • (1996) Am. J. Physiol. , vol.271
    • Beckman, J.S.1    Koppenol, W.2
  • 3
    • 0034906231 scopus 로고    scopus 로고
    • Effect of nebulised L-and D-arginine on exhaled nitric oxide in steroid naïve asthma
    • Chambers, D. C.; Ayres, J. G. Effect of nebulised L-and D-arginine on exhaled nitric oxide in steroid naïve asthma. Thorax 2001, 56, 602-606.
    • (2001) Thorax , vol.56 , pp. 602-606
    • Chambers, D.C.1    Ayres, J.G.2
  • 4
    • 0031557659 scopus 로고    scopus 로고
    • A novel nonenzymatic pathway for the generation of nitric oxide by the reaction of hydrogen peroxide and D- Or L-arginine Biochem
    • Nagase, S.; Takemura, K.; Ueda, A.; Hirayama, A.; Aoyagi, K.; Kondoh, M.; Koyama, A. A novel nonenzymatic pathway for the generation of nitric oxide by the reaction of hydrogen peroxide and D- or L-arginine Biochem. Biophys. Res. Commun. 1997, 233, 150-153.
    • (1997) Biophys. Res. Commun. , vol.233 , pp. 150-153
    • Nagase, S.1    Takemura, K.2    Ueda, A.3    Hirayama, A.4    Aoyagi, K.5    Kondoh, M.6    Koyama, A.7
  • 5
    • 5644227601 scopus 로고    scopus 로고
    • In vivo administration of D-arginine: Effects on blood pressure and vascular function in angiotensin II-induced hypertensive rats
    • Wolkart, G.; Stessel, H.; Brunner, F. In vivo administration of D-arginine: effects on blood pressure and vascular function in angiotensin II-induced hypertensive rats. Atherosclerosis 2004, 176, 219-225.
    • (2004) Atherosclerosis , vol.176 , pp. 219-225
    • Wolkart, G.1    Stessel, H.2    Brunner, F.3
  • 6
    • 0036240132 scopus 로고    scopus 로고
    • Functional and analytical evidence for scavenging of oxygen radicals by L-arginine
    • Lass, A.; Suessenbacher, A.; Wölkart, G.; Mayer, B.; Brunner, F. Functional and analytical evidence for scavenging of oxygen radicals by L-arginine. Mol. Pharmacol. 2002, 61, 1081-1088.
    • (2002) Mol. Pharmacol. , vol.61 , pp. 1081-1088
    • Lass, A.1    Suessenbacher, A.2    Wölkart, G.3    Mayer, B.4    Brunner, F.5
  • 7
    • 0041999112 scopus 로고    scopus 로고
    • Role of arginine and its methylated derivatives in cancer biology and treatment
    • Szende, B.; Tyihak, E.; Trezl, L. Role of arginine and its methylated derivatives in cancer biology and treatment. Cancer Cell Int. 2001, 1, 3.
    • (2001) Cancer Cell Int. , vol.1 , pp. 3
    • Szende, B.1    Tyihak, E.2    Trezl, L.3
  • 9
    • 0029124027 scopus 로고
    • Supplementation of hypercholesterolaemic rabbits with L-arginine reduces the vascular release of superoxide anions and restores NO production
    • Boger, R. H.; Bode-Boger, S. M.; Kienke, S.; Brandes, R.; Dwenger, A.; Frolich, J. C. Supplementation of hypercholesterolaemic rabbits with L-arginine reduces the vascular release of superoxide anions and restores NO production. Atherosclerosis 1995, 117, 273-284.
    • (1995) Atherosclerosis , vol.117 , pp. 273-284
    • Boger, R.H.1    Bode-Boger, S.M.2    Kienke, S.3    Brandes, R.4    Dwenger, A.5    Frolich, J.C.6
  • 10
    • 0027944137 scopus 로고
    • Simultaneous determination of D- and L-amino acids in the nervous tissue of crustaceans using precolumn derivatization with (+)-1-(9-fluorenyl)ethyl chloroformate and reversed-phase ion-pair high-performance liquid chromatography
    • Okuma, E.; Abe, H. Simultaneous determination of D- and L-amino acids in the nervous tissue of crustaceans using precolumn derivatization with (+)-1-(9-fluorenyl)ethyl chloroformate and reversed-phase ion-pair high-performance liquid chromatography. J. Chromatogr., B 1994, 660, 243-250.
    • (1994) J. Chromatogr., B , vol.660 , pp. 243-250
    • Okuma, E.1    Abe, H.2
  • 13
    • 0033539510 scopus 로고    scopus 로고
    • Serine racemase: Aglial enzyme synthesizing D-serine to regulate glutamate-N-methyl-D-aspartate neurotransmission
    • Wolosker, H.; Blackshaw, S.; Snyder, S. H. Serine racemase: aglial enzyme synthesizing D-serine to regulate glutamate-N-methyl-D-aspartate neurotransmission. Proc. Natl. Acad. Sci. U.S.A. 1999b, 96, 13409-13414.
    • (1999) Proc. Natl. Acad. Sci. U.S.A. , vol.96 , pp. 13409-13414
    • Wolosker, H.1    Blackshaw, S.2    Snyder, S.H.3
  • 14
    • 0035081701 scopus 로고    scopus 로고
    • Arginine metabolism and the synthesis of nitric oxide in the nervous system
    • Wiesinger, H. Arginine metabolism and the synthesis of nitric oxide in the nervous system. Prog. Neurobiol. 2001, 64, 365-391.
    • (2001) Prog. Neurobiol. , vol.64 , pp. 365-391
    • Wiesinger, H.1
  • 15
    • 0031916983 scopus 로고    scopus 로고
    • Transporters for cationic amino acids in animal cells: Discovery, structure, and function
    • Devés, R.; Boyd, C. A. Transporters for cationic amino acids in animal cells: discovery, structure, and function. Physiol. Rev. 1998, 78, 487-545.
    • (1998) Physiol. Rev. , vol.78 , pp. 487-545
    • Devés, R.1    Boyd, C.A.2
  • 16
    • 0015186836 scopus 로고
    • Brain uptake of radiolabeled amino acids, amines, and hexoses after arterial injection
    • Oldendorf, W. H. Brain uptake of radiolabeled amino acids, amines, and hexoses after arterial injection. Am. J. Physiol. 1971, 221, 1629-1639.
    • (1971) Am. J. Physiol. , vol.221 , pp. 1629-1639
    • Oldendorf, W.H.1
  • 17
    • 0028152377 scopus 로고
    • Facilitative glucose transporters
    • Mueckler, M. Facilitative glucose transporters. Eur. J. Biochem. 1994, 219, 713-725.
    • (1994) Eur. J. Biochem. , vol.219 , pp. 713-725
    • Mueckler, M.1
  • 19
    • 0037732576 scopus 로고    scopus 로고
    • Glycosyl derivatives of dopamine and L-dopa as anti-parkinson prodrugs: Synthesis, pharmacological activity and in vitro stability studies
    • Bonina, F. P.; Puglia, C.; Rimoli, M. G.; Melisi, D.; Boatto, G.; Nieddu, M.; Calignano, A.; La Rana, G.; de Caprariis, P. Glycosyl derivatives of dopamine and L-dopa as anti-parkinson prodrugs: Synthesis, pharmacological activity and in vitro stability studies. J. Drug Targeting 2003, 1, 25-36.
    • (2003) J. Drug Targeting , vol.1 , pp. 25-36
    • Bonina, F.P.1    Puglia, C.2    Rimoli, M.G.3    Melisi, D.4    Boatto, G.5    Nieddu, M.6    Calignano, A.7    La Rana, G.8    De Caprariis, P.9
  • 20
    • 0030607725 scopus 로고    scopus 로고
    • Synthesis of glucose-chlorambucil derivatives and their recognition by the human GLUT-1 glucose transporter
    • Halmos, T.; Santarromana, M.; Antonakis, K.; Scherman, D. Synthesis of glucose-chlorambucil derivatives and their recognition by the human GLUT-1 glucose transporter. Eur. J. Pharmacol. 1996, 318, 477-484.
    • (1996) Eur. J. Pharmacol. , vol.318 , pp. 477-484
    • Halmos, T.1    Santarromana, M.2    Antonakis, K.3    Scherman, D.4
  • 22
    • 0027299478 scopus 로고
    • Mammalian passive glucose transporters: Members of an ubiquitous family of active and passive transport proteins
    • Baldwin, S. A. Mammalian passive glucose transporters: members of an ubiquitous family of active and passive transport proteins. Biochim. Biophys. Acta. 1993, 1154, 17-49.
    • (1993) Biochim. Biophys. Acta. , vol.1154 , pp. 17-49
    • Baldwin, S.A.1
  • 23
    • 0024969782 scopus 로고
    • Comparison of pulsed coulometric detection and potential-sweep pulsed coulometric detection for underivatized amino acids in liquid chromatography
    • Welch, L. E.; Lacourse, W. R.; Mead, D. A., Jr.; Johnson, D. C. Comparison of pulsed coulometric detection and potential-sweep pulsed coulometric detection for underivatized amino acids in liquid chromatography. Anal. Chem. 1989, 61, 555-559.
    • (1989) Anal. Chem. , vol.61 , pp. 555-559
    • Welch, L.E.1    Lacourse, W.R.2    Mead Jr., D.A.3    Johnson, D.C.4
  • 24
    • 0029795867 scopus 로고    scopus 로고
    • Electrochemical detection of underivatized amino acids with a Ni Cr Alloy electrode
    • Marioli, J. M.; Sereno, L. E. Electrochemical detection of underivatized amino acids with a Ni Cr Alloy electrode. J. Liq. Chromatogr. Relat. Technol. 1996, 19, 2505-2515.
    • (1996) J. Liq. Chromatogr. Relat. Technol. , vol.19 , pp. 2505-2515
    • Marioli, J.M.1    Sereno, L.E.2
  • 25
    • 0026692992 scopus 로고
    • Packed column subcritical fluid chromatography of underivatized amino acids
    • Camel, V.; Thiebault, D.; Caude, M.; Dreux, M. Packed column subcritical fluid chromatography of underivatized amino acids. J. Chromatogr., A 1992, 605, 95-101.
    • (1992) J. Chromatogr., A , vol.605 , pp. 95-101
    • Camel, V.1    Thiebault, D.2    Caude, M.3    Dreux, M.4
  • 26
    • 0027994670 scopus 로고
    • Determination of amino acids by ion-pair liquid chromatography with post-column derivatization using 1,2-naphthoquinone-4-sulfonate
    • Saurina, J.; Hernandez-Cassou, S. Determination of amino acids by ion-pair liquid chromatography with post-column derivatization using 1,2-naphthoquinone-4-sulfonate. J. Chromatogr., A 1994, 676, 311-319.
    • (1994) J. Chromatogr., A , vol.676 , pp. 311-319
    • Saurina, J.1    Hernandez-Cassou, S.2
  • 27
    • 0000250669 scopus 로고
    • Indirect UV detection of hydrophilic ionized compounds in reversed-phase liquid chromatography by use of a UV-absorbing ion of the same charge
    • Crommen, J.; Hernè, P. Indirect UV detection of hydrophilic ionized compounds in reversed-phase liquid chromatography by use of a UV-absorbing ion of the same charge. J. Pharm. Biomed. Anal. 1984, 2, 241-253.
    • (1984) J. Pharm. Biomed. Anal. , vol.2 , pp. 241-253
    • Crommen, J.1    Hernè, P.2
  • 28
    • 0033013478 scopus 로고    scopus 로고
    • Ion-pair reversed-phase liquid chromatography for determination of polar underivatized amino acids using perfluorinated carboxylic acids as ion pairing agent
    • Petritis, K. N.; Chaimbault, P.; Elfakir, C.; Dreux, M. Ion-pair reversed-phase liquid chromatography for determination of polar underivatized amino acids using perfluorinated carboxylic acids as ion pairing agent. J. Chromatogr., A 1999, 833, 147-155.
    • (1999) J. Chromatogr., A , vol.833 , pp. 147-155
    • Petritis, K.N.1    Chaimbault, P.2    Elfakir, C.3    Dreux, M.4
  • 29
    • 0032848460 scopus 로고    scopus 로고
    • Determination of 20 underivatized proteinic amino acids by ion-pairing chromatography and pneumatically assisted electrospray mass spectrometry
    • Chaimboult, P.; Petritis, K.; Elfakir, C.; Dreux, M. Determination of 20 underivatized proteinic amino acids by ion-pairing chromatography and pneumatically assisted electrospray mass spectrometry. J. Chromatogr., A 1999, 855, 191-202.
    • (1999) J. Chromatogr., A , vol.855 , pp. 191-202
    • Chaimboult, P.1    Petritis, K.2    Elfakir, C.3    Dreux, M.4
  • 31
    • 0017184389 scopus 로고
    • A rapid and sensitive method for the quantification of microgram quantities of protein utilizing the principle of protein-dye binding
    • Bradford, M. M. A rapid and sensitive method for the quantification of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 1976, 72, 248-254.
    • (1976) Anal. Biochem. , vol.72 , pp. 248-254
    • Bradford, M.M.1


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