DL-Histidine Singlet oxygen

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

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Solvent: D₂O, 75%, EtOH, 25%

k = 4.6 × 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.

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

Reaction: DL-Histidine + ¹O₂^* ® products
Solvent: D₂O, 75%, EtOH, 25%

k_react = 3.4 × 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 k_d = 4.8 × 10⁴ s^-1.

Miskoski, S.; Garcia, N.A.
Photochem. Photobiol. 57, 447-452 (1993)

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Solvent: CH₃CN, 50%, H₂O, 50%

k = 1.6 × 10⁷(L mol^-1 s^-1)

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly

Photosensitizer = RB or Eos.

Miskoski, S.; Garcia, N.A.
Photochem. Photobiol. 57, 447-452 (1993)

Reaction: DL-Histidine + ¹O₂^* ® products
Reference Reaction: 9,10-Dimethylanthracene + ¹O₂^* ®
Solvent: CH₃CN, 50%, H₂O, 50%

k_react = 8.1 × 10⁶(L mol^-1 s^-1)

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

Photosensitizer = Rose Bengal dianion; ref. k not given.

Miskoski, S.; Garcia, N.A.
Photochem. Photobiol. 57, 447-452 (1993)

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

k = 9.0 × 10⁷(L mol^-1 s^-1), k_reference = 6 × 10⁸(L mol^-1 s^-1), pH = 7

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

Photosensitizer = Rose Bengal dianion.

Miskoski, S.; Garcia, N.A.
Photochem. Photobiol. 57, 447-452 (1993)

Reaction: DL-Histidine + ¹O₂^* ® products
Reference Reaction: Furfuryl alcohol + ¹O₂^* ®
Solvent: H₂O

k_react = 9.0 × 10⁷(L mol^-1 s^-1), k_reference = 1.2 × 10⁸(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.

Egorov, S.Yu.; Kurella, E.G.; Boldyrev, A.A.; Krasnovsky, A.A.,Jr.
Bioorg. Khim. 18, 142-144 (1992)

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

k = 4 × 10⁷(L mol^-1 s^-1), pH = 7

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly

Photosensitizer = Carboxyanthracene.

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

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Solvent: H₂O

k = 5.7 × 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 k_d = 3.2 × 10⁵ s^-1; ¹O₂* from autoxidation of oxytetracycline.

Lichszteld, K.; Michalska, T.; Kruk, I.
Z. Phys. Chem. (Munich) 175, 117-122 (1992)

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Reference Reaction: 2,2,6,6-Tetramethylpiperidine + ¹O₂^* ®
Solvent: MeOH

k = 1.1 × 10⁷(L mol^-1 s^-1), T = 297K

Experimental method: Chemical reaction
Analytical method: electron spin resonance
Data type: Derived from steady state measurements using indicator

Indicator = 2,2,6,6-Tetramethylpiperidine; soln. cont. MeONa and CoCl₂, ¹O₂* from autoxidation of adrenaline.

Kruk, I.; Lichszteld, K.; Michalska, T.; Bounias, M.
Z. Naturforsch., C, Biosci. 44C, 39-44 (1989)

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Reference Reaction: DPBF + ¹O₂^* ®
Solvent: D₂O

k = 2.8 × 10⁸(L mol^-1 s^-1), pH = 11.2, T = 310K

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

Indicator = 1,3-Diphenylisobenzofuran; used solvent k_d = 1.5 × 10⁴ s^-1; ¹O₂* from DOPA/H₂O₂.

Kruk, I.; Lichszteld, K.; Michalska, T.; Bounias, M.
Z. Naturforsch., C, Biosci. 44C, 39-44 (1989)

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Reference Reaction: DPBF + ¹O₂^* ®
Solvent: D₂O

k = 9.3 × 10⁸(L mol^-1 s^-1), pH = 11.2, T = 310K

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

Indicator = 1,3-Diphenylisobenzofuran; used solvent k_d = 1.5 × 10⁴ s^-1; ¹O₂* from Dopamine/H₂O₂.

Dahl, T.A.; Midden, W.R.; Hartman, P.E.
Photochem. Photobiol. 47, 357-362 (1988)

Reaction: DL-Histidine + ¹O₂^* ® products
Reference Reaction: 2,5-Bis(hydroxymethyl)furan + ¹O₂^* ®
Solvent: H₂O

k/k_reference = 9.4 × 10^-1
pH = 7.0, T = 283K

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

Photosensitizer = Rose Bengal dianion; meas. k/k_ref = 0.94; sensitizer immobilized on glass beads. Added solute 10^-3. [Sensitizer] = 10^-5 (mol L^-1). [Indicator] = 10^-4 (mol L^-1).

Dahl, T.A.; Midden, W.R.; Hartman, P.E.
Photochem. Photobiol. 47, 357-362 (1988)

Reaction: DL-Histidine + ¹O₂^* ® products
Reference Reaction: 2,5-Bis(hydroxymethyl)furan + ¹O₂^* ®
Solvent: H₂O

k/k_reference = 9.2 × 10^-1
pH = 7.0, T = 283K

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

Photosensitizer = Rose Bengal dianion; meas. k/k_ref = 0.92. Added solute 10^-3. [Sensitizer] = 10^-5 (mol L^-1). [Indicator] = 10^-4 (mol L^-1).

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

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

k = 4.4 × 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 0.3-4.4 × 10^-4.

Blum, A.; Grossweiner, L.I.
Photochem. Photobiol. 41, 27-32 (1985)

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Solvent: H₂O (mic)

k = 6.7 × 10⁷(L mol^-1 s^-1)

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

Photosensitizer = 2'-Acetonaphthone; Indicator = 1,3-Diphenylisobenzofuran; DDDAB liposomes.

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

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

k/k_reference = 1.5
pH = 10

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

Photosensitizer = Rose Bengal dianion; meas. k/k_ref = 1.5; sensitizer immobilized on glass beads. Added solute 10^-4.

Rodgers, M.A.J.; Bates, A.L.
Photochem. Photobiol. 35, 473-477 (1982)

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Solvent: D₂O (mic)

k = 6.7 × 10⁷(L mol^-1 s^-1), pH = 9.3

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; in vesicles (4.0 × 10^-2 mol L^-1 DDAB). [Indicator] = 1 × 10^-4 (mol L^-1).

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

Reaction: DL-Histidine + 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; see also [80LIN/ROD]. [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: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Solvent: D₂O (mic)

k = 5.9 × 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 or CTAB micelles. [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: DL-Histidine + ¹O₂^* ® products
Solvent: D₂O

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

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

high pressure O₂ (0.195 mol L^-1); used solvent k_d = 2.9 × 10⁴ s^-1; unreactive at pH <7.

Kraljic, I.; Sharpatyi, V.A.
Photochem. Photobiol. 28, 583-586 (1978)

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Solvent: H₂O

k = 3.2 × 10⁷(L mol^-1 s^-1), pH = 7.1, T = 298K

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

Photosensitizer = Phenosafranine; Quencher = Sodium azide, k_q = 2.0 × 10⁸ L mol^-1 s^-1. Use Sodium azide as quencher.

Usui, Y.; Tsukada, M.; Nakamura, H.
Bull. Chem. Soc. Jpn. 51, 379-384 (1978)

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Solvent: H₂O

k = 5.4 × 10⁹(L mol^-1 s^-1), T = 298K

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

Photosensitizer = Methylene Blue; used solvent k_d = 5.0 × 10⁵s^-1.

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

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Reference Reaction: Bilirubin dianion + ¹O₂^* ®
Solvent: D₂O

k = 1.0 × 10⁸(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
Excitation wavelength: 1065 nm

Indicator = Bilirubin dianion, used solvent k_d = 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: DL-Histidine + ¹O₂^* ® products
Reference Reaction: DPBF + ¹O₂^* ®
Solvent: H₂O, 50%, MeOH, 50%

k_react = 7 × 10⁶(L mol^-1 s^-1), k_reference = 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.

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

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Solvent: H₂O, 50%, MeOH, 50%

k = 5 × 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.

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

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Solvent: H₂O

b = 3.4 × 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.

Sluyterman, L.A.E.
Recl. Trav. Chim. Pays-Bas 80, 989-1002 (1961)

Reaction: DL-Histidine + ¹O₂^* ® products and/or physical quenching
Solvent: H₂O

b = 2.9 × 10^-3(mol L^-1), pH = 8.0

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

Photosensitizer = 3,6-Diaminoacridine.