DL-Tryptophan
Singlet oxygen


Michaeli, A.; Feitelson, J.
Photochem. Photobiol. 59, 284-289 (1994)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products
Solvent: D2O, 75%, EtOH, 25%

kreact = 1.3 × 107(L mol-1 s-1), T = 295K

Experimental method: Photolysis
Analytical method: vis-UV emission
Data type: Derived from steady state measurements

Photosensitizer = Rose Bengal dianion; Actinometer = 9,10-Dimethylanthracene. used solvent kd = 4.8 × 104 s-1.


Michaeli, A.; Feitelson, J.
Photochem. Photobiol. 59, 284-289 (1994)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: D2O, 75%, EtOH, 25%

k = 3.2 × 107(L mol-1 s-1), T = 295K

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly
Excitation wavelength: 532 nm

Photosensitizer = Rose Bengal dianion.


Kruk, I.; Lichszteld, K.; Michalska, T.; Paraskevas, S.M.
Toxicol. Environ. Chem. 35, 167-173 (1992)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: H2O

k = 2.6 × 107(L mol-1 s-1), pH = 10.6, T = 310K

Experimental method: Chemical reaction
Analytical method: infrared luminescence
Data type: Derived from steady state measurements

soln. cont. 5 × 10-4 mol L-1 CoCl2, used solvent kd = 3.2 × 105 s-1; 1O2* from autoxidation of oxytetracycline.


Bertolotti, S.G.; Garcia, N.A.; Arguello, G.A.
J. Photochem. Photobiol., B 10, 57-70 (1991)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: EtOH, 80%, CH3CN, 20%

k = 6.3 × 106(L mol-1 s-1)

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly
Excitation wavelength: 598 nm

Photosensitizer = 5,10,15,20-Tetraphenylporphinatozinc(II).


Bertolotti, S.G.; Garcia, N.A.; Arguello, G.A.
J. Photochem. Photobiol., B 10, 57-70 (1991)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products
Solvent: EtOH, 80%, CH3CN, 20%

kreact = 4.8 × 105(L mol-1 s-1), kreference = 3 × 107(L mol-1 s-1)

Experimental method: Photolysis
Analytical method: vis-UV emission
Data type: Derived from steady state measurements

Photosensitizer = 5,10,15,20-Tetraphenylporphinatozinc(II); Actinometer = 9,10-Dimethylanthracene.


Bertolotti, S.G.; Garcia, N.A.; Arguello, G.A.
J. Photochem. Photobiol., B 10, 57-70 (1991)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products
Reference Reaction: DL-Met + 1O2* ®
Solvent: H2O

kreact = 3.2 × 107(L mol-1 s-1), kreference = 2 × 107(L mol-1 s-1), pH = 7

Experimental method: Photolysis
Analytical method: oxygen consumption
Data type: Relative value measured by steady state method

Photosensitizer = Rose Bengal dianion.


Gottfried, V.; Kimel, S.
J. Photochem. Photobiol., B 8, 419-430 (1991)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products
Solvent: H2O

Activation energy = 16(kJ mol-1), Log(A) = 10.568, Temperature range 288 to 318 K
kreact = 5.9 × 107(L mol-1 s-1), T = 298K

Experimental method: Photolysis
Analytical method: vis-UV emission
Data type: Derived from steady state measurements

Photosensitizer = 5,10,15,20-Tetrakis(4-sulfonatophenyl)porphine; used solvent kd = 2.5 × 105 s-1; used singlet oxygen quantum yield for sensitizer = 0.7, phosphate buffer contg. 1.6% NaCl.


Wagner, J.R.; Ali, H.; Langlois, R.; Brasseur, N.; van Lier, J.E.
Photochem. Photobiol. 45, 587-594 (1987)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: H2O

k = 6.0 × 107(L mol-1 s-1), kreact = 5 × 106(L mol-1 s-1), pH = 7

Experimental method: Photolysis
Analytical method: HPLC
Data type: Derived from steady state measurements

Photosensitizer = Chlorogallium(III) sulfophthalocyanine; used solvent kd = 2.4 × 105 s-1; used singlet oxygen quantum yield for sensitizer = 0.5, 8% product formation (TrpOOH). [Sensitizer] = 4.0 × 10-6 (mol L-1).


Wagner, J.R.; Ali, H.; Langlois, R.; Brasseur, N.; van Lier, J.E.
Photochem. Photobiol. 45, 587-594 (1987)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: H2O, 50%, MeOH, 50%

k = 9.0 × 107(L mol-1 s-1)

Experimental method: Photolysis
Analytical method: HPLC
Data type: Derived from steady state measurements

Photosensitizer = RB or GaCl(tspc). used solvent kd = 2.8 × 105 s-1; Product = TrpOOH. [Sensitizer] = 4.0 × 10-6 (mol L-1).


Rougee, M.; Bensasson, R.V.
C.R. Seances Acad. Sci., Ser. II 302, 1223-1226 (1986)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: D2O

k = 5.6 × 107(L mol-1 s-1), pH ~7, T = 293K

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly
Excitation wavelength: 530 nm

Photosensitizer = 5,10,15,20-Tetrakis(4-sulfonatophenyl)porphine. Added solute 0.4-1.6 × 10-4.


Egorov, S.Yu.; Krasnovsky, A.A.
Sov. Plant Physiol. 33, 5-8 (1986)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: D2O

k ~ 5 × 107(L mol-1 s-1)

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly
Excitation wavelength: 337.1 nm

Photosensitizer = RF, H2TPPS4-, or Chl in Triton X-100 micelles.


Rodgers, M.A.J.; Lee, P.C.
J. Phys. Chem. 88, 3480-3484 (1984)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: n-C7H16/H2O (mic)

k ~ 3 × 107(L mol-1 s-1)

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly
Excitation wavelength: 532 nm

Photosensitizer = Rose Bengal dianion; reverse micelles contg. 0.25 mol L-1 AOT.


Reddi, E.; Rodgers, M.A.J.; Spikes, J.D.; Jori, G.
Photochem. Photobiol. 40, 415-421 (1984)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: CH3OH, 90%, D2O, 10%

k = 1.3 × 107(L mol-1 s-1), T = 293K

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly
Excitation wavelength: 532 nm

Photosensitizer = Hematoporphyrin IX. [Sensitizer] = 8.3 × 10-5 (mol L-1).


Tanielian, C.; Muller, H.; Golder, L.
Oxygen Radicals Chem. Biol., W. Bors, M. Saran and D. Tait (eds.), de Gruyter, Berlin, Fed. Rep. Germany, Pub. 1984, p.551-4

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: CH3OH, 50%, H2O, 50%

k = 3.8 × 107(L mol-1 s-1)

Experimental method: Photolysis
Analytical method: oxygen consumption
Data type: Derived from steady state measurements

Photosensitizer = Rose Bengal dianion. used solvent kd = 2.9 × 105 s-1. Use 2,5-Dimethylfuran as actinometer. Ratio of rates of physical quenching to product formation = 2.8.


Tanielian, C.; Muller, H.; Golder, L.
Oxygen Radicals Chem. Biol., W. Bors, M. Saran and D. Tait (eds.), de Gruyter, Berlin, Fed. Rep. Germany, Pub. 1984, p.551-4

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: CH3OH, 50%, H2O, 50%

kreact = 1.0 × 107(L mol-1 s-1)

Experimental method: Photolysis
Analytical method: oxygen consumption
Data type: Derived from steady state measurements

Photosensitizer = Rose Bengal dianion; Actinometer = 2,5-Dimethylfuran; Rate of physical quenching/product formation = 2.8. used solvent kd = 2.9 × 105 s-1.


Reddi, E.; Rodgers, M.A.J.; Spikes, J.D.; Jori, G.
Photochem. Photobiol. 40, 415-421 (1984)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products
Solvent: D2O

kreact = 3.6 × 107(L mol-1 s-1), T = 293K

Experimental method: Photolysis
Analytical method: vis-UV emission
Data type: Derived from steady state measurements
Excitation wavelength: 532 nm

Photosensitizer = Hematoporphyrin IX; used singlet oxygen quantum yield (HP) = 0.41. [Sensitizer] = 8.3 × 10-5 (mol L-1).


Reddi, E.; Rodgers, M.A.J.; Spikes, J.D.; Jori, G.
Photochem. Photobiol. 40, 415-421 (1984)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: D2O

k = 7.2 × 107(L mol-1 s-1), pH = 7.4, T = 293K

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly
Excitation wavelength: 532 nm

Photosensitizer = Hematoporphyrin IX. [Sensitizer] = 8.3 × 10-5 (mol L-1).


Reddi, E.; Rodgers, M.A.J.; Spikes, J.D.; Jori, G.
Photochem. Photobiol. 40, 415-421 (1984)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: D2O, 70%, CH3OH, 30%

k = 6.0 × 107(L mol-1 s-1), T = 293K

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly
Excitation wavelength: 532 nm

Photosensitizer = Hematoporphyrin IX. [Sensitizer] = 8.3 × 10-5 (mol L-1).


Reddi, E.; Rodgers, M.A.J.; Spikes, J.D.; Jori, G.
Photochem. Photobiol. 40, 415-421 (1984)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: D2O, 70%, HCONH2, 30%

k = 5.2 × 107(L mol-1 s-1), T = 293K

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly
Excitation wavelength: 532 nm

Photosensitizer = Hematoporphyrin IX. [Sensitizer] = 8.3 × 10-5 (mol L-1).


Reddi, E.; Rodgers, M.A.J.; Spikes, J.D.; Jori, G.
Photochem. Photobiol. 40, 415-421 (1984)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products
Solvent: H2O

kreact = 6.6 × 107(L mol-1 s-1), pH = 7.4, T = 293K

Experimental method: Photolysis
Analytical method: vis-UV emission
Data type: Derived from steady state measurements
Excitation wavelength: 532 nm

Photosensitizer = Hematoporphyrin IX; used solvent kd = 2.5 × 105 s-1; used singlet oxygen quantum yield (HP) = 0.41. [Sensitizer] = 8.3 × 10-5 (mol L-1).


Reddi, E.; Rodgers, M.A.J.; Spikes, J.D.; Jori, G.
Photochem. Photobiol. 40, 415-421 (1984)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: HCONH2, 90%, D2O, 10%

k = 8.7 × 107(L mol-1 s-1), T = 293K

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly
Excitation wavelength: 532 nm

Photosensitizer = Hematoporphyrin IX. [Sensitizer] = 8.3 × 10-5 (mol L-1).


Midden, W.R.; Wang, S.Y.
J. Am. Chem. Soc. 105, 4129-4135 (1983)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products
Reference Reaction: DL-Histidine + 1O2* ®
Solvent: H2O, 50%, MeOH, 50%

k/kreference = 7 × 10-1
pH = 10

Experimental method: Photolysis
Analytical method: HPLC
Data type: Relative value measured by steady state method

Photosensitizer = Rose Bengal dianion; meas. k/kref = 0.65; sensitizer immobilized on glass beads. Added solute 10-4.


Inoue, K.; Matsuura, T.; Saito, I.
Bull. Chem. Soc. Jpn. 55, 2959-2964 (1982)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: H2O, 50%, MeOH, 50%

k = 7.1 × 107(L mol-1 s-1)

Experimental method: Modulated photolysis
Analytical method: vis-UV absorption
Data type: Derived from steady state measurements

Photosensitizer = Rose Bengal dianion. used solvent kd = 2.8 × 105 s-1. Added solute (0.3-3) × 10-4. [Sensitizer] = 4 × 10-6 (mol L-1).


Inoue, K.; Matsuura, T.; Saito, I.
Bull. Chem. Soc. Jpn. 55, 2959-2964 (1982)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products
Reference Reaction: DPBF + 1O2* ®
Solvent: H2O, 50%, MeOH, 50%

kreact = 3 × 106(L mol-1 s-1), kreference = 8 × 108(L mol-1 s-1)

Experimental method: Modulated photolysis
Analytical method: vis-UV absorption
Data type: Relative value measured by steady state method

Photosensitizer = Rose Bengal dianion. Added solute (0.3-3) × 10-4. [Sensitizer] = 4 × 10-6 (mol L-1).


Inoue, K.; Matsuura, T.; Saito, I.
Bull. Chem. Soc. Jpn. 55, 2959-2964 (1982)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: H2O, 50%, MeOH, 50%

k = 2.1 × 107(L mol-1 s-1), T = 308K

Experimental method: Chemical reaction
Analytical method: vis-UV absorption
Data type: Derived from steady state measurements

used solvent kd = 2.8 × 105 s-1; 1O2* from MNPO2. Added solute (0.3-3) × 10-4.


Inoue, K.; Matsuura, T.; Saito, I.
Bull. Chem. Soc. Jpn. 55, 2959-2964 (1982)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products
Reference Reaction: DPBF + 1O2* ®
Solvent: H2O, 50%, MeOH, 50%

kreact = 5 × 106(L mol-1 s-1), kreference = 8 × 108(L mol-1 s-1), T = 308K

Experimental method: Chemical reaction
Analytical method: vis-UV absorption
Data type: Relative value measured by steady state method

1O2* from MNPO2. Added solute (0.3-3) × 10-4.


Lindig, B.A.; Rodgers, M.A.J.
Photochem. Photobiol. 33, 627-634 (1981)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: D2O

k = 6.1 × 107(L mol-1 s-1), pH = 7.4, T = 294K

Experimental method: Flash photolysis
Analytical method: vis-UV absorption
Data type: Absolute value measured directly using indicator
Excitation wavelength: 337 nm

Photosensitizer = Methylene Blue; Indicator = 9,10-Anthracenedipropionate ion. [Sensitizer] = 2.6 × 10-5 (mol L-1). [Indicator] = 1 × 10-4 (mol L-1).


Lindig, B.A.; Rodgers, M.A.J.
Photochem. Photobiol. 33, 627-634 (1981)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: D2O (mic)

k = 4.2 × 107(L mol-1 s-1), pH = 7.4, T = 294K

Experimental method: Flash photolysis
Analytical method: vis-UV absorption
Data type: Absolute value measured directly using indicator
Excitation wavelength: 337 nm

Photosensitizer = 2'-Acetonaphthone; Indicator = 1,3-Diphenylisobenzofuran; 0.1 mol L-1 CTAB. [Sensitizer] = 1.1 × 10-3 (mol L-1). [Indicator] = 1 × 10-4 (mol L-1).


Lindig, B.A.; Rodgers, M.A.J.
Photochem. Photobiol. 33, 627-634 (1981)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: D2O (mic)

k = 4.0 × 107(L mol-1 s-1), pH = 7.4, T = 294K

Experimental method: Flash photolysis
Analytical method: vis-UV absorption
Data type: Absolute value measured directly using indicator
Excitation wavelength: 337 nm

Photosensitizer = 2'-Acetonaphthone; Indicator = 1,3-Diphenylisobenzofuran; 0.1 mol L-1 SDS. [Sensitizer] = 1.1 × 10-3 (mol L-1). [Indicator] = 1 × 10-4 (mol L-1).


Matheson, I.B.C.; Lee, J.
Photochem. Photobiol. 29, 879-881 (1979)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products
Solvent: D2O

kreact = 3 × 107(L mol-1 s-1), pH = 8.4, T = 293K

Experimental method: Photolysis
Analytical method: chemical analysis
Data type: Derived from steady state measurements

used solvent kd = 2.9 × 104 s-1; high pressure O2 (0.195 mol L-1).


Smith, G.J.
J. Chem. Soc., Faraday Trans. 2 74, 1350-1354 (1978)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: EtOH

k £5.0 × 106(L mol-1 s-1)

Experimental method: Flash photolysis
Analytical method: vis-UV absorption
Data type: Absolute value measured directly using indicator
Excitation wavelength: 694 nm

Photosensitizer = Methylene Blue; Indicator = 1,3-Diphenylisobenzofuran.


Smith, G.J.
J. Chem. Soc., Faraday Trans. 2 74, 1350-1354 (1978)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: H2O, 50%, MeOH, 50%

k = 3.0 × 107(L mol-1 s-1)

Experimental method: Flash photolysis
Analytical method: vis-UV absorption
Data type: Absolute value measured directly using indicator
Excitation wavelength: 694 nm

Photosensitizer = Methylene Blue; Indicator = 1,3-Diphenylisobenzofuran.


Smith, G.J.
J. Chem. Soc., Faraday Trans. 2 74, 1350-1354 (1978)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: N-Methylformamide

k = 1.3 × 108(L mol-1 s-1)

Experimental method: Flash photolysis
Analytical method: vis-UV absorption
Data type: Absolute value measured directly using indicator
Excitation wavelength: 694 nm

Photosensitizer = Methylene Blue; Indicator = 1,3-Diphenylisobenzofuran.


Smith, G.J.
J. Chem. Soc., Faraday Trans. 2 74, 1350-1354 (1978)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: MeOH

k = 6 × 106(L mol-1 s-1)

Experimental method: Flash photolysis
Analytical method: vis-UV absorption
Data type: Absolute value measured directly using indicator
Excitation wavelength: 694 nm

Photosensitizer = Methylene Blue; Indicator = 1,3-Diphenylisobenzofuran.


Matheson, I.B.C.; Etheridge, R.D.; Kratowich, N.R.; Lee, J.
Photochem. Photobiol. 21, 165-171 (1975)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Reference Reaction: Bilirubin dianion + 1O2* ®
Solvent: D2O

k = 5.1 × 107(L mol-1 s-1), pH = 8.1, T = 295K

Experimental method: Photolysis
Analytical method: vis-UV absorption
Data type: Derived from steady state measurements using indicator
Excitation wavelength: 1065 nm

Indicator = Bilirubin dianion; used solvent kd = 2.9 × 104 s-1; high pressure O2; recalc. [79MAT/LEE].


Nilsson, R.; Merkel, P.B.; Kearns, D.R.
Photochem. Photobiol. 16, 117-124 (1972)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: H2O, 50%, MeOH, 50%

k = 4 × 107(L mol-1 s-1)

Experimental method: Flash photolysis
Analytical method: vis-UV absorption
Data type: Absolute value measured directly using indicator
Excitation wavelength: 694 nm

Photosensitizer = Methylene Blue; Indicator = 1,3-Diphenylisobenzofuran.


Nilsson, R.; Merkel, P.B.; Kearns, D.R.
Photochem. Photobiol. 16, 117-124 (1972)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products
Reference Reaction: DPBF + 1O2* ®
Solvent: H2O, 50%, MeOH, 50%

kreact = 4 × 106(L mol-1 s-1), kreference = 8 × 108(L mol-1 s-1)

Experimental method: Photolysis
Analytical method: vis-UV absorption
Data type: Relative value measured by steady state method

Photosensitizer = Methylene Blue; ref. k in MeOH.


Weil, L.
Arch. Biochem. Biophys. 110, 57-68 (1965)

Reaction: 3-InCH2CH(NH3+)CO2- + 1O2* ® products and/or physical quenching
Solvent: H2O

b = 1.8 × 10-3(mol L-1), pH = 7.0, T = 283K

Experimental method: Photolysis
Analytical method: oxygen consumption
Data type: Derived from steady state measurements

Photosensitizer = Methylene Blue; The mechanism of oxidation is not clear.


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