Category: 6217-68-1

Gardner, Terrence G. published the artcileEnzymatic hydrolysis of an organic sulfur compound, Synthetic Route of 6217-68-1, the publication is Advances in Enzyme Research (2019), 7(1), 1-13, database is CAplus.

Sulfatases which cleave sulfate esters in biol. systems are key enzymes that deserve special attention due to their significant roles in organic sulfur (OS) mineralization and inorganic sulfur (SO2-4 ) release. In this study, in-vitro experiments were conducted to evaluate S bonded substrate hydrolysis by a com. available arylsulfatase (EC 3.1.6.1) from Aerobacter aerogenes. The enzyme-substrate interactions were assessed to determine: 1-rate of hydrolysis, 2-catalytic efficiency, 3-thermal stability, and 4-optimal pH of this enzyme. Arylsulfatase exhibited substrate hydrolysis with a high affinity for p-nitrophenyl sulfate (potassium 4-nitrophenyl sulfate (pNPS)). The optimum activity for the enzyme was observed to occur at a pH of 7.1. The optimal temperature was 37°C but ranged from 35°C – 45°C. The apparent Km and Kcat of the enzyme for pNPS hydrolysis at the optimal pH, and temperature were determined to be 1.03 mM and 75.73μM/min, resp. This work defines the catalytic and kinetic properties of arylsulfatase (EC 3.1.6.1) and confirms the optimal conditions for sulfatase activity testing. The resulting information is useful in elucidating the contributions that individual enzymes have for specific reactions rather than relying on traditional total enzyme activity measurements.

Advances in Enzyme Research published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C6H4KNO6S, Synthetic Route of 6217-68-1.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Kunitake, Toyoki published the artcileCatalytic hydrolysis of dinitrophenyl sulfate by polyethylenimine derivatives, Category: esters-buliding-blocks, the publication is Bulletin of the Chemical Society of Japan (1979), 52(8), 2402-8, database is CAplus.

The catalytic hydrolysis of nitrophenyl sulfates by poly(ethylenimine) (PEI) derivatives was investigated at 30° in aqueous buffers. The catalytic hydrolysis of 2-hydroxy-5-nitrophenyl sulfate by an PEI with imidazolylmethyl and dodecyl substituents failed to proceed in spite of the contrary report by Kiefer et al. 2,4-Dinitrophenyl sulfate was cleaved fairly readily by PEI derivatives Simple sulfate transfer was observed in the case of alkylated PEI, but the catalytic hydrolysis proceeded according to the Michaelis-Menten kinetics in the case of quaternized PEI. Partly quaternized PEI’s showed highest catalytic efficiencies reported to date for the hydrolysis of dinitrophenyl sulfate. Nitrophenyl sulfates were not cleaved by these polymers.

Bulletin of the Chemical Society of Japan published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C6H4KNO6S, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Brandao, Tiago A. S. published the artcileBond length-reactivity correlations for sulfate monoesters. The crystal structure of potassium 4-nitrophenyl sulfate, C₆H₄KNO₆S, Recommanded Product: Potassium 4-nitrophenyl sulfate, the publication is Journal of Molecular Structure (2005), 734(1-3), 205-209, database is CAplus.

K 4-nitrophenyl sulfate, C₆H₄KNO₆S, crystallizes in the orthorhombic system, Pbca space group, with a 6.990(1), b 13.130(1), c 19.180(1) Å. Crystallog. data are given. The asym. unit consists of a discrete ionic pair of the salt. The packing shows the K⁺ ion surrounded by eight O atoms from six different p-nitrophenyl sulfate anions. The structure-structure and structure-reactivity correlations relevant to sulfate transfer process are discussed.

Journal of Molecular Structure published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C6H4KNO6S, Recommanded Product: Potassium 4-nitrophenyl sulfate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Sieroslawski, Krzysztof published the artcilePotassium p-nitrophenyl sulfate, Synthetic Route of 6217-68-1, the publication is Acta Crystallographica, Section C: Crystal Structure Communications (2004), C60(7), m327-m329, database is CAplus and MEDLINE.

Crystals of the title compound are orthorhombic, space group Pbca, with a 6.905(3), b 13.116(5), c 18.969(11) Å; Z = 8, d_c = 1.989; R = 0.036, R_w(F²) = 0.085 for 2514 reflections. The structure is built up from p-nitrophenyl sulfate anions and K cations. Adjacent anions form dimers, which are linked together in a three-dimensional network via short C-H···O contacts. The coordination sphere of the K⁺ ions may be described as a distorted square antiprism. The crystal structure is further stabilized by π-π stacking interactions between the aryl rings.

Acta Crystallographica, Section C: Crystal Structure Communications published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C7H14N4, Synthetic Route of 6217-68-1.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Burlingham, Benjamin T. published the artcile³⁴S Isotope Effect on Sulfate Ester Hydrolysis: Mechanistic Implications, COA of Formula: C6H4KNO6S, the publication is Journal of the American Chemical Society (2003), 125(43), 13036-13037, database is CAplus and MEDLINE.

In this communication, we report the first determination of ³⁴S kinetic isotope effects (KIEs) for the hydrolysis of sulfate monoesters. The method involves the conversion of the inorganic sulfate, acquired at partial extent of reaction, to SO₂, followed by isotope ratio determination by mass spectrometry. The KIEs determined for p-nitrophenyl sulfate and p-acetylphenyl sulfate are 1.0154 (±0.0002) and 1.0172 (±0.0003), resp. These results, together with previous peripheral ¹⁸O KIE values, are inconsistent with an associative mechanism. The isotope effect method we report should also prove useful for studying the mechanism of other sulfuryl group transfers, including sulfatase and sulfotransferase reactions, as well as sulfate hydrolysis under other conditions.

Journal of the American Chemical Society published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C6H4KNO6S, COA of Formula: C6H4KNO6S.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Okubo, Teiji published the artcileRadiolysis of sulfuric acid esters in dilute aqueous solution by Co⁶⁰ γ-radiation, Recommanded Product: Potassium 4-nitrophenyl sulfate, the publication is Repts. Liberal Arts Sci. Fac. Shizuoka Univ., Nat. Sci. (1959), 203-7, database is CAplus.

K salts of several sulfuric acid esters (0.1 M) were irradiated at pH 5.8. After 18,000 r. γ-radiation the acid formed was determined from the pH change. Esters irradiated, acid yield in micromoles/10 ml., and G-value are as follows: Me, 0.42, 2.7; Et, 0.32, 2.1; Pr, 0.06, 0.4; iso-Pr, 0.12, 0.8; Bu, 0.07, 0.5; amyl, 0.08, 0.5; cyclohexyl, 0.04, 0.3; benzyl, 0.69, 4.4; Ph, 0.67, 4.3; p-tolyl, 0.71, 4.6; p-nitrophenyl, 0.69, 4.4. The acid yield was proportional to dose from 5000 r. to 30,000 r. No effect of the dose rate at 15-60 r./min. was observed. The acid yield of K ethyl sulfate increased linearly with ester concentration to 0.1M and was then constant to 0.4M. KMeSO₄ or KEtSO₄ (0.1M) may be used as a chem. dosimeter for measuring x- or γ-radiation in the dose range 5000-50,000 r.

Repts. Liberal Arts Sci. Fac. Shizuoka Univ., Nat. Sci. published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C6H4KNO6S, Recommanded Product: Potassium 4-nitrophenyl sulfate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Edwards, David R. published the artcileCatalytic Proficiency: The Extreme Case of S-O Cleaving Sulfatases, Application of Potassium 4-nitrophenyl sulfate, the publication is Journal of the American Chemical Society (2012), 134(1), 525-531, database is CAplus and MEDLINE.

As benchmarks for judging the catalytic power of sulfate monoesterases, we sought to determine the rates of spontaneous hydrolysis of unactivated alkyl sulfate monoesters by S-O bond cleavage. Neopentyl sulfate proved to be unsuitable for this purpose, since it was found to undergo hydrolysis by a C-O bond cleaving mechanism with rearrangement of its carbon skeleton. Instead, we examined the temperature dependence of the spontaneous hydrolyzes of aryl sulfate monoesters, which proceed by S-O cleavage. Extrapolation of a Bronsted plot [log(k₂₅^N) = (-1.81 ± 0.09) pK_a^LG + (3.6 ± 0.7)] based on the rate constants at 25 °C for hydrolysis of a series of sulfate monoesters to a pK_a^LG value of 16.1, typical of an aliphatic alc., yields k₂₅^N = 3 × 10^-26 s^-1. Comparison of that value with established k_cat values of bacterial sulfatases indicates that these enzymes produce rate enhancements (k_cat/k_uncat) of up to 2 × 10²⁶-fold for the hydrolysis of sulfate monoesters. These rate enhancements surpass by several orders of magnitude the ∼10²¹-fold rate enhancements that are generated by phosphohydrolases, the most powerful biol. catalysts previously known. The hydrolytic rates of phosphate and sulfate monoesters are compared directly, and the misleading impression that the two classes of ester are of similar reactivity is dispelled.

Journal of the American Chemical Society published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C6H4KNO6S, Application of Potassium 4-nitrophenyl sulfate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

George, James R. published the artcileStimulation of bacterial arylsulfatase activity by arylamines: evidence for substrate activation, Name: Potassium 4-nitrophenyl sulfate, the publication is Journal of Bacteriology (1981), 147(1), 69-74, database is CAplus and MEDLINE.

A number of arylamines (including tyramine and tryptamine) increased the in vitro activity of arylsulfatase from Pseudomonas species strain C₁₂B. Amino acid analogs of these amines (e.g., tyrosine and tryptophan) failed to exert an effect. Stimulation of activity by tyramine could not be accounted for in terms of sulfotransferase activity for this phenol and no shift in the pH optimum for the enzyme occurred in the presence of tryptamine. Increased V_max due to these amines was independent of enzyme concentration but varied significantly with substrate concentration Evidence is presented which suggests that arylamines enhance arylsulfatase activity by forming a salt linkage with the substrate and rendering it more susceptible to enzymic and acid-catalyzed hydrolysis. The recrystallized tryptamine salt of the substrate exhibited a reduced affinity for the enzyme but was hydrolyzed more rapidly than the K salt, which is normally employed as the assay substrate.

Journal of Bacteriology published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C6H4KNO6S, Name: Potassium 4-nitrophenyl sulfate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

George, J. Richard published the artcileTyramine-mediated enhancement of arylsulfatase purified from Pseudomonas C₁₂B, Quality Control of 6217-68-1, the publication is Biochemical Society Transactions (1979), 7(5), 1082-3, database is CAplus and MEDLINE.

The K_m and V_max of arylsulfatase, purified to homogeneity from Pseudomonas C₁₂B, acting on the K salt of p-nitrophenyl sulfate (I) alone were 2.34 × 10^-5M and 5.5 × 10^-3 μmol/min, resp. As the ratio of tryptamine in the assay mixture was increased, the K_m and V_max were increased until values of 8.00 × 10^-5M and 8.52 × 10^-3 μmol/min were obtained. Arylsulfatase had less affinity, therefore, for the tryptamine salt than for the K salt of I, but hydrolyzed the tryptamine salt at a faster rate. At a tryptamine/I ratio of 5:1, the V_max was 1.54-fold greater than that obtained with I alone. Phenylamines appear, therefore, to activate the activity in vitro of arylsulfatase from Pseudomonas by forming a salt with the substrate, which weakens the O-S bond of the sulfate ester, allowing it to be more rapidly hydrolyzed by the enzyme.

Biochemical Society Transactions published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C6H4KNO6S, Quality Control of 6217-68-1.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Brown, F. Reber published the artcileParticle beam liquid chromatography/mass spectrometry of phenols and their sulfate and glucuronide conjugates, Product Details of C6H4KNO6S, the publication is ACS Symposium Series (1990), 232-44, database is CAplus.

The particle beam-liquid chromatog.-mass spectrometry of PhOH, 4-nitrophenol, and 1-naphthol and their glucuronide and sulfate conjugates in electron impact and pos. chem. ionization is described. The compounds were separated on a strong anion exchange (SAX) HPLC column with a pH 4.5 NH₄HCO₂-acetonitrile mobile phase. Mol. ions were not obtained for any of the conjugate structures due to decomposition, but the phenols were detected in all cases as the M⁺ or [M + H]⁺ ion. The phenol formed from each conjugate as a decomposition product could usually be identified by computerized library search. In single ion monitoring mode, limits of detection ranged from 0.25 ng for 4-nitrophenyl glucuronide to 51 ng for PhOH.

ACS Symposium Series published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C6H4KNO6S, Product Details of C6H4KNO6S.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics