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97-59-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 97-59-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 7 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 97-59:
(4*9)+(3*7)+(2*5)+(1*9)=76
76 % 10 = 6
So 97-59-6 is a valid CAS Registry Number.
InChI:InChI=1/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)/t1-/m0/s1

97-59-6 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (A0211)  Allantoin  >98.0%(T)

  • 97-59-6

  • 25g

  • 140.00CNY

  • Detail
  • TCI America

  • (A0211)  Allantoin  >98.0%(T)

  • 97-59-6

  • 500g

  • 1,170.00CNY

  • Detail
  • Alfa Aesar

  • (A15571)  Allantoin, 98%   

  • 97-59-6

  • 250g

  • 416.0CNY

  • Detail
  • Alfa Aesar

  • (A15571)  Allantoin, 98%   

  • 97-59-6

  • 1000g

  • 1377.0CNY

  • Detail
  • Alfa Aesar

  • (A15571)  Allantoin, 98%   

  • 97-59-6

  • 5000g

  • 5858.0CNY

  • Detail
  • Sigma-Aldrich

  • (05670)  Allantoin  ≥98.0% (N)

  • 97-59-6

  • 05670-25G

  • 514.80CNY

  • Detail
  • Sigma-Aldrich

  • (05670)  Allantoin  ≥98.0% (N)

  • 97-59-6

  • 05670-100G

  • 710.19CNY

  • Detail
  • Sigma-Aldrich

  • (93791)  Allantoin  analytical standard

  • 97-59-6

  • 93791-50MG

  • 1,100.97CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1364)  Allantoin  pharmaceutical secondary standard; traceable to USP and PhEur

  • 97-59-6

  • PHR1364-500MG

  • 878.44CNY

  • Detail
  • Sigma-Aldrich

  • (A0349000)  Allantoin  European Pharmacopoeia (EP) Reference Standard

  • 97-59-6

  • A0349000

  • 1,880.19CNY

  • Detail
  • USP

  • (1012939)  Allantoin  United States Pharmacopeia (USP) Reference Standard

  • 97-59-6

  • 1012939-200MG

  • 4,662.45CNY

  • Detail

97-59-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name allantoin

1.2 Other means of identification

Product number -
Other names Allantol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:97-59-6 SDS

97-59-6Synthetic route

urea
57-13-6

urea

Glyoxilic acid
298-12-4

Glyoxilic acid

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With Co[PyPS]2Mo11VO40 at 90℃; for 10h; Temperature; Reagent/catalyst; Microwave irradiation;89.3%
With titanium dioxide-based composite solid catalyst A1 at 75℃; for 4h;85%
at 60℃; for 1.5h; Concentration;82.4%
uric Acid
69-93-2

uric Acid

A

parabanic acid
120-89-8

parabanic acid

B

Oxalyldiurea
5676-27-7

Oxalyldiurea

C

dehydro-allantoin
105245-87-2

dehydro-allantoin

D

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With lithium hydroxide; iodine In water for 0.0833333h; excess of I2;A n/a
B n/a
C 75%
D n/a
With lithium hydroxide; iodine In water for 0.0833333h; Mechanism; also with substituted uric acid; effect of amount of I2; 2H and 13C labelling experiment;
uric Acid
69-93-2

uric Acid

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With lithium hydroxide; iodine In water at 4℃; equimolar amount of I2;70%
With sodium hydroxide; oxygen; pyrographite
With water; ozone
uric Acid
69-93-2

uric Acid

A

potassium salt of uroxanate
121669-46-3

potassium salt of uroxanate

B

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With potassium hydroxide; potassium permanganate In water for 4h; Product distribution; Mechanism; Ambient temperature; labelled 14C in position of 5;A 26%
B 14%
urea
57-13-6

urea

DL-5-chlorohydantoin
32282-43-2

DL-5-chlorohydantoin

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
In nitromethane for 1h; Reflux;15%
uric Acid
69-93-2

uric Acid

A

uroxanate
508-37-2

uroxanate

B

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With potassium hydroxide; potassium permanganate In water for 4h; Ambient temperature; Yield given;A n/a
B 14%
2,4-imidazolidinedione
461-72-3

2,4-imidazolidinedione

urea
57-13-6

urea

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With bromine; acetic acid
glycoluril
496-46-8

glycoluril

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With dihydrogen peroxide; copper dichloride
5-hydroxybarbituric acid
444-15-5

5-hydroxybarbituric acid

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With potassium nitrite; acetic acid
allantoic acid
99-16-1

allantoic acid

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With water
4,5-dihydroxy-2-oxo-5-ureido-imidazolidine-4-carboxylic acid
874531-63-2

4,5-dihydroxy-2-oxo-5-ureido-imidazolidine-4-carboxylic acid

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With water at 60 - 80℃;
With nitric acid
dichloro-acetic acid
79-43-6

dichloro-acetic acid

urea
57-13-6

urea

Allantoin
97-59-6

Allantoin

acetonedicarboxylic acid
473-90-5

acetonedicarboxylic acid

urea
57-13-6

urea

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With water at 110 - 115℃;
at 110℃;
at 110℃;
urea
57-13-6

urea

Ethyl diethoxyacetate
6065-82-3

Ethyl diethoxyacetate

Allantoin
97-59-6

Allantoin

uric Acid
69-93-2

uric Acid

A

parabanic acid
120-89-8

parabanic acid

B

pyrimidine-2,4,5,6(1H,3H)-tetraone
61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9

pyrimidine-2,4,5,6(1H,3H)-tetraone

C

4-hydroxy-2,5-dioxoimidazolidine-4-carboxamide
36597-25-8

4-hydroxy-2,5-dioxoimidazolidine-4-carboxamide

D

5,5-dihydroxy-pyrimidine-2,4,6-trione
3237-50-1

5,5-dihydroxy-pyrimidine-2,4,6-trione

E

urea
57-13-6

urea

F

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
In methanol Mechanism; electrochemical oxidation;
uric Acid
69-93-2

uric Acid

A

pyrimidine-2,4,5,6(1H,3H)-tetraone
61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9

pyrimidine-2,4,5,6(1H,3H)-tetraone

B

urea
57-13-6

urea

C

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
at 25℃; Product distribution; Mechanism; Rate constant; electrochemical oxidation; buffer (pH=2-10); various times, potentials and electrodes;
In phosphate buffer at 24℃; pH=2.3 - 11.2; Product distribution; Further Variations:; effect of surfactants; differential pulse voltammetric oxidation; Electrochemical reaction;
1-carboxy-2,4,6,8-tetraazabicyclo<3.3.0>octa-4-ene-3,7-dione
81129-52-4

1-carboxy-2,4,6,8-tetraazabicyclo<3.3.0>octa-4-ene-3,7-dione

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With hydroxide at 25℃; Rate constant;
xanthin
69-89-6

xanthin

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
at 25℃; Product distribution; Mechanism; Rate constant; electrochemical oxidation; buffer (pH=6-10); various times, potentials and electrodes;
5-hydroxyisourate
6960-30-1, 151359-24-9

5-hydroxyisourate

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With phosphate buffer In water at 22℃; Rate constant; var. ionic strength of buffer;
Phosphoric acid mono-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2,6,8-trioxo-1,2,6,8-tetrahydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester

Phosphoric acid mono-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2,6,8-trioxo-1,2,6,8-tetrahydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester

A

4-hydroxy-2,5-dioxoimidazolidine-4-carboxamide
36597-25-8

4-hydroxy-2,5-dioxoimidazolidine-4-carboxamide

B

β-D-ribofuranose
36468-53-8

β-D-ribofuranose

C

Phosphoric acid mono-[(2R,3S,4R,5R)-5-(2,5-dioxo-4-ureido-imidazolidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester

Phosphoric acid mono-[(2R,3S,4R,5R)-5-(2,5-dioxo-4-ureido-imidazolidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester

D

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
In water at 22℃; Rate constant; pH 7.0; decomposition rate constants;
4,5-dimethoxy-4,5-dihydrouric acid
74333-71-4

4,5-dimethoxy-4,5-dihydrouric acid

water
7732-18-5

water

Allantoin
97-59-6

Allantoin

potassium cyanate
590-28-3

potassium cyanate

5-amino-imidazolidine-2,4-dione
24764-63-4

5-amino-imidazolidine-2,4-dione

water
7732-18-5

water

Allantoin
97-59-6

Allantoin

uric Acid
69-93-2

uric Acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
at 38℃;
2,4-imidazolidinedione
461-72-3

2,4-imidazolidinedione

bromine
7726-95-6

bromine

acetic acid
64-19-7

acetic acid

urea
57-13-6

urea

Allantoin
97-59-6

Allantoin

uric Acid
69-93-2

uric Acid

air oxygen

air oxygen

alkaline solution

alkaline solution

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
saeuert man die alkal.Loesung mit Essigsaeure, und nach weiterem Stehenlassen oder Eindampfen der Loesung;
allantoin-imide-(4)

allantoin-imide-(4)

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With hydrogenchloride
With water
allantoinoic acid ethyl ester

allantoinoic acid ethyl ester

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With ammonia
With potassium hydroxide
With potassium hydroxide
urea
57-13-6

urea

alloxanate urea

alloxanate urea

Allantoin
97-59-6

Allantoin

Conditions
ConditionsYield
With acetic anhydride
alloxanoic acid
470-44-0

alloxanoic acid

acetic anhydride
108-24-7

acetic anhydride

urea
57-13-6

urea

alloxanate urea

alloxanate urea

Allantoin
97-59-6

Allantoin

Allantoin
97-59-6

Allantoin

monopotassium 1,2,3,4-tetrahydro-2,4-dioxo-1,3,5-triazine-6-carboxylate
2207-75-2

monopotassium 1,2,3,4-tetrahydro-2,4-dioxo-1,3,5-triazine-6-carboxylate

Conditions
ConditionsYield
With N-Bromosuccinimide; potassium iodide; potassium hydroxide In water at 0 - 25℃; for 3h; Temperature; Reagent/catalyst; Darkness;91.32%
N-Cyanoguanidine
127099-85-8, 780722-26-1

N-Cyanoguanidine

Allantoin
97-59-6

Allantoin

N-[(2,5-dioxoimidazolidin-4-yl)carbamoyl]imidodicarbonimidic diamide

N-[(2,5-dioxoimidazolidin-4-yl)carbamoyl]imidodicarbonimidic diamide

Conditions
ConditionsYield
With sulfuric acid In water for 20h; Heating; Green chemistry;81%
potassium (4-fluorobenzoyl)trifluoroborate
1590389-14-2

potassium (4-fluorobenzoyl)trifluoroborate

Allantoin
97-59-6

Allantoin

N-((2,5-dioxoimidazolidin-4-yl)carbamoyl)-4-fluorobenzamide

N-((2,5-dioxoimidazolidin-4-yl)carbamoyl)-4-fluorobenzamide

Conditions
ConditionsYield
With 1,3-dichloro-5,5-dimethylhydantoin In tetrahydrofuran at 40℃; for 4h; pH=3; chemoselective reaction;80%
acetic acid
64-19-7

acetic acid

Allantoin
97-59-6

Allantoin

monopotassium 1,2,3,4-tetrahydro-2,4-dioxo-1,3,5-triazine-6-carboxylate
2207-75-2

monopotassium 1,2,3,4-tetrahydro-2,4-dioxo-1,3,5-triazine-6-carboxylate

Conditions
ConditionsYield
Stage #1: Allantoin With bromine; potassium iodide; potassium hydroxide In water at 0 - 25℃; for 30h;
Stage #2: acetic acid In water at 0 - 5℃; pH=5; Time;
76.1%
2-(acetylamino)-1,3-thiazole-5-sulfonyl chloride
69812-30-2

2-(acetylamino)-1,3-thiazole-5-sulfonyl chloride

Allantoin
97-59-6

Allantoin

C9H10N6O6S2

C9H10N6O6S2

Conditions
ConditionsYield
With potassium carbonate In ethanol for 3h; Heating;52%
1-(3-iodopropyl)-3,7-dimethyl-2,3,6,7-tetrahydro-1H-2,6-purinedione
60971-83-7

1-(3-iodopropyl)-3,7-dimethyl-2,3,6,7-tetrahydro-1H-2,6-purinedione

Allantoin
97-59-6

Allantoin

{1-[3-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-purin-1-yl)-propyl]-2,5-dioxo-imidazolidin-4-yl}-urea

{1-[3-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-purin-1-yl)-propyl]-2,5-dioxo-imidazolidin-4-yl}-urea

Conditions
ConditionsYield
Stage #1: Allantoin With sodium methylate In methanol for 1.5h; Heating;
Stage #2: 1-(3-iodopropyl)-3,7-dimethyl-2,3,6,7-tetrahydro-1H-2,6-purinedione In methanol for 36h; Heating;
40%
Allantoin
97-59-6

Allantoin

phenol
108-95-2

phenol

A

5-(4-hydroxy-phenyl)-imidazolidine-2,4-dione
2420-17-9

5-(4-hydroxy-phenyl)-imidazolidine-2,4-dione

B

D,L-5-(2'-hydroxyphenyl)hydantoin
77972-18-0

D,L-5-(2'-hydroxyphenyl)hydantoin

Conditions
ConditionsYield
hydrogenchloride at 65℃; for 24h;A 19.2%
B 8%
hydrogenchloride at 65℃; for 24h;A 19.2%
B 8%
dimethyl sulfate
77-78-1

dimethyl sulfate

Allantoin
97-59-6

Allantoin

3-methyl-5-ureidohydantoin
22494-77-5

3-methyl-5-ureidohydantoin

Conditions
ConditionsYield
With potassium hydroxide
Darstellung;
Allantoin
97-59-6

Allantoin

carbamoylimino-acetic acid
592-18-7

carbamoylimino-acetic acid

Conditions
ConditionsYield
With hydrogenchloride nachfolgende Einw. von salpetriger Saeure;
Allantoin
97-59-6

Allantoin

2,4-imidazolidinedione
461-72-3

2,4-imidazolidinedione

Conditions
ConditionsYield
With hydrogen iodide
Allantoin
97-59-6

Allantoin

glycoluril
496-46-8

glycoluril

Conditions
ConditionsYield
With sodium amalgam; sulfuric acid
Allantoin
97-59-6

Allantoin

oxaluric acid
585-05-7

oxaluric acid

Conditions
ConditionsYield
With permanganate(VII) ion; acetic acid
Allantoin
97-59-6

Allantoin

A

oxaluric acid
585-05-7

oxaluric acid

B

Oxalyldiurea
5676-27-7

Oxalyldiurea

Conditions
ConditionsYield
With ammonium persulfate; sodium acetate
With potassium permanganate; bi carbonate .alkali
With potassium permanganate; acetic acid
Allantoin
97-59-6

Allantoin

triuret
556-99-0

triuret

Conditions
ConditionsYield
With dihydrogen peroxide
Allantoin
97-59-6

Allantoin

allantoic acid
99-16-1

allantoic acid

Conditions
ConditionsYield
With potassium hydroxide
With potassium hydroxide; water
enzymatische Spaltung durch Brei oder Presssaft von Leguminosensamen;
With water Alkaline conditions;
Allantoin
97-59-6

Allantoin

N-carbamoylglycine
462-60-2

N-carbamoylglycine

Conditions
ConditionsYield
With barium dihydroxide
Allantoin
97-59-6

Allantoin

diureido-acetic acid hydrazide
861794-23-2

diureido-acetic acid hydrazide

Conditions
ConditionsYield
With hydrazine hydrate
Allantoin
97-59-6

Allantoin

A

triuret
556-99-0

triuret

B

urea
57-13-6

urea

Conditions
ConditionsYield
With lithium carbonate Bei der elektrochemischen Oxydation an einer Bleidioxydanode;
9-hydroxyxanthene
90-46-0

9-hydroxyxanthene

Allantoin
97-59-6

Allantoin

1-(2,5-dioxo-imidazolidin-4-yl)-3-xanthen-9-yl-urea
87980-02-7

1-(2,5-dioxo-imidazolidin-4-yl)-3-xanthen-9-yl-urea

Conditions
ConditionsYield
With acetic acid

97-59-6Relevant academic research and scientific papers

Synergistic effect of 1-(2,5-dioxoimidazolidin-4-yl)urea and Tween-80 towards the corrosion mitigation of mild steel in HCl

Zhang, Weiwei,Li, Hui-Jing,Wang, Chen,Wang, Li-Juan,Li, Gen,Ma, Hengyu,Pan, Qianwen,Wu, Yan-Chao

, p. 13899 - 13910 (2019)

Herein, the synergistic effect of 1-(2,5-dioxoimidazolidin-4-yl)urea (DMU) and Tween-80 on the corrosion of mild steel in a 1 mol L-1 HCl solution was investigated by weight-loss tests, electrochemical methods and surface analysis (SEM/SECM). The experiments revealed that the combination of DMU and Tween-80 strongly inhibited the corrosion of mild steel as compared to individual inhibitors, and the adsorption mode belonged to the Langmuir isothermal type. Based on the electrochemical results, DMU and DMU-Tween-80 behaved as mixed-type inhibitors, and their best inhibition efficiencies were 77.31% and 96.35%, respectively. The calculated synergistic parameter value was larger than unity, indicating that the enhancement of inhibition efficiency was due to the synergistic effect of DMU and Tween-80. Surface analysis techniques confirmed the presence of inhibitors on the mild steel surface. Quantum chemical parameters based on density functional theory provided a further insight into the mechanism of inhibition. Moreover, molecular dynamics simulations were carried out to explore the configurational adsorption behaviour of DMU on an Fe(110) surface.

Ultrasensitive detection of uric acid in serum of patients with gout by a new assay based on Pt&at;Ag nanoflowers

Chen, Shujun,Lin, Daiqin,Qiu, Ping,Tang, Xiaomin,Wang, Xue

, p. 36578 - 36585 (2019)

A ultrasensitive assay for the determination of uric acid (UA) based on Pt&at;Ag nanoflowers (Pt&at;Ag NFs) was constructed. H2O2 was formed by the reaction of uricase and UA and produced the hydroxyl radical (OH). The system was catalyzed by Pt&at;Ag NFs to change the color of 3,3′,5,5′-tetramethylbenzidine (TMB) from colorless to blue, and the morphology and chemical properties of Pt&at;Ag NFs were characterized by transmission electron microscopy and X-ray photoelectron spectroscopy. Under the optimized conditions, a linear relationship between the absorbance and UA concentration was in the range of 0.5-150 μM (R2 = 0.995) with a limit of detection of 0.3 μM (S/N = 3). The method can be applied to detection of UA in actual samples with satisfactory results. The proposed assay was successfully applied to the detection of UA in human serum with recoveries over 96.8percent. Thus, these results imply that the UA assay provides an effective tool in fast clinical analysis of gout.

Kinetics and mechanism of allantoin racemization

Kahn, Kalju,Tipton, Peter A.

, p. 62 - 72 (2000)

The kinetics and mechanism of racemization of allantoin have been examined; racemization proceeds via two independent pathways that can be separately monitored. One pathway involves proton exchange at C5 with solvent, The other pathway occurs via intramolecular attack of N8 on C4 to form a symmetrical bicyclic intermediate, which can decompose to form either enantiomer of allantoin. The intramolecular pathway proceeds more rapidly from the allantoin anion than from neutral allantoin. This result is explained by conformational analyses based on experimental NMR data and computational results, which suggest that the ureido arm of anionic allantoin adopts a cis-conformation, allowing intramolecular attack. Neutral allantoin adopts a trans-conformation. The proton exchange pathway is buffer-catalyzed and also proceeds more rapidly at basic pH, although it is suggested that the reaction occurs from neutral allantoin. The relatively slow rate of racemization, particularly at physiological pH, suggests that nonenzymatic racemization of allantoin is not a viable mechanism for the in vivo generation of (S)-allantoin. (C) 2000 Academic Press.

Correction: Absolute stereochemistry and preferred conformations of urate degradation intermediates from computed and experimental circular dichroism spectra (Org. Biomol. Chem. (2011) 9 (5149-5155))

Pipolo, Silvio,Percudani, Riccardo,Cammi, Roberto

, p. 3654 - 3654 (2016)

Correction for 'Absolute stereochemistry and preferred conformations of urate degradation intermediates from computed and experimental circular dichroism spectra' by Silvio Pipolo et al., Org. Biomol. Chem., 2011, 9, 5149-5155.

Synthesis of highly pure 14C-labelled DL-allantoin and 13C NMR analysis of labelling integrity

Patching, Simon G.

, p. 401 - 404 (2009)

A number of synthetic approaches are assessed to prepare allantoin labelled with 14C given certain requirements and technical limitations. A method that fulfils these criteria is described to achieve the synthesis of highly pure 14C-labelled allantoin with the label introduced to the ureido carbonyl group in the final step by reaction of 5-chlorohydantoin with [14C]urea. The chosen method favours high purity at the expense of radiochemical yield, which is achieved at a level of 8%. The integrity of the label is then investigated by performing an NMR analysis of 13C- labelled allantoin synthesized by the same method. The 13C NMR spectrum confirms partial scrambling of the label to the C-2 position by equilibration of the product via a putative bicyclic intermediate, which had been suggested by other workers. The 14C-labelled allantoin synthesized by this method is therefore assigned as DL-[H2N 14CO/14C-2]allantoin. This study also includes the first full characterization of a side product, 5-hydroxy-5-methoxyhydantoin, obtained by the reaction of a 5-hydroxyhydantoin intermediate with the methanol solvent. Copyright

Uricase-catalyzed oxidation of uric acid using an artificial electron acceptor and fabrication of amperometric uric acid sensors with use of a redox ladder polymer

Nakaminami, Takahiro

, p. 1928 - 1934 (1999)

Electrochemical oxidation of uric acid catalyzed by uricase (uric acid oxidase, UOx; EC 1.7.3.3) was studied using several redox compounds including 5-methylphenazinium (MP) and 1-methoxy-5-methylphenazinium (MMP) as electron acceptors for UOx, which does not contain any redox cofactor. It was found that MP and MMP were useful to mediate electrons from UOx to an electrode in the enzymatic oxidation of uric acid. A novel redox polymer, poly(N-methyl-o-phenyIenediamine) (poly-MPD), containing the MP units was also found to possess the mediation ability for UOx, and poly-MPD was immobilized together with UOx onto an electrode substrate covered with a self-assembled monolayer of 2-aminoethanethiolate with use of glutaraldehyde as a binding agent The resulting electrode (pory-MPD/UOx/Au) exhibited amperometric responses to uric acid with very fast response of ~30 s, allowing reagentless amperometric determination in a concentration range covering that in the blood of a healthy human being. Kinetic parameters of the apparent Michaelis constant and the maximum current response obtained at the poly-MPD/UOx/Au suggested that electrochemical oxidation of uric acid was controlled by diffusion of uric acid into the enzyme film and that the redox polymer worked well in mediating between active sites of UOx molecules and the electrode substrate.

Identification of the true product of the urate oxidase reaction

Kahn, Kalju,Serfozo, Peter,Tipton, Peter A.

, p. 5435 - 5442 (1997)

The O2-dependent oxidation of urate catalyzed by urate oxidase has been examined in order to identify the immediate product of the enzymatic reaction. Specifically labeled [13C]urates were utilized as substrates, and the time courses were monitored by 13C NMR. On the basis of chemical shift values and 18O labeling, the product of the reaction was identified as 5- hydroxyisourate. This identification was substantiated by calculation of the 13C NMR spectrum of 5-hydroxyisourate using ab initio density functional theory methods. The predominant tautomers of urate and allantoin in aqueous solution were identified from 13C NMR titration data; the ionization behavior of urate and 5-hydroxyisourate were also examined by computational methods. The nonenzymatic pathway for production of allantoin from 5- hydroxyisourate was delineated; the reaction proceeds by the hydrolysis of the N1-C6 bond, followed by an unusual 1,2-carboxylate shift and decarboxylation to form allantoin.

A Novel Cascade Nanoreactor Integrating Two-Dimensional Pd-Ru Nanozyme, Uricase and Red Blood Cell Membrane for Highly Efficient Hyperuricemia Treatment

Ming, Jiang,Zhu, Tianbao,Li, Jingchao,Ye, Zichen,Shi, Changrong,Guo, Zhide,Wang, Jingjuan,Chen, Xiaolan,Zheng, Nanfeng

, (2021/10/21)

Nanozyme-based cascade reaction has emerged as an effective strategy for disease treatment because of its high efficiency and low side effects. Herein, a new and highly active two-dimensional Pd-Ru nanozyme is prepared and then integrated with uricase and red blood cell (RBC) membrane to fabricate a tandem nanoreactor, Pd-Ru/Uricase@RBC, for hyperuricemia treatment. The designed Pd-Ru/Uricase@RBC nanoreactor displayed not only good stability against extreme pH, temperature and proteolytic degradation, but also long circulation half-life and excellent safety. The nanoreactor can effectively degrade UA by uricase to allantoin and H2O2 and remove H2O2 by using Pd-Ru nanosheets (NSs) with the catalase (CAT)-like activity. More importantly, the finally produced O2 from H2O2 decomposition can in turn facilitate the catalytic oxidation of UA, as the degradation of UA is an O2 consumption process. By integrating the high-efficiency enzymatic activity, long circulation capability, and good biocompatibility, the designed Pd-Ru/Uricase@RBC can effectively and safely treat hyperuricemia without side effects. The study affords a new alternative for the exploration of clinical treatment of hyperuricemia.

Method for producing allantoin for cosmetics

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Paragraph 0016-0017; 0019-0020; 0022-0023; 0025-0026; 0029, (2020/11/10)

The invention discloses a method for producing allantoin for cosmetics, which comprises the following steps: adding a glyoxylic acid solution, urea and a catalyst into a microwave reactor, filtering and separating the product after the reaction is finished, and recrystallizing to obtain the allantoin finished product. By preparing a mesoporous Nb2O5-ZrO2 composite oxide, preparing solid superacidMoO3/Nb2O5-ZrO2, preparing an ionic liquid precursor PyPS, preparing phosphomolybdic vanadic acid, and carrying out in-situ loading on Co-based solid ionic liquid, the catalyst prepared by in-situ compounding of the solid superacid MoO3/Nb2O5-ZrO2 and the Co-based solid ionic liquid is obtained. The prepared composite catalyst can solve the problem that the catalyst is difficult to separate from aproduct, can also overcome the defect that the catalyst is inactivated due to the fact that the acidity of the catalyst is easy to lose, can keep a solid state, and is non-corrosive to a reaction device, high in catalytic efficiency and good in selectivity.

(2,5-Dioxoimidazolidin-4-ylidene)aminocarbonylcarbamic Acid as a Precursor of Parabanic Acid, the Singlet Oxygen-Specific Oxidation Product of Uric Acid

Iida, Sayaka,Yamamoto, Yorihiro,Fujisawa, Akio

, (2019/03/19)

Previously, we identified that parabanic acid (PA) and its hydrolysate, oxaluric acid (OUA), are the singlet oxygen-specific oxidation products of uric acid (UA). In this study, we investigated the PA formation mechanism by using HPLC and a time-of-flight mass spectrometry technique and identified unknown intermediates as (2,5-dioxoimidazolidin-4-ylidene)aminocarbonylcarbamic acid (DIAA), dehydroallantoin, and 4-hydroxyallantoin (4-HAL). DIAA is the key to PA production, and its formation pathway was characterized using 18O2 and H218O. Two oxygen atoms were confirmed to be incorporated into DIAA: the 5-oxo- oxygen from singlet oxygen and the carboxylic oxygen from water. Isolated DIAA and 4-HAL gave PA stoichiometrically. A plausible reaction scheme in which two pathways branch out from DIAA is presented, and the potential for PA as an endogenous probe for biological formation of singlet oxygen is discussed.

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