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Volumn 169, Issue 4, 2013, Pages 922-932

Selectivity of commonly used pharmacological inhibitors for cystathionine β synthase (CBS) and cystathionine γ lyase (CSE)

Author keywords

cyano L alanine; aminooxyacetic acid; cystathionine synthase; cystathionine lyase; DL propargylglycine; hydrogen sulfide; nitric oxide; pyridoxal 5 phosphate

Indexed keywords

AMINOETHOXYVINYLGLYCINE; AMINOOXYACETIC ACID; CYANOALANINE; CYSTATHIONINE BETA SYNTHASE INHIBITOR; CYSTATHIONINE GAMMA LYASE INHIBITOR; CYSTEINE; GLUTATHIONE TRANSFERASE; HYBRID PROTEIN; HYDROGEN SULFIDE; HYDROXYLAMINE; LYASE INHIBITOR; METHYLENE BLUE; NITRIC OXIDE; PROPARGYLGLYCINE; TRIFLUOROALANINE; UNCLASSIFIED DRUG;

EID: 84878275590     PISSN: 00071188     EISSN: 14765381     Source Type: Journal    
DOI: 10.1111/bph.12171     Document Type: Article
Times cited : (334)

References (50)
  • 1
    • 0018895639 scopus 로고
    • Inactivation of alanine aminotransferase by the neurotoxin beta-cyano-L-alanine
    • Alston TA, Porter DJ, Mela L, Bright HJ, (1980). Inactivation of alanine aminotransferase by the neurotoxin beta-cyano-L-alanine. Biochem Biophys Res Commun 92: 299-304.
    • (1980) Biochem Biophys Res Commun , vol.92 , pp. 299-304
    • Alston, T.A.1    Porter, D.J.2    Mela, L.3    Bright, H.J.4
  • 2
    • 0020033307 scopus 로고
    • The non-steroidal anti-inflammatory agent parsalmide prevents aspirin-induced H+ back diffusion from the gastric lumen of the rat
    • Bianchetti A, Lavezzo A, Carminati P, (1982). The non-steroidal anti-inflammatory agent parsalmide prevents aspirin-induced H+ back diffusion from the gastric lumen of the rat. J Pharm Pharmacol 34: 51-53.
    • (1982) J Pharm Pharmacol , vol.34 , pp. 51-53
    • Bianchetti, A.1    Lavezzo, A.2    Carminati, P.3
  • 6
    • 66449109703 scopus 로고    scopus 로고
    • H2S biogenesis by human cystathionine gamma-lyase leads to the novel sulfur metabolites lanthionine and homolanthionine and is responsive to the grade of hyperhomocysteinemia
    • Chiku T, Padovani D, Zhu W, Singh S, Vitvitsky V, Banerjee R, (2009). H2S biogenesis by human cystathionine gamma-lyase leads to the novel sulfur metabolites lanthionine and homolanthionine and is responsive to the grade of hyperhomocysteinemia. J Biol Chem 284: 11601-11612.
    • (2009) J Biol Chem , vol.284 , pp. 11601-11612
    • Chiku, T.1    Padovani, D.2    Zhu, W.3    Singh, S.4    Vitvitsky, V.5    Banerjee, R.6
  • 7
    • 0030880028 scopus 로고    scopus 로고
    • Slow-binding inhibition of Escherichia coli cystathionine beta-lyase by L-aminoethoxyvinylglycine: A kinetic and X-ray study
    • Clausen T, Huber R, Messerschmidt A, Pohlenz HD, Laber B, (1997). Slow-binding inhibition of Escherichia coli cystathionine beta-lyase by L-aminoethoxyvinylglycine: a kinetic and X-ray study. Biochemistry 36: 12633-12643.
    • (1997) Biochemistry , vol.36 , pp. 12633-12643
    • Clausen, T.1    Huber, R.2    Messerschmidt, A.3    Pohlenz, H.D.4    Laber, B.5
  • 8
    • 0032402991 scopus 로고    scopus 로고
    • Crystal structure of Escherichia coli cystathionine gamma-synthase at 1.5 A resolution
    • Clausen T, Huber R, Prade L, Wahl MC, Messerschmidt A, (1998). Crystal structure of Escherichia coli cystathionine gamma-synthase at 1.5 A resolution. EMBO J 17: 6827-6838.
    • (1998) EMBO J , vol.17 , pp. 6827-6838
    • Clausen, T.1    Huber, R.2    Prade, L.3    Wahl, M.C.4    Messerschmidt, A.5
  • 9
    • 0021240084 scopus 로고
    • Selective inhibition of alanine aminotransferase and aspartate aminotransferase in rat hepatocytes
    • Cornell NW, Zuurendonk PF, Kerich MJ, Straight CB, (1984). Selective inhibition of alanine aminotransferase and aspartate aminotransferase in rat hepatocytes. Biochem J 220: 707-716.
    • (1984) Biochem J , vol.220 , pp. 707-716
    • Cornell, N.W.1    Zuurendonk, P.F.2    Kerich, M.J.3    Straight, C.B.4
  • 10
    • 0024435012 scopus 로고
    • Hydroxylamine is a vasorelaxant and a possible intermediate in the oxidative conversion of L-arginine to nitric oxide
    • DeMaster EG, Raij L, Archer SL, Weir EK, (1989). Hydroxylamine is a vasorelaxant and a possible intermediate in the oxidative conversion of L-arginine to nitric oxide. Biochem Biophys Res Commun 163: 527-533.
    • (1989) Biochem Biophys Res Commun , vol.163 , pp. 527-533
    • Demaster, E.G.1    Raij, L.2    Archer, S.L.3    Weir, E.K.4
  • 12
    • 0037044721 scopus 로고    scopus 로고
    • A novel enhancing mechanism for hydrogen sulfide-producing activity of cystathionine beta-synthase
    • Eto K, Kimura H, (2002). A novel enhancing mechanism for hydrogen sulfide-producing activity of cystathionine beta-synthase. J Biol Chem 277: 42680-42685.
    • (2002) J Biol Chem , vol.277 , pp. 42680-42685
    • Eto, K.1    Kimura, H.2
  • 13
    • 2942542787 scopus 로고    scopus 로고
    • Visualization of PLP-bound intermediates in hemeless variants of human cystathionine beta-synthase: Evidence that lysine 119 is a general base
    • Evande R, Ojha S, Banerjee R, (2004). Visualization of PLP-bound intermediates in hemeless variants of human cystathionine beta-synthase: evidence that lysine 119 is a general base. Arch Biochem Biophys 427: 188-196.
    • (2004) Arch Biochem Biophys , vol.427 , pp. 188-196
    • Evande, R.1    Ojha, S.2    Banerjee, R.3
  • 14
    • 38349053999 scopus 로고    scopus 로고
    • Purification and characterization of the wild type and truncated human cystathionine beta-synthase enzymes expressed in E. coli
    • Frank N, Kent JO, Meier M, Kraus JP, (2008). Purification and characterization of the wild type and truncated human cystathionine beta-synthase enzymes expressed in E. coli. Arch Biochem Biophys 470: 64-72.
    • (2008) Arch Biochem Biophys , vol.470 , pp. 64-72
    • Frank, N.1    Kent, J.O.2    Meier, M.3    Kraus, J.P.4
  • 15
    • 33747772492 scopus 로고
    • Monoamine oxidase inhibitors. Adverse reactions and possible mechanisms
    • Goldberg LI, (1964). Monoamine oxidase inhibitors. Adverse reactions and possible mechanisms. JAMA 190: 456-462.
    • (1964) JAMA , vol.190 , pp. 456-462
    • Goldberg, L.I.1
  • 16
    • 0021994944 scopus 로고
    • Biologic activity of hydroxylamine: A review
    • Gross P, (1985). Biologic activity of hydroxylamine: a review. Crit Rev Toxicol 14: 87-99.
    • (1985) Crit Rev Toxicol , vol.14 , pp. 87-99
    • Gross, P.1
  • 17
    • 77949321418 scopus 로고    scopus 로고
    • Site-directed mutagenesis on human cystathionine-gamma-lyase reveals insights into the modulation of H2S production
    • Huang S, Chua JH, Yew WS, Sivaraman J, Moore PK, Tan CH, et al. (2009). Site-directed mutagenesis on human cystathionine-gamma-lyase reveals insights into the modulation of H2S production. J Mol Biol 396: 708-718.
    • (2009) J Mol Biol , vol.396 , pp. 708-718
    • Huang, S.1    Chua, J.H.2    Yew, W.S.3    Sivaraman, J.4    Moore, P.K.5    Tan, C.H.6
  • 18
    • 77949321418 scopus 로고    scopus 로고
    • Site-directed mutagenesis on human cystathionine-gamma-lyase reveals insights into the modulation of H2S production
    • Huang S, Chua JH, Yew WS, Sivaraman J, Moore PK, Tan CH, et al. (2010). Site-directed mutagenesis on human cystathionine-gamma-lyase reveals insights into the modulation of H2S production. J Mol Biol 396: 708-718.
    • (2010) J Mol Biol , vol.396 , pp. 708-718
    • Huang, S.1    Chua, J.H.2    Yew, W.S.3    Sivaraman, J.4    Moore, P.K.5    Tan, C.H.6
  • 19
    • 77954579286 scopus 로고    scopus 로고
    • Redox biochemistry of hydrogen sulfide
    • Kabil O, Banerjee R, (2010). Redox biochemistry of hydrogen sulfide. J Biol Chem 285: 21903-21907.
    • (2010) J Biol Chem , vol.285 , pp. 21903-21907
    • Kabil, O.1    Banerjee, R.2
  • 21
    • 77950851571 scopus 로고    scopus 로고
    • Hydrogen sulfide: From brain to gut
    • Kimura H, (2010). Hydrogen sulfide: from brain to gut. Antioxid Redox Signal 12: 1111-1123.
    • (2010) Antioxid Redox Signal , vol.12 , pp. 1111-1123
    • Kimura, H.1
  • 23
    • 79251606051 scopus 로고    scopus 로고
    • Hydrogen sulfide-mediated cardioprotection: Mechanisms and therapeutic potential
    • Lavu M, Bhushan S, Lefer DJ, (2010). Hydrogen sulfide-mediated cardioprotection: mechanisms and therapeutic potential. Clin Sci (Lond) 120: 219-229.
    • (2010) Clin Sci (Lond) , vol.120 , pp. 219-229
    • Lavu, M.1    Bhushan, S.2    Lefer, D.J.3
  • 25
    • 58049213352 scopus 로고    scopus 로고
    • Active cystathionine beta-synthase can be expressed in haem-free systems in the presence of metal-substituted porphyrins or a chemical chaperone
    • Majtan T, Singh L, Wang L, Kruger W, Kraus J, (2008). Active cystathionine beta-synthase can be expressed in haem-free systems in the presence of metal-substituted porphyrins or a chemical chaperone. J Biol Chem 283: 34588-34595.
    • (2008) J Biol Chem , vol.283 , pp. 34588-34595
    • Majtan, T.1    Singh, L.2    Wang, L.3    Kruger, W.4    Kraus, J.5
  • 26
    • 77954331629 scopus 로고    scopus 로고
    • Guidelines for reporting experiments involving animals: The ARRIVE guidelines
    • McGrath J, Drummond G, McLachlan E, Kilkenny C, Wainwright C, (2010). Guidelines for reporting experiments involving animals: the ARRIVE guidelines. Br J Pharmacol 160: 1573-1576.
    • (2010) Br J Pharmacol , vol.160 , pp. 1573-1576
    • McGrath, J.1    Drummond, G.2    McLachlan, E.3    Kilkenny, C.4    Wainwright, C.5
  • 27
    • 10844261673 scopus 로고    scopus 로고
    • Role of hydrogen sulphide in haemorrhagic shock in the rat: Protective effect of inhibitors of hydrogen sulphide biosynthesis
    • Mok YY, Atan MS, Yoke Ping C, Zhong Jing W, Bhatia M, Moochhala S, et al. (2004). Role of hydrogen sulphide in haemorrhagic shock in the rat: protective effect of inhibitors of hydrogen sulphide biosynthesis. Br J Pharmacol 143: 881-889.
    • (2004) Br J Pharmacol , vol.143 , pp. 881-889
    • Mok, Y.Y.1    Atan, M.S.2    Yoke Ping, C.3    Zhong Jing, W.4    Bhatia, M.5    Moochhala, S.6
  • 29
    • 84864285556 scopus 로고    scopus 로고
    • H2S signalling through protein sulfhydration and beyond
    • Paul B, Snyder S, (2012). H2S signalling through protein sulfhydration and beyond. Nat Rev Mol Cell Biol 13: 499-507.
    • (2012) Nat Rev Mol Cell Biol , vol.13 , pp. 499-507
    • Paul, B.1    Snyder, S.2
  • 30
    • 0016161253 scopus 로고
    • Antimetabolites produced by microorganisms. X. L-2-amino-4-(2- aminoethoxy)-trans-3-butenoic acid
    • Pruess DL, Scannell JP, Kellett M, Ax HA, Janecek J, Williams TH, et al. (1974). Antimetabolites produced by microorganisms. X. L-2-amino-4-(2- aminoethoxy)-trans-3-butenoic acid. J Antibiot (Tokyo) 27: 229-233.
    • (1974) J Antibiot (Tokyo) , vol.27 , pp. 229-233
    • Pruess, D.L.1    Scannell, J.P.2    Kellett, M.3    Ax, H.A.4    Janecek, J.5    Williams, T.H.6
  • 31
    • 0017527021 scopus 로고
    • Aminooxyacetate is not an adequate differential inhibitor of aspartate aminotransferase isoenzymes
    • Rej R, (1977). Aminooxyacetate is not an adequate differential inhibitor of aspartate aminotransferase isoenzymes. Clin Chem 23: 1508-1509.
    • (1977) Clin Chem , vol.23 , pp. 1508-1509
    • Rej, R.1
  • 32
    • 0002883788 scopus 로고
    • Isolation and identification from common vetch of the neurotoxin beta-cyano-L-alanine, a possible factor in neurolathyrism
    • Ressler C, (1962). Isolation and identification from common vetch of the neurotoxin beta-cyano-L-alanine, a possible factor in neurolathyrism. J Biol Chem 237: 733-735.
    • (1962) J Biol Chem , vol.237 , pp. 733-735
    • Ressler, C.1
  • 33
    • 37049059809 scopus 로고
    • A pyridoxal-beta-cyanoalanine relation in the rat
    • Ressler C, Nelson J, Pfeffer M, (1964). A pyridoxal-beta-cyanoalanine relation in the rat. Nature 203: 1286-1287.
    • (1964) Nature , vol.203 , pp. 1286-1287
    • Ressler, C.1    Nelson, J.2    Pfeffer, M.3
  • 34
    • 67149118143 scopus 로고    scopus 로고
    • Mycobacterium tuberculosis: Drug resistance and future perspectives
    • Riccardi G, Pasca MR, Buroni S, (2009). Mycobacterium tuberculosis: drug resistance and future perspectives. Future Microbiol 4: 597-614.
    • (2009) Future Microbiol , vol.4 , pp. 597-614
    • Riccardi, G.1    Pasca, M.R.2    Buroni, S.3
  • 35
    • 83655163852 scopus 로고    scopus 로고
    • Interdependency of cystathione gamma-lyase and cystathione beta-synthase in hydrogen sulfide-induced blood pressure regulation in rats
    • Roy A, Khan AH, Islam MT, Prieto MC, Majid DS, (2011). Interdependency of cystathione gamma-lyase and cystathione beta-synthase in hydrogen sulfide-induced blood pressure regulation in rats. Am J Hypertens 25: 74-81.
    • (2011) Am J Hypertens , vol.25 , pp. 74-81
    • Roy, A.1    Khan, A.H.2    Islam, M.T.3    Prieto, M.C.4    Majid, D.S.5
  • 36
    • 0017191814 scopus 로고
    • Inactivation of pyridoxal phosphate dependent enzymes by mono- and polyhaloalanines
    • Silverman RB, Abeles RH, (1976). Inactivation of pyridoxal phosphate dependent enzymes by mono- and polyhaloalanines. Biochemistry 15: 4718-4723.
    • (1976) Biochemistry , vol.15 , pp. 4718-4723
    • Silverman, R.B.1    Abeles, R.H.2
  • 37
    • 0017566996 scopus 로고
    • Mechanism of inactivation of gamma cystathionate by beta, beta, beta trifluoroalanine
    • Silverman RB, Abeles RH, (1977). Mechanism of inactivation of gamma cystathionate by beta, beta, beta trifluoroalanine. Biochemistry 16: 5515-5520.
    • (1977) Biochemistry , vol.16 , pp. 5515-5520
    • Silverman, R.B.1    Abeles, R.H.2
  • 38
    • 69249100078 scopus 로고    scopus 로고
    • Relative contributions of cystathionine beta-synthase and gamma-cystathionase to H2S biogenesis via alternative trans-sulfuration reactions
    • Singh S, Padovani D, Leslie RA, Chiku T, Banerjee R, (2009). Relative contributions of cystathionine beta-synthase and gamma-cystathionase to H2S biogenesis via alternative trans-sulfuration reactions. J Biol Chem 284: 22457-22466.
    • (2009) J Biol Chem , vol.284 , pp. 22457-22466
    • Singh, S.1    Padovani, D.2    Leslie, R.A.3    Chiku, T.4    Banerjee, R.5
  • 39
    • 0031425278 scopus 로고    scopus 로고
    • Hydroxylamine treatment increases glutathione-protein and protein-protein binding in human erythrocytes
    • Spooren AA, Evelo CT, (1997). Hydroxylamine treatment increases glutathione-protein and protein-protein binding in human erythrocytes. Blood Cells Mol Dis 23: 323-336.
    • (1997) Blood Cells Mol Dis , vol.23 , pp. 323-336
    • Spooren, A.A.1    Evelo, C.T.2
  • 40
    • 0033617299 scopus 로고    scopus 로고
    • Kinetics and inhibition of recombinant human cystathionine gamma-lyase. Toward the rational control of transsulfuration
    • Steegborn C, Clausen T, Sondermann P, Jacob U, Worbs M, Marinkovic S, et al. (1999). Kinetics and inhibition of recombinant human cystathionine gamma-lyase. Toward the rational control of transsulfuration. J Biol Chem 274: 12675-12684.
    • (1999) J Biol Chem , vol.274 , pp. 12675-12684
    • Steegborn, C.1    Clausen, T.2    Sondermann, P.3    Jacob, U.4    Worbs, M.5    Marinkovic, S.6
  • 41
    • 0020483746 scopus 로고
    • Characterization of the enzymic capacity for cysteine desulphhydration in liver and kidney of the rat
    • Stipanuk MH, Beck PW, (1982). Characterization of the enzymic capacity for cysteine desulphhydration in liver and kidney of the rat. Biochem J 206: 267-277.
    • (1982) Biochem J , vol.206 , pp. 267-277
    • Stipanuk, M.H.1    Beck, P.W.2
  • 42
    • 59149099843 scopus 로고    scopus 로고
    • Structural basis for the inhibition mechanism of human cystathionine gamma-lyase, an enzyme responsible for the production of H(2)S
    • Sun Q, Collins R, Huang S, Holmberg-Schiavone L, Anand GS, Tan CH, et al. (2009). Structural basis for the inhibition mechanism of human cystathionine gamma-lyase, an enzyme responsible for the production of H(2)S. J Biol Chem 284: 3076-3085.
    • (2009) J Biol Chem , vol.284 , pp. 3076-3085
    • Sun, Q.1    Collins, R.2    Huang, S.3    Holmberg-Schiavone, L.4    Anand, G.S.5    Tan, C.H.6
  • 43
    • 35748959038 scopus 로고    scopus 로고
    • Hydrogen sulphide and its therapeutic potential
    • Szabo C, (2007). Hydrogen sulphide and its therapeutic potential. Nat Rev Drug Discov 6: 917-935.
    • (2007) Nat Rev Drug Discov , vol.6 , pp. 917-935
    • Szabo, C.1
  • 44
    • 0017227839 scopus 로고
    • Irreversible inactivation of aspartate aminotransferases during transamination with L-propargylglycine
    • Tanase S, Morino Y, (1976). Irreversible inactivation of aspartate aminotransferases during transamination with L-propargylglycine. Biochem Biophys Res Commun 68: 1301-1308.
    • (1976) Biochem Biophys Res Commun , vol.68 , pp. 1301-1308
    • Tanase, S.1    Morino, Y.2
  • 45
    • 28444475136 scopus 로고    scopus 로고
    • Modeling Cryptosporidium parvum oocyst inactivation and bromate formation in a full-scale ozone contactor
    • Tang G, Adu-Sarkodie K, Kim D, Kim JH, Teefy S, Shukairy HM, et al. (2005). Modeling Cryptosporidium parvum oocyst inactivation and bromate formation in a full-scale ozone contactor. Environ Sci Technol 39: 9343-9350.
    • (2005) Environ Sci Technol , vol.39 , pp. 9343-9350
    • Tang, G.1    Adu-Sarkodie, K.2    Kim, D.3    Kim, J.H.4    Teefy, S.5    Shukairy, H.M.6
  • 46
    • 0035893841 scopus 로고    scopus 로고
    • Characterization of NO binding to human cystathionine beta-synthase: Possible implications of the effects of CO and NO binding to the human enzyme
    • Taoka S, Banerjee R, (2001). Characterization of NO binding to human cystathionine beta-synthase: possible implications of the effects of CO and NO binding to the human enzyme. J Inorg Biochem 87: 245-251.
    • (2001) J Inorg Biochem , vol.87 , pp. 245-251
    • Taoka, S.1    Banerjee, R.2
  • 47
    • 84860117196 scopus 로고    scopus 로고
    • Physiological implications of hydrogen sulfide: A whiff exploration that blossomed
    • Wang R, (2012). Physiological implications of hydrogen sulfide: a whiff exploration that blossomed. Physiol Rev 92: 791-896.
    • (2012) Physiol Rev , vol.92 , pp. 791-896
    • Wang, R.1
  • 48
    • 78650485623 scopus 로고    scopus 로고
    • Hydrogen sulfide and inflammation: The good, the bad, the ugly and the promising
    • Whiteman M, Winyard PG, (2011). Hydrogen sulfide and inflammation: the good, the bad, the ugly and the promising. Expert Rev Clin Pharmacol 4: 13-32.
    • (2011) Expert Rev Clin Pharmacol , vol.4 , pp. 13-32
    • Whiteman, M.1    Winyard, P.G.2
  • 49
    • 77955511926 scopus 로고    scopus 로고
    • Adiposity is a major determinant of plasma levels of the novel vasodilator hydrogen sulphide
    • Whiteman M, Gooding KM, Whatmore JL, Ball CI, Mawson D, Skinner K, et al. (2010). Adiposity is a major determinant of plasma levels of the novel vasodilator hydrogen sulphide. Diabetologia 53: 1722-1726.
    • (2010) Diabetologia , vol.53 , pp. 1722-1726
    • Whiteman, M.1    Gooding, K.M.2    Whatmore, J.L.3    Ball, C.I.4    Mawson, D.5    Skinner, K.6
  • 50
    • 80052373686 scopus 로고    scopus 로고
    • Emerging role of hydrogen sulfide in health and disease: Critical appraisal of biomarkers and pharmacological tools
    • Whiteman M, Le Trionnaire S, Chopra M, Fox B, Whatmore J, (2011). Emerging role of hydrogen sulfide in health and disease: critical appraisal of biomarkers and pharmacological tools. Clin Sci (Lond) 121: 459-488.
    • (2011) Clin Sci (Lond) , vol.121 , pp. 459-488
    • Whiteman, M.1    Le Trionnaire, S.2    Chopra, M.3    Fox, B.4    Whatmore, J.5


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