메뉴 건너뛰기




Volumn 87, Issue 5, 2011, Pages 1031-1035

Peptide release upon photoconversion of 2-nitrobenzyl compounds into nitroso derivatives

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ASPARTIC ACID; HISTIDINE; NITROBENZENE DERIVATIVE; NITROSO DERIVATIVE; PEPTIDE;

EID: 80052425104     PISSN: 00318655     EISSN: 17511097     Source Type: Journal    
DOI: 10.1111/j.1751-1097.2011.00957.x     Document Type: Article
Times cited : (6)

References (29)
  • 1
    • 0000576453 scopus 로고    scopus 로고
    • Photoremovable protecting groups: Reaction mechanisms and applications
    • And references cited therein.
    • Pelliccioli, P., and, J. Wirz, (2002) Photoremovable protecting groups: reaction mechanisms and applications. J. Photochem. Photobiol. Sci. 1, 441-458. And references cited therein.
    • (2002) J. Photochem. Photobiol. Sci. , vol.1 , pp. 441-458
    • Pelliccioli, P.1    Wirz, J.2
  • 4
    • 0040953275 scopus 로고    scopus 로고
    • A new photolabile precursor of glycine with improved properties: A tool for chemical kinetic investigations of the glycine receptor
    • Grewer, C., J. Jäger, B. K. Carpenter, and, G. P. Hess, (2000) A new photolabile precursor of glycine with improved properties: a tool for chemical kinetic investigations of the glycine receptor. Biochem. 39, 2063-2070.
    • (2000) Biochem. , vol.39 , pp. 2063-2070
    • Grewer, C.1    Jäger, J.2    Carpenter, B.K.3    Hess, G.P.4
  • 5
    • 0037073814 scopus 로고    scopus 로고
    • Synthesis and characterization of photolabile O-nitrobenzyl derivatives of urea
    • Wieboldt, R., D. Ramesh, E. Jabri, A. Karplus, B. K. Carpenter, and, G. P. Hess, (2002) Synthesis and characterization of photolabile O-nitrobenzyl derivatives of urea. J. Org. Chem. 67, 8827-8831.
    • (2002) J. Org. Chem. , vol.67 , pp. 8827-8831
    • Wieboldt, R.1    Ramesh, D.2    Jabri, E.3    Karplus, A.4    Carpenter, B.K.5    Hess, G.P.6
  • 6
    • 3042699821 scopus 로고    scopus 로고
    • 1-(O-Nitrophenyl)-2,2,2-trifluoroethyl ether derivatives as stable and efficient photoremovable alcohol-protecting groups
    • Specht, A., and, M. Goeldner, (2004) 1-(O-Nitrophenyl)-2,2,2- trifluoroethyl ether derivatives as stable and efficient photoremovable alcohol-protecting groups. Angew. Chem. Int. Ed. 43, 2008-2012.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 2008-2012
    • Specht, A.1    Goeldner, M.2
  • 7
    • 0028864590 scopus 로고
    • Photochemical release of ATP from "caged ATP" studied by time-resolved infrared spectroscopy
    • Barth, A., K. Hauser, W. Mäntele, J. E. T. Corrie, and, D. R. Trentham, (1995) Photochemical release of ATP from "caged ATP" studied by time-resolved infrared spectroscopy. J. Am. Chem. Soc. 117, 10311-10316.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 10311-10316
    • Barth, A.1    Hauser, K.2    Mäntele, W.3    Corrie, J.E.T.4    Trentham, D.R.5
  • 8
    • 0030949448 scopus 로고    scopus 로고
    • Time-resolved infrared spectroscopy of intermediates and products from photolysis of 1-(2-nitrophenyl)ethyl phosphates: Reaction of the 2-nitrosoacetophenone byproduct with thiols
    • Barth, A., J. E. T. Corrie, M. J. Gradwell, Y. Maeda, W. Mäntele, T. Meier, and, D. R. Trentham, (1997) Time-resolved infrared spectroscopy of intermediates and products from photolysis of 1-(2-nitrophenyl)ethyl phosphates: reaction of the 2-nitrosoacetophenone byproduct with thiols. J. Am. Chem. Soc. 119, 4149-4159.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 4149-4159
    • Barth, A.1    Corrie, J.E.T.2    Gradwell, M.J.3    Maeda, Y.4    Mäntele, W.5    Meier, T.6    Trentham, D.R.7
  • 9
    • 0034741467 scopus 로고    scopus 로고
    • Phototautomerism of O-nitrobenzyl compounds: O-quinoid aci-nitro species studied by matrix isolation and DFT calculations
    • Dunkin, I. R., J. Gebicki, M. Kiszka, and, D. Sanín-Leira, (2001) Phototautomerism of O-nitrobenzyl compounds: O-quinoid aci-nitro species studied by matrix isolation and DFT calculations. J. Chem. Soc. Perkin Trans. 2, 1414-1425.
    • (2001) J. Chem. Soc. Perkin Trans. , vol.2 , pp. 1414-1425
    • Dunkin, I.R.1    Gebicki, J.2    Kiszka, M.3    Sanín-Leira, D.4
  • 10
    • 0038375478 scopus 로고    scopus 로고
    • Photolytic cleavage 1-(2-nitrophenyl)ethyl ethers involves two parallel pathways and product release is rate-limited by decomposition of a common hemiacetal intermediate
    • Corrie, J. E. T., A. Barth, V. R. N. Munasinghe, D. R. Trentham, and, M. C. Hutter, (2003) Photolytic cleavage 1-(2-nitrophenyl)ethyl ethers involves two parallel pathways and product release is rate-limited by decomposition of a common hemiacetal intermediate. J. Am. Chem. Soc. 125, 8546-8554.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 8546-8554
    • Corrie, J.E.T.1    Barth, A.2    Munasinghe, V.R.N.3    Trentham, D.R.4    Hutter, M.C.5
  • 11
    • 0034899882 scopus 로고    scopus 로고
    • Photochemical reaction mechanisms of 2-nitrobenzyl compounds in solution I. 2-Nitrotoluene: Thermodynamic and kinetic parameters of the aci-nitro tautomer
    • Schwörer, M., and, J. Wirz, (2001) Photochemical reaction mechanisms of 2-nitrobenzyl compounds in solution I. 2-Nitrotoluene: thermodynamic and kinetic parameters of the aci-nitro tautomer. Helv. Chim. Acta 84, 1441-1457.
    • (2001) Helv. Chim. Acta , vol.84 , pp. 1441-1457
    • Schwörer, M.1    Wirz, J.2
  • 12
    • 8644220844 scopus 로고    scopus 로고
    • Photochemical reaction mechanisms of 2-nitrobenzyl compounds: Methyl ethers and caged ATP
    • Il'ichev, Y. V., M. A. Schwörer, and, J. Wirz, (2004) Photochemical reaction mechanisms of 2-nitrobenzyl compounds: methyl ethers and caged ATP. J. Am. Chem. Soc. 126, 4581-4595.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 4581-4595
    • Il'Ichev, Y.V.1    Schwörer, M.A.2    Wirz, J.3
  • 13
    • 13444312005 scopus 로고    scopus 로고
    • Photochemical reaction mechanisms of 2-nitrobenzyl compounds: 2-nitrobenzyl alcohols form 2-nitroso hydrates by dual proton transfer
    • Gaplovsky, M., Y. V. Il'ichev, Y. Kamdzhilov, S. V. Kombarova, M. Mac, M. A. Schwörer, and, J. Wirz, (2005) Photochemical reaction mechanisms of 2-nitrobenzyl compounds: 2-nitrobenzyl alcohols form 2-nitroso hydrates by dual proton transfer. Photochem. Photobiol. Sci. 4, 33-42.
    • (2005) Photochem. Photobiol. Sci. , vol.4 , pp. 33-42
    • Gaplovsky, M.1    Il'Ichev, Y.V.2    Kamdzhilov, Y.3    Kombarova, S.V.4    Mac, M.5    Schwörer, M.A.6    Wirz, J.7
  • 14
    • 0030032152 scopus 로고    scopus 로고
    • Synthesis and photochemical properties of a kainate precursor and activation of kainate and AMPA receptor channels on a mirosecond time scale
    • Niu, L., K. R. Gee, K. Schaper, and, G. P. Hess, (1996) Synthesis and photochemical properties of a kainate precursor and activation of kainate and AMPA receptor channels on a mirosecond time scale. Biochem. 35, 2030-2036.
    • (1996) Biochem. , vol.35 , pp. 2030-2036
    • Niu, L.1    Gee, K.R.2    Schaper, K.3    Hess, G.P.4
  • 15
    • 0033537680 scopus 로고    scopus 로고
    • Synthesis and photochemistry of a photolabile precursor of N-methyl-d-aspartate (NMDA) that is photolyzed in the microsecond time region and is suitable for chemical kinetic investigations of the NMDA receptor
    • Gee, K. R., L. Niu, K. Schaper, V. Jayaraman, and, G. P. Hess, (1999) Synthesis and photochemistry of a photolabile precursor of N-methyl-d-aspartate (NMDA) that is photolyzed in the microsecond time region and is suitable for chemical kinetic investigations of the NMDA receptor. Biochem. 38, 3140-3147.
    • (1999) Biochem. , vol.38 , pp. 3140-3147
    • Gee, K.R.1    Niu, L.2    Schaper, K.3    Jayaraman, V.4    Hess, G.P.5
  • 16
    • 0035830453 scopus 로고    scopus 로고
    • Substrate translocation kinetics of excitatory amino acid carrier 1 probed with laser-pulse photolysis of a new photolabile precursor of d-aspartic acid
    • Grewer, C., S. A. M. Mobarekeh, N. Watzke, T. Rauen, and, K. Schaper, (2001) Substrate translocation kinetics of excitatory amino acid carrier 1 probed with laser-pulse photolysis of a new photolabile precursor of d-aspartic acid. Biochem. 40, 232-240.
    • (2001) Biochem. , vol.40 , pp. 232-240
    • Grewer, C.1    Mobarekeh, S.A.M.2    Watzke, N.3    Rauen, T.4    Schaper, K.5
  • 17
    • 2142767424 scopus 로고    scopus 로고
    • New types of very efficient photolabile protecting groups based upon the 2-(2-nitrophenyl)carbonyl (NPPOC) moiety
    • Bühler, S., I. Lagoja, H. Giegrich, K.-P. Stengele, and, W. Pfleiderer, (2004) New types of very efficient photolabile protecting groups based upon the 2-(2-nitrophenyl)carbonyl (NPPOC) moiety. Helv. Chim. Acta 87, 620-659.
    • (2004) Helv. Chim. Acta , vol.87 , pp. 620-659
    • Bühler, S.1    Lagoja, I.2    Giegrich, H.3    Stengele, K.-P.4    Pfleiderer, W.5
  • 18
    • 0034895535 scopus 로고    scopus 로고
    • Photolabile protecting groups for nucleosides: Mechanistic studies of the 2-(2-nitrophenyl)ethyl group
    • Walbert, S., W. Pfleiderer, and, U. E. Steiner, (2001) Photolabile protecting groups for nucleosides: mechanistic studies of the 2-(2-nitrophenyl)ethyl group. Helv. Chim. Acta 84, 1601-1611.
    • (2001) Helv. Chim. Acta , vol.84 , pp. 1601-1611
    • Walbert, S.1    Pfleiderer, W.2    Steiner, U.E.3
  • 19
    • 27144493311 scopus 로고    scopus 로고
    • Effects of 4,5-dimethoxy groups on the time-resolved photoconversion of 2-nitrobenzyl alcohols and 2-nitrobenzaldehyde into nitroso derivatives
    • Görner, H., (2005) Effects of 4,5-dimethoxy groups on the time-resolved photoconversion of 2-nitrobenzyl alcohols and 2-nitrobenzaldehyde into nitroso derivatives. Photochem. Photobiol. Sci. 4, 822-828.
    • (2005) Photochem. Photobiol. Sci. , vol.4 , pp. 822-828
    • Görner, H.1
  • 20
    • 37249078220 scopus 로고    scopus 로고
    • Photoprocesses of molecules with 2-nitrobenzyl protecting groups and caged organic acids
    • Bley, F., K. Schaper, and, H. Görner, (2008) Photoprocesses of molecules with 2-nitrobenzyl protecting groups and caged organic acids. Photochem. Photobiol. 84, 162-171.
    • (2008) Photochem. Photobiol. , vol.84 , pp. 162-171
    • Bley, F.1    Schaper, K.2    Görner, H.3
  • 21
    • 68749099803 scopus 로고    scopus 로고
    • Thermodynamic profile for urea photo-release from a N-(2-nitrobenzyl) caged urea compound
    • Dhulipala, D., M. Rubio, K. Michael, and, J. Mikšovská, (2009) Thermodynamic profile for urea photo-release from a N-(2-nitrobenzyl) caged urea compound. Photochem. Photobiol. Sci. 8, 1157-1163.
    • (2009) Photochem. Photobiol. Sci. , vol.8 , pp. 1157-1163
    • Dhulipala, D.1    Rubio, M.2    Michael, K.3    Mikšovská, J.4
  • 22
    • 0035369115 scopus 로고    scopus 로고
    • Histidine kinases and response regulator proteins in two-component signaling systems
    • West, A. H., and, A. M. Stock, (2001) Histidine kinases and response regulator proteins in two-component signaling systems. Trends Biochem. Sci. 26, 369-376.
    • (2001) Trends Biochem. Sci. , vol.26 , pp. 369-376
    • West, A.H.1    Stock, A.M.2
  • 23
    • 78649647595 scopus 로고    scopus 로고
    • The α,5-dicarboxy-2-nitrobenzyl caging group, a tool for biophysical applications with improved hydrophilicity: Synthesis, photochemical properties and biological characterization
    • Schaper, K., S. Abdollah, M. Mobarekeh, P. Doro, and, D. Maydt, (2010) The α,5-dicarboxy-2-nitrobenzyl caging group, a tool for biophysical applications with improved hydrophilicity: synthesis, photochemical properties and biological characterization. Photochem. Photobiol. 86, 1247-1254.
    • (2010) Photochem. Photobiol. , vol.86 , pp. 1247-1254
    • Schaper, K.1    Abdollah, S.2    Mobarekeh, M.3    Doro, P.4    Maydt, D.5
  • 24
    • 0032792881 scopus 로고    scopus 로고
    • Caged peptides and proteins: New probes to study polypeptide function in complex biological systems
    • Marriott, G., and, J. W. Walker, (1999) Caged peptides and proteins: new probes to study polypeptide function in complex biological systems. Trends Plant Sci. 4, 330-334.
    • (1999) Trends Plant Sci. , vol.4 , pp. 330-334
    • Marriott, G.1    Walker, J.W.2
  • 25
    • 38149064399 scopus 로고    scopus 로고
    • Caged substrates for protein labeling and immobilizaton
    • Banala, S., A. Arnold, and, K. Johnsson, (2008) Caged substrates for protein labeling and immobilizaton. ChemBioChem. 9, 38-41.
    • (2008) ChemBioChem. , vol.9 , pp. 38-41
    • Banala, S.1    Arnold, A.2    Johnsson, K.3
  • 26
    • 28844449157 scopus 로고    scopus 로고
    • Light-activated hydrogel formation via the triggered folding and self-assembly of a designed peptide
    • Haines, L. A., K. Rajagopal, B. Ozbas, D. A. Salick, D. J. Pochan, and, J. P. Schneider, (2005) Light-activated hydrogel formation via the triggered folding and self-assembly of a designed peptide. J. Am. Chem. Soc. 127, 17025-17029.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 17025-17029
    • Haines, L.A.1    Rajagopal, K.2    Ozbas, B.3    Salick, D.A.4    Pochan, D.J.5    Schneider, J.P.6
  • 27
    • 60549092514 scopus 로고    scopus 로고
    • Photocleavage of the polypeptide backbone by 2-nitrophenylalanine
    • Peters, F. B., A. Brock, J. Wang, and, P. G. Schultz, (2009) Photocleavage of the polypeptide backbone by 2-nitrophenylalanine. Chem Biol. 16, 148-152.
    • (2009) Chem Biol. , vol.16 , pp. 148-152
    • Peters, F.B.1    Brock, A.2    Wang, J.3    Schultz, P.G.4
  • 28
    • 77955844090 scopus 로고    scopus 로고
    • Recent advances in the photochemical control of protein function
    • Riggsbee, C. W., and, A. Deiters, (2010) Recent advances in the photochemical control of protein function. Trends Biotechnol. 28, 468-475.
    • (2010) Trends Biotechnol. , vol.28 , pp. 468-475
    • Riggsbee, C.W.1    Deiters, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.