메뉴 건너뛰기




Volumn 55, Issue , 2011, Pages 171-184

Photoswitch design

Author keywords

Azobenzene; Light regulated structure; Photoswitch; Photoswitch design

Indexed keywords

AZOBENZENE;

EID: 79952374059     PISSN: 08932336     EISSN: 19406045     Source Type: Book Series    
DOI: 10.1007/978-1-61779-031-7_10     Document Type: Article
Times cited : (4)

References (54)
  • 1
    • 0035415869 scopus 로고    scopus 로고
    • Chemical genetic approaches for the elucidation of signaling pathways
    • DOI 10.1016/S1367-5931(00)00215-5
    • Alaimo PJ, Shogren-Knaak MA, Shokat KM (2001) Chemical genetic approaches for the elucidation of signaling pathways. Curr Opin Chem Biol 5:360-367 (Pubitemid 32900506)
    • (2001) Current Opinion in Chemical Biology , vol.5 , Issue.4 , pp. 360-367
    • Alaimo, P.J.1    Shogren-Knaak, M.A.2    Shokat, K.M.3
  • 3
    • 54249091226 scopus 로고    scopus 로고
    • Optical switches for remote and noninvasive control of cell signaling
    • Gorostiza P, Isacoff EY (2008) Optical switches for remote and noninvasive control of cell signaling. Science 322:395-399
    • (2008) Science , vol.322 , pp. 395-399
    • Gorostiza, P.1    Isacoff, E.Y.2
  • 4
    • 34547638628 scopus 로고    scopus 로고
    • Caged compounds: Photorelease technology for control of cellular chemistry and physiology
    • DOI 10.1038/nmeth1072, PII NMETH1072
    • Ellis-Davies GC (2007) Caged compounds: photorelease technology for control of cellular chemistry and physiology. Nat Methods 4:619-628 (Pubitemid 47202471)
    • (2007) Nature Methods , vol.4 , Issue.8 , pp. 619-628
    • Ellis-Davies, G.C.R.1
  • 8
    • 22244487296 scopus 로고    scopus 로고
    • Photocontrolling peptide alpha helices
    • Woolley GA (2005) Photocontrolling peptide alpha helices. Acc Chem Res 38:486-493
    • (2005) Acc. Chem. Res. , vol.38 , pp. 486-493
    • Woolley, G.A.1
  • 9
    • 33745294757 scopus 로고    scopus 로고
    • Azobenzene as conformational switch in model peptides
    • DOI 10.1002/cbic.200500531
    • Renner C, Moroder L (2006) Azobenzene as conformational switch in model peptides. Chembiochem 7:868-878 (Pubitemid 43938606)
    • (2006) ChemBioChem , vol.7 , Issue.6 , pp. 868-878
    • Renner, C.1    Moroder, L.2
  • 10
    • 0004240038 scopus 로고    scopus 로고
    • Feringa B ed Wiley-VCH Weinheim Germany
    • Feringa B (ed) (2001) Molecular switches. Wiley-VCH, Weinheim, Germany
    • (2001) Molecular Switches
  • 11
    • 0001749149 scopus 로고
    • Photoisomerization of azobenzenes
    • Rabek JF ed CRC Boca Raton FL
    • Rau H (1990) Photoisomerization of azobenzenes. In: Rabek JF (ed) Photochemistry and photophysics, vol 2. CRC, Boca Raton, FL, pp 119-141
    • (1990) Photochemistry and Photophysics , vol.2 , pp. 119-141
    • Rau, H.1
  • 12
    • 0000421892 scopus 로고
    • Enthalpies of formation of cis-azobenzene and trans azobenzene
    • Dias AR et al (1992) Enthalpies of formation of cis-azobenzene and trans azobenzene. J Chem Thermodyn 24:439-447
    • (1992) J. Chem. Thermodyn. , vol.24 , pp. 439-447
    • Dias, A.R.1
  • 13
    • 33746377004 scopus 로고    scopus 로고
    • Theoretical study of the isomerization mechanism of azobenzene and disubstituted azobenzene derivatives
    • DOI 10.1021/jp057413c
    • Crecca CR, Roitberg AE (2006) Theoretical study of the isomerization mechanism of azobenzene and disubstituted azobenzene derivatives. J Phys Chem A 110:8188-8203 (Pubitemid 44115560)
    • (2006) Journal of Physical Chemistry A , vol.110 , Issue.26 , pp. 8188-8203
    • Crecca, C.R.1    Roitberg, A.E.2
  • 14
    • 33748241762 scopus 로고    scopus 로고
    • Control of the structure and functions of biomaterials by light
    • Willner I, Rubin I (1996) Control of the structure and functions of biomaterials by light. Angew Chem Int Ed Engl 35:367-385
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 367-385
    • Willner, I.1    Rubin, I.2
  • 15
    • 0035709687 scopus 로고    scopus 로고
    • Kinetic characterization of ribonuclease S mutants containing photoisomerizable phenylazophenylalanine residues
    • James DA, Burns DC, Woolley GA (2001) Kinetic characterization of ribonuclease S mutants containing photoisomerizable phenylazophenylalanine residues. Protein Eng 14:983-991 (Pubitemid 34137239)
    • (2001) Protein Engineering , vol.14 , Issue.12 , pp. 983-991
    • James, D.A.1    Burns, D.C.2    Woolley, G.A.3
  • 17
    • 0037005999 scopus 로고    scopus 로고
    • Photoswitching of peroxidase activity by position-specific incorporation of a photoisomerizable non-natural amino acid into horseradish peroxidase
    • DOI 10.1016/S0014-5793(01)03211-2, PII S0014579301032112
    • Muranaka N, Hohsaka T, Sisido M (2002) Photoswitching of peroxidase activity by position-specific incorporation of a photoisomerizable non-natural amino acid into horseradish peroxidase. FEBS Lett 510:10-12 (Pubitemid 34084874)
    • (2002) FEBS Letters , vol.510 , Issue.1-2 , pp. 10-12
    • Muranaka, N.1    Hohsaka, T.2    Sisido, M.3
  • 18
    • 0000690886 scopus 로고
    • Photoregulation of enzyme activity - Photochromic transition-state-analog inhibitors of cysteine and serine proteases
    • Westmark PR, Kelly JP, Smith BD (1993) Photoregulation of enzyme activity - photochromic, transition-state-analog inhibitors of cysteine and serine proteases. J Am Chem Soc 115:3416-3419
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 3416-3419
    • Westmark, P.R.1    Kelly, J.P.2    Smith, B.D.3
  • 19
    • 0022404332 scopus 로고
    • Rates and equilibria for a photoisomerizable antagonist at the acetylcholine receptor of Electrophorus electroplaques
    • DOI 10.1085/jgp.86.2.235
    • Krouse ME, Lester HA, Wassermann NH, Erlanger BF (1985) Rates and equilibria for a photoisomerizable antagonist at the acetylcholine receptor of Electrophorus electroplaques. J Gen Physiol 86:235-256 (Pubitemid 16239557)
    • (1985) Journal of General Physiology , vol.86 , Issue.2 , pp. 235-256
    • Krouse, M.E.1    Lester, H.A.2    Wassermann, N.H.3    Erlanger, B.F.4
  • 20
    • 12344309164 scopus 로고    scopus 로고
    • Light-activated ion channels for remote control of neuronal firing
    • DOI 10.1038/nn1356
    • Banghart M, Borges K, Isacoff E, Trauner D, Kramer RH (2004) Light-activated ion channels for remote control of neuronal firing. Nat Neurosci 7(12):1381-1386 (Pubitemid 41057762)
    • (2004) Nature Neuroscience , vol.7 , Issue.12 , pp. 1381-1386
    • Banghart, M.1    Borges, K.2    Isacoff, E.3    Trauner, D.4    Kramer, R.H.5
  • 22
    • 0034578637 scopus 로고    scopus 로고
    • Photomodulation of conformational states II mono-and bicyclic peptides with 4-aminomethyl phenylazobenzoic acid as backbone constituent
    • Renner C, Cramer J, Behrendt R, Moroder L (2000) Photomodulation of conformational states. II. Mono- and bicyclic peptides with (4-aminomethyl) phenylazobenzoic acid as backbone constituent. Biopolymers 54: 501-514
    • (2000) Biopolymers , vol.54 , pp. 501-514
    • Renner, C.1    Cramer, J.2    Behrendt, R.3    Moroder, L.4
  • 25
    • 0037778822 scopus 로고    scopus 로고
    • A water-soluble azobenzene cross-linker for photocontrol of peptide conformation
    • DOI 10.1021/bc0340161
    • Zhang Z, Burns DC, Kumita JR, Smart OS, Woolley GA (2003) A water-soluble azobenzene cross-linker for photocontrol of peptide conformation. Bioconjug Chem 14:824-829 (Pubitemid 36875444)
    • (2003) Bioconjugate Chemistry , vol.14 , Issue.4 , pp. 824-829
    • Zhang, Z.1    Burns, D.C.2    Kumita, J.R.3    Smart, O.S.4    Woolley, G.A.5
  • 26
    • 34347256387 scopus 로고    scopus 로고
    • Synthesis of 3,3′-bis(sulfonato)-4,4′-bis(chloroacetamido) azobenzene and cysteine cross-linking for photo-control of protein conformation and activity
    • DOI 10.1038/nprot.2007.21, PII NPROT.2007.21
    • Burns DC, Zhang F, Woolley GA (2007) Synthesis of 3, 3'-bis(sulfonato)-4, 4'-bis (chloroacetamido)azobenzene and cysteine cross-linking for photo-control of protein conformation and activity. Nat Protoc 2:251-258 (Pubitemid 47040038)
    • (2007) Nature Protocols , vol.2 , Issue.2 , pp. 251-258
    • Burns, D.C.1    Zhang, F.2    Woolley, G.A.3
  • 28
    • 0036009333 scopus 로고    scopus 로고
    • Using an azobenzene cross-linker to either increase or decrease peptide helix content upon Trans-to-cis photoisomerization
    • DOI 10.1016/S1074-5521(02)00109-6, PII S1074552102001096
    • Flint DG, Kumita JR, Smart OS, Woolley GA (2002) Using an azobenzene cross-linker to either increase or decrease peptide helix content upon trans-to-cis photoisomerization. Chem Biol 9:391-397 (Pubitemid 34253422)
    • (2002) Chemistry and Biology , vol.9 , Issue.3 , pp. 391-397
    • Flint, D.G.1    Kumita, J.R.2    Smart, O.S.3    Woolley, G.A.4
  • 29
    • 0036655377 scopus 로고    scopus 로고
    • Photo-control of peptide helix content by an azobenzene cross-linker: Steric interactions with underlying residues are not critical
    • Kumita JR, Flint DG, Smart OS, Woolley GA (2002) Photo-control of peptide helix content by an azobenzene cross-linker: steric interactions with underlying residues are not critical. Protein Eng 15:561-569 (Pubitemid 34984246)
    • (2002) Protein Engineering , vol.15 , Issue.7 , pp. 561-569
    • Kumita, J.R.1    Flint, D.G.2    Smart, O.S.3    Woolley, G.A.4
  • 31
    • 0141885404 scopus 로고    scopus 로고
    • The kinetics of helix unfolding of an azobenzen cross-linked peptide probed by nanosecond time-resolved optical rotatory dispersion
    • DOI 10.1021/ja030277+
    • Chen E, Kumita JR, Woolley GA, Kliger DS (2003) The kinetics of helix unfolding of an azobenzene cross-linked peptide probed by nanosecond time-resolved optical rotatory dispersion. J Am Chem Soc 125:12443-12449 (Pubitemid 37254760)
    • (2003) Journal of the American Chemical Society , vol.125 , Issue.41 , pp. 12443-12449
    • Chen, E.1    Kumita, J.R.2    Woolley, G.A.3    Kliger, D.S.4
  • 32
    • 59649109199 scopus 로고    scopus 로고
    • Photocontrollable peptide-based switches target the antiapoptotic protein Bcl-xL
    • Kneissl S, Loveridge EJ, Williams C, Crump MP, Allemann RK (2008) Photocontrollable peptide-based switches target the antiapoptotic protein Bcl-xL. Chembiochem 9: 3046-3054
    • (2008) Chembiochem. , vol.9 , pp. 3046-3054
    • Kneissl, S.1    Loveridge, E.J.2    Williams, C.3    Crump, M.P.4    Allemann, R.K.5
  • 35
    • 4043120351 scopus 로고    scopus 로고
    • 1 excitation: A femtosecond fluorescence anisotropy study
    • DOI 10.1021/ja049215p
    • Chang CW, Lu YC, Wang TT, Diau EW (2004) Photoisomerization dynamics of azobenzene in solution with S1 excitation: a femtosecond fluorescence anisotropy study. J Am Chem Soc 126:10109-10118 (Pubitemid 39079433)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.32 , pp. 10109-10118
    • Chang, C.-W.1    Lu, Y.-C.2    Wang, T.-T.3    Diau, E.W.-G.4
  • 36
    • 22944471420 scopus 로고    scopus 로고
    • Photoisomerization of azobenzene from firstprinciples constrained density-functional calculations
    • Tiago ML, Ismail-Beigi S, Louie SG (2005) Photoisomerization of azobenzene from firstprinciples constrained density-functional calculations. J Chem Phys 122:094311
    • (2005) J. Chem. Phys. , vol.122 , pp. 094311
    • Tiago, M.L.1    Ismail-Beigi, S.2    Louie, S.G.3
  • 37
    • 67049168862 scopus 로고    scopus 로고
    • Quantum chemical investigation of thermal cis-to-trans isomerization of azobenzene derivatives: Substituent effects solvent effects and comparison to experimental data
    • Dokic J et al (2009) Quantum chemical investigation of thermal cis-to-trans isomerization of azobenzene derivatives: substituent effects, solvent effects, and comparison to experimental data. J Phys Chem A 113:6763-6773
    • (2009) J. Phys. Chem. A , vol.113 , pp. 6763-6773
    • Dokic, J.1
  • 38
    • 9244244782 scopus 로고    scopus 로고
    • Reversible photocontrol of peptide helix content: Adjusting thermal stability of the cis state
    • DOI 10.1021/bc049855h
    • Pozhidaeva N, Cormier ME, Chaudhari A, Woolley GA (2004) Reversible photocontrol of peptide helix content: adjusting thermal stability of the cis state. Bioconjug Chem 15:1297-1303 (Pubitemid 39552019)
    • (2004) Bioconjugate Chemistry , vol.15 , Issue.6 , pp. 1297-1303
    • Pozhidaeva, N.1    Cormier, M.-E.2    Chaudhari, A.3    Woolley, G.A.4
  • 39
    • 0000817984 scopus 로고
    • Photochromism
    • Durr H Bouas-Laurent H eds Elsevier Amsterdam
    • Rau H (1990) Photochromism. In: Durr H, Bouas-Laurent H (eds) Molecules and systems. Elsevier, Amsterdam, pp 165-192
    • (1990) Molecules and Systems , pp. 165-192
    • Rau, H.1
  • 40
    • 37049082293 scopus 로고
    • A volumetric study on the thermal cisto-trans isomerization of 4-dimethylamino 4-nitroazobenzene and 4 4-bis dialkylamino azobenzenes: Evidence of an inversion mechanism
    • Nishimura N, Tanaka T, Asano M, Sueishi Y (1986) A volumetric study on the thermal cisto- trans isomerization of 4-(dimethylamino) 4'-nitroazobenzene and 4,4'-bis(dialkylamino) azobenzenes: evidence of an inversion mechanism. J Chem Soc Perkin Trans II, 1839-1845
    • (1986) J. Chem. Soc. Perkin. Trans. , vol.2 , pp. 1839-1845
    • Nishimura, N.1    Tanaka, T.2    Asano, M.3    Sueishi, Y.4
  • 41
    • 33646928060 scopus 로고    scopus 로고
    • A blue-green absorbing cross-linker for rapid photoswitching of peptide helix content
    • DOI 10.1021/bc050363u
    • Chi L, Sadovski O, Woolley GA (2006) A blue-green absorbing cross-linker for rapid photoswitching of peptide helix content. Bioconjug Chem 17:670-676 (Pubitemid 43794376)
    • (2006) Bioconjugate Chemistry , vol.17 , Issue.3 , pp. 670-676
    • Chi, L.1    Sadovski, O.2    Woolley, G.A.3
  • 42
    • 56349167600 scopus 로고    scopus 로고
    • Photo-control of peptide conformation on a timescale of seconds with a conformationally constrained blue-absorbing photo-switchable linker
    • Beharry AA, Sadovski O, Woolley GA (2008) Photo-control of peptide conformation on a timescale of seconds with a conformationally constrained, blue-absorbing, photo-switchable linker. Org Biomol Chem 6:4323-4332
    • (2008) Org. Biomol. Chem. , vol.6 , pp. 4323-4332
    • Beharry, A.A.1    Sadovski, O.2    Woolley, G.A.3
  • 44
    • 0001408162 scopus 로고
    • Thermal cis-totrans isomerization of substituted azobenzenes II substituent and solvent effects
    • Nishimura N et al (1976) Thermal cis-totrans isomerization of substituted azobenzenes II. Substituent and solvent effects. Bull Chem Soc Jpn 49:1381-1387
    • (1976) Bull. Chem. Soc. Jpn , vol.49 , pp. 1381-1387
    • Nishimura, N.1
  • 46
    • 0017305034 scopus 로고
    • Glutathione 13 mechanism of thiol oxidation by diazenedicarboxylic acid derivatives
    • Kosower EM, Kanety-Londner H (1976) Glutathione. 13. Mechanism of thiol oxidation by diazenedicarboxylic acid derivatives. J Am Chem Soc 98:3001-3007
    • (1976) J. Am. Chem. Soc. , vol.98 , pp. 3001-3007
    • Kosower, E.M.1    Kanety-Londner, H.2
  • 47
    • 34250303490 scopus 로고    scopus 로고
    • Redox potential of azobenzene as an amino acid residue in peptides
    • DOI 10.1002/cbic.200600495
    • Boulegue C, Loweneck M, Renner C, Moroder L (2007) Redox potential of azobenzene as an amino acid residue in peptides. Chembiochem 8:591-594 (Pubitemid 47194845)
    • (2007) ChemBioChem , vol.8 , Issue.6 , pp. 591-594
    • Boulegue, C.1    Loweneck, M.2    Renner, C.3    Moroder, L.4
  • 48
    • 33750005323 scopus 로고    scopus 로고
    • Abc amino acids: Design, synthesis, and properties of new photoelastic amino acids
    • DOI 10.1021/jo060763q
    • Standaert RF, Park SB (2006) Abc amino acids: design, synthesis, and properties of new photoelastic amino acids. J Org Chem 71:7952-7966 (Pubitemid 44571799)
    • (2006) Journal of Organic Chemistry , vol.71 , Issue.21 , pp. 7952-7966
    • Standaert, R.F.1    Park, S.B.2
  • 49
    • 70349314314 scopus 로고    scopus 로고
    • Augmented photoswitching modulates immune signaling
    • Zhang Y, Erdmann F, Fischer G (2009) Augmented photoswitching modulates immune signaling. Nat Chem Biol 5:724-726
    • (2009) Nat. Chem. Biol. , vol.5 , pp. 724-726
    • Zhang, Y.1    Erdmann, F.2    Fischer, G.3
  • 50
    • 34250686501 scopus 로고    scopus 로고
    • Photocontrol of the collagen triple helix: Synthesis and conformational characterization of bis-cysteinyl collagenous peptides with an azobenzene clamp
    • DOI 10.1002/chem.200601162
    • Kusebauch U, Cadamuro SA, Musiol HJ, Moroder L, Renner C (2007) Photocontrol of the collagen triple helix: synthesis and conformational characterization of bis-cysteinyl collagenous peptides with an azobenzene clamp. Chemistry 13:2966-2973 (Pubitemid 46941870)
    • (2007) Chemistry - A European Journal , vol.13 , Issue.10 , pp. 2966-2973
    • Kusebauch, U.1    Cadamuro, S.A.2    Musiol, H.-J.3    Moroder, L.4    Renner, C.5
  • 52
    • 70449638459 scopus 로고    scopus 로고
    • Switching between low and high affinity for the syk tandem SH2 domain by irradiation of azobenzene containing ITAM peptidomimetics
    • Kuil J, van Wandelen LT, de Mol NJ, Liskamp RM (2009) Switching between low and high affinity for the Syk tandem SH2 domain by irradiation of azobenzene containing ITAM peptidomimetics. J Pept Sci 15:685-691
    • (2009) J. Pept. Sci. , vol.15 , pp. 685-691
    • Kuil, J.1    Van Wandelen, L.T.2    De Mol, N.J.3    Liskamp, R.M.4
  • 53
    • 54349088033 scopus 로고    scopus 로고
    • Synthesis and characterization of a long rigid photoswitchable cross-linker for promoting peptide and protein conformational change
    • Zhang F, Sadovski O, Woolley GA (2008) Synthesis and characterization of a long, rigid photoswitchable cross-linker for promoting peptide and protein conformational change. Chembiochem 9:2147-2154
    • (2008) Chembiochem. , vol.9 , pp. 2147-2154
    • Zhang, F.1    Sadovski, O.2    Woolley, G.A.3
  • 54
    • 70350637502 scopus 로고    scopus 로고
    • Highly efficient reversible Z-E photoisomerization of a bridged azobenzene with visible light through resolved S 1 npi* absorption bands
    • Siewertsen R et al (2009) Highly efficient reversible Z-E photoisomerization of a bridged azobenzene with visible light through resolved S(1)(npi*) absorption bands. J Am Chem Soc 131:15594-15595
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 15594-15595
    • Siewertsen, R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.