Bilirubin Singlet oxygen

Di Mascio, P.; Kaiser, S.; Sies, H.
Arch. Biochem. Biophys. 274, 532-538 (1989)

Reaction: Bilirubin + ¹O₂^* ® products and/or physical quenching
Solvent: D₂O/EtOH

k = 3.2 × 10⁹(L mol^-1 s^-1), T = 310K

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

used solvent k_d = 1 × 10⁵ s^-1; ¹O₂* from NDPO₂.

Galliani, G.; Manitto, P.; Monti, D.
Isr. J. Chem. 23, 219-222 (1983)

Reaction: Bilirubin + ¹O₂^* ® products
Reference Reaction: 4-Methyl-1-naphthalenepropionate ion endoperoxide + ¹O₂^* ®
Solvent: Methylene chloride

k_react = 5.0 × 10⁸(L mol^-1 s^-1), k_reference = 8.5 × 10⁷(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 4-Methyl-1-naphthalenepropionate ion endoperoxide.

Galliani, G.; Manitto, P.; Monti, D.
Isr. J. Chem. 23, 219-222 (1983)

Reaction: Bilirubin + ¹O₂^* ® products and/or physical quenching
Reference Reaction: 4-Methyl-1-naphthalenepropionate ion endoperoxide + ¹O₂^* ®
Solvent: Methylene chloride

k = 5.5 × 10⁹(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 k_d = 1 × 10⁴ s^-1; ¹O₂* from 4-Methyl-1-naphthalenepropionate ion endoperoxide.

Galliani, G.; Manitto, P.; Monti, D.
Isr. J. Chem. 23, 219-222 (1983)

Reaction: Bilirubin + ¹O₂^* ® products
Reference Reaction: 4-Methyl-1-naphthalenepropionate ion endoperoxide + ¹O₂^* ®
Solvent: Water

k_react = 1.0 × 10⁹(L mol^-1 s^-1), k_reference = 9.0 × 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 4-Methyl-1-naphthalenepropionate ion endoperoxide.

Galliani, G.; Manitto, P.; Monti, D.
Isr. J. Chem. 23, 219-222 (1983)

Reaction: Bilirubin + ¹O₂^* ® products and/or physical quenching
Reference Reaction: 4-Methyl-1-naphthalenepropionate ion endoperoxide + ¹O₂^* ®
Solvent: Water

k = 5.7 × 10⁹(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 k_d = 3 × 10⁵ s^-1; ¹O₂* from 4-Methyl-1-naphthalenepropionate ion endoperoxide.

Matheson, I.B.C.; Rodgers, M.A.J.
Photochem. Photobiol. 36, 1-4 (1982)

Reaction: Bilirubin + ¹O₂^* ® products
Reference Reaction: DPBF + ¹O₂^* ®
Solvent: D₂O

k_react = 4.0 × 10⁸(L mol^-1 s^-1), k_reference = 1.0 × 10⁹(L mol^-1 s^-1), pH = 8.4, T = 293K

Experimental method: Flash photolysis
Analytical method: vis-UV absorption
Data type: Relative value measured directly
Excitation wavelength: 540 nm

Photosensitizer = Anthracendipropionate ion.

Matheson, I.B.C.; Massoudi, R.
J. Am. Chem. Soc. 102, 1942-1948 (1980)

Reaction: Bilirubin + ¹O₂^* ® products
Reference Reaction: DPBF + ¹O₂^* ®
Solvent: D₂O (mic)

k/k_reference = 4.3 × 10^-1
pH = 8.4, T = 293K

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

Photosensitizer = Rose Bengal dianion; meas. k/k_ref = 0.435; 0.1 mol L^-1 SDS.

Matheson, I.B.C.; Massoudi, R.
J. Am. Chem. Soc. 102, 1942-1948 (1980)

Reaction: Bilirubin + ¹O₂^* ® products and/or physical quenching
Reference Reaction: DPBF + ¹O₂^* ®
Solvent: D₂O (mic)

k/k_reference = 1.3 × 10^-1
pH = 8.4, T = 293K

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

high pressure oxygen (0.195 mol L^-1); meas. k/k_ref = 0.13; 0.1 mol L^-1 SDS.

Lightner, D.A.; Park, Y-T.
Tetrahedron 35, 463-471 (1979)

Reaction: Bilirubin + ¹O₂^* ® products and/or physical quenching
Solvent: CHCl₃

k = 2.8 × 10⁹(L mol^-1 s^-1)

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

Photosensitizer = Rose Bengal complexed with dicyclohexyl-18-crown-8; k_prod. = 3.8 × 10⁸ L/(mol·s) derived using sensitizer quantum yield.

Matheson, I.B.C.
Photochem. Photobiol. 29, 875-878 (1979)

Reaction: Bilirubin + ¹O₂^* ® products and/or physical quenching
Solvent: D₂O

k = 1.3 × 10⁹(L mol^-1 s^-1), pH = 8.4, T = 293K

Experimental method: Flash photolysis
Analytical method: vis-UV absorption
Data type: Absolute value measured directly
Excitation wavelength: 540 nm

Photosensitizer = Rose Bengal dianion.

Matheson, I.B.C.
Photochem. Photobiol. 29, 875-878 (1979)

Reaction: Bilirubin + ¹O₂^* ® products
Reference Reaction: DPBF + ¹O₂^* ®
Solvent: D₂O

k_react = <3.5 × 10⁸(L mol^-1 s^-1), k_reference = 8 × 10⁸(L mol^-1 s^-1), pH = 8.4, T = 293K

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

Photosensitizer = Rose Bengal dianion.

Lightner, D.A.; Park, Y-T.
Tetrahedron 35, 463-471 (1979)

Reaction: Bilirubin + ¹O₂^* ® products and/or physical quenching
Solvent: MeOH

k = 2.1 × 10⁹(L mol^-1 s^-1)

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

Photosensitizer = Rose Bengal dianion; used solvent k_d = 1.4 × 10⁵ s^-1; k_prod. = 2.8 × 10⁸ L/(mol·s) derived using sensitizer quantum yield.

Matheson, I.B.C.; Toledo, M.M.
Photochem. Photobiol. 25, 243-248 (1977)

Reaction: Bilirubin + ¹O₂^* ® products
Solvent: CCl₂FCClF₂

k_react = 1.0 × 10⁸(L mol^-1 s^-1)

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

high pressure O₂; k_r derived using k_O2 = 2.7 × 10³ L mol^-1 s^-1; Previous value by same workers [74MAT/CUR] low due to overdepletion of substrate in solution exposed directly to laser beam.

Stevens, B.; Small, R.D.,Jr.
Photochem. Photobiol. 23, 33-36 (1976)

Reaction: Bilirubin + ¹O₂^* ® products
Reference Reaction: Rub + ¹O₂^* ®
Solvent: C₆H₆

k_react = 2 × 10⁸(L mol^-1 s^-1), k_reference = 4.2 × 10⁷(L mol^-1 s^-1)

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

Photosensitizer = Rubrene.

Stevens, B.; Small, R.D.,Jr.
Photochem. Photobiol. 23, 33-36 (1976)

Reaction: Bilirubin + ¹O₂^* ® products
Reference Reaction: Rub + ¹O₂^* ®
Solvent: CCl₄

k_react = 2 × 10⁸(L mol^-1 s^-1), k_reference = 4.2 × 10⁷(L mol^-1 s^-1)

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

Photosensitizer = Rubrene.

Stevens, B.; Small, R.D.,Jr.
Photochem. Photobiol. 23, 33-36 (1976)

Reaction: Bilirubin + ¹O₂^* ® products and/or physical quenching
Reference Reaction: Rub + ¹O₂^* ®
Solvent: CCl₄

k = 2.2 × 10⁹(L mol^-1 s^-1), k_reference = 4.2 × 10⁷(L mol^-1 s^-1)

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

Photosensitizer = Rubrene.

Foote, C.S.; Ching, T.-Y.
J. Am. Chem. Soc. 97, 6209-6214 (1975)

Reaction: Bilirubin + ¹O₂^* ® products
Reference Reaction: DPBF + ¹O₂^* ®
Solvent: CHCl₃

k_react = 2.1 × 10⁸(L mol^-1 s^-1), k_reference = 7 × 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.

Foote, C.S.; Ching, T.-Y.
J. Am. Chem. Soc. 97, 6209-6214 (1975)

Reaction: Bilirubin + ¹O₂^* ® products and/or physical quenching
Solvent: CHCl₃

k = 1.3 × 10⁹(L mol^-1 s^-1), T = 296K

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

Photosensitizer = Methylene Blue. used solvent k_d = 1.0 × 10⁴ s^-1.

Foote, C.S.; Ching, T.-Y.
J. Am. Chem. Soc. 97, 6209-6214 (1975)

Reaction: Bilirubin + ¹O₂^* ® products and/or physical quenching
Solvent: CHCl₃

k = 1.5 × 10⁹(L mol^-1 s^-1)

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

Photosensitizer = Methylene Blue; Indicator = 1,3-Diphenylisobenzofuran; used solvent k_d = 1.0 × 10⁴ s^-1.

Foote, C.S.; Ching, T.-Y.
J. Am. Chem. Soc. 97, 6209-6214 (1975)

Reaction: Bilirubin + ¹O₂^* ® products
Reference Reaction: (CH₃)₂C=C(CH₃)₂ + ¹O₂^* ®
Solvent: CHCl₃

k_react = 4.3 × 10⁸(L mol^-1 s^-1), k_reference = 4.8 × 10⁷(L mol^-1 s^-1)

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

Photosensitizer = Methylene Blue.

Foote, C.S.; Ching, T.-Y.
J. Am. Chem. Soc. 97, 6209-6214 (1975)

Reaction: Bilirubin + ¹O₂^* ® products and/or physical quenching
Solvent: CHCl₃, 90%, MeOH, 10%

k = 1.3 × 10⁹(L mol^-1 s^-1), T = 296K

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

Photosensitizer = Rose Bengal dianion; used solvent k_d = 3.9 × 10⁴ s^-1; 17% product formation.