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Benzotriazole
Benzotriazole
Benzotriazole is a heterocyclic compound with a fused benzene and triazole ring system.
It is used as a corrosion inhibitor, UV absorber, and in various industrial and pharmaceutical applications.
Benzotriazole derivatives have demonstrated biological activities, including antimicrobial, antioxidant, and anti-inflammatory properties.
Researchers can leverage PubCompare.ai to easily locate protocols from literature, preprints, and patents, and utilize AI-driven comparisons to identify the best protocols and products for their Benzotriazole research, enhancing reproducibility and accury.
It is used as a corrosion inhibitor, UV absorber, and in various industrial and pharmaceutical applications.
Benzotriazole derivatives have demonstrated biological activities, including antimicrobial, antioxidant, and anti-inflammatory properties.
Researchers can leverage PubCompare.ai to easily locate protocols from literature, preprints, and patents, and utilize AI-driven comparisons to identify the best protocols and products for their Benzotriazole research, enhancing reproducibility and accury.
Most cited protocols related to «Benzotriazole»
Alkylation
Anabolism
anisole
benzotriazole
Cytokinesis
Dimethylformamide
Ethers
Freeze Drying
Palmitic Acid
Peptides
Specimen Collection
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
Trifluoroacetic Acid
Vacuum
Sodium hyaluronate (Lifecore, 75 kDa) was converted to its tetrabutylammonium salt (HA-TBA) using the Dowex 50 W proton exchange resin, frozen, and lyophilized. HA-TBA carboxylic acid groups were then modified with norbornene groups via amidation with 5-norbornene-2-methylamine, anhydrous dimethyl sulfoxide (DMSO), and benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate (BOP) under nitrogen at room temperature for 2 h. The reaction was quenched with cold water, purified via dialysis (SpectraPor, 6–8 kDa molecular weight cutoff) for 7 days at room temperature, frozen, and lyophilized. The degree of modification was ~57% as measured by 1H NMR (Bruker, Supplementary Figure 1 ).
RGD (GCGYGRGDSP G, 1025.06 g mol−1) and HAV (HAVDI GGGC, 869.95 g mol−1) peptides with cysteine residues at the C-terminal were obtained from GenScript. Rhodamine-labeled RGD (RhodamineB-GYGRGDSPCG, 1436 g mol−1) and FITC-labeled HAV (5(6)-carboxyfluorescein-GHAVDIGGGCG, 1343 g mol−1) peptides were synthesized using standard solid state methods, as previously described39 (link). Peptides were cleaved in trifluoroacetic acid for 3 to 6 h, precipitated in ether, lyophilized, and stored in −20 °C until use.
RGD (GCGYG
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1H NMR
2-norbornene
benzotriazole
carboxyfluorescein
Carboxylic Acids
Cold Temperature
Cysteine
Dialysis
Dowex 50
Ethers
Fluorescein-5-isothiocyanate
Freezing
methylamine
Nitrogen
Peptides
Protons
Resins, Plant
Rhodamine
Sodium Chloride
Sodium Hyaluronate
Sulfoxide, Dimethyl
tetrabutylammonium
Trifluoroacetic Acid
Tromethamine
Anabolism
aniline
benzotriazole
Chenodeoxycholic Acid
Chromatography
Esters
Ethanol
ethyl acetate
Glutamic Acid
Hexanes
Hydrogenation
Palladium
Tetragonopterus
triethylamine
Uranium
Most recents protocols related to «Benzotriazole»
To a round-bottom flask under a N2 atmosphere were added
methanol (9 mL), 1,2,3-benzotriazole (0.599 mg, 5.03 mmol, 1 equiv),
potassium tert-butoxide (848 mg, 7.55 mmol, 1.5 equiv),
and bromo-2-ethylhexane (1.04 mL, 5.84 mmol, 1.16 equiv). The reaction
mixture was stirred at reflux for 118 h. After cooling, the solvent
was removed, and the crude was dissolved in chloroform, washed with
water, dried with anhydrous Na2SO4, filtered,
and evaporated. The residue was purified by flash column chromatography
using the eluent petroleum ether/EtOAc 9:1.33 (link) It was possible to afford two isomers: 2-(2-ethylhexyl)-2H-benzotriazole (colorless oil) (η = 42%) 1H NMR (400 MHz,CDCl3) δ (ppm): 7.86 (dd, J = 6.6, 3.0 Hz, 2H), 7.37 (dd, J = 6.6,
3.0 Hz, 2H), 4.63 (d, J = 7.2 Hz, 2H), 2.23 (m, 1H),
1.37–1.24 (m, 8H), 0.92 (t, J = 7.6 Hz, 3H,
H2), 0.87 (t, J = 7.0 Hz, 3H) and also 2-(2-ethylhexyl)-1H-benzotriazole (η = 38.5%) 1H NMR (400
MHz, CDCl3) δ (ppm): 8.06 (d, J =
8.4 Hz, 1H), 7.49 (m, 2H), 7.35 (ddd, J = 8.0, 6.4,
1.4 Hz, 1H), 4.52 (d, J = 7.2 Hz, 2H), 2.09 (m, 1H),
1.36–1.24 (m, 8H), 0.93 (d, J = 7.4 Hz, 3H),
0.86 (t, J = 7.0 Hz, 3H).
methanol (9 mL), 1,2,3-benzotriazole (0.599 mg, 5.03 mmol, 1 equiv),
potassium tert-butoxide (848 mg, 7.55 mmol, 1.5 equiv),
and bromo-2-ethylhexane (1.04 mL, 5.84 mmol, 1.16 equiv). The reaction
mixture was stirred at reflux for 118 h. After cooling, the solvent
was removed, and the crude was dissolved in chloroform, washed with
water, dried with anhydrous Na2SO4, filtered,
and evaporated. The residue was purified by flash column chromatography
using the eluent petroleum ether/EtOAc 9:1.33 (link) It was possible to afford two isomers: 2-(2-ethylhexyl)-2H-benzotriazole (colorless oil) (η = 42%) 1H NMR (400 MHz,CDCl3) δ (ppm): 7.86 (dd, J = 6.6, 3.0 Hz, 2H), 7.37 (dd, J = 6.6,
3.0 Hz, 2H), 4.63 (d, J = 7.2 Hz, 2H), 2.23 (m, 1H),
1.37–1.24 (m, 8H), 0.92 (t, J = 7.6 Hz, 3H,
H2), 0.87 (t, J = 7.0 Hz, 3H) and also 2-(2-ethylhexyl)-1H-benzotriazole (η = 38.5%) 1H NMR (400
MHz, CDCl3) δ (ppm): 8.06 (d, J =
8.4 Hz, 1H), 7.49 (m, 2H), 7.35 (ddd, J = 8.0, 6.4,
1.4 Hz, 1H), 4.52 (d, J = 7.2 Hz, 2H), 2.09 (m, 1H),
1.36–1.24 (m, 8H), 0.93 (d, J = 7.4 Hz, 3H),
0.86 (t, J = 7.0 Hz, 3H).
To a round-bottom
flask containing 2-(2-ethylhexyl)-2H-benzotriazole
(484.8 mg, 2.1 mmol) was added 3.43 mL of and aqueous HBr solution
(5.8 M). The reactional mixture was stirred for 1 h at 100 °C.
Then 0.35 mL of Br2 (6.64 mmol, 3.2 equiv) was added, and
the mixture was stirred for 24 h and 30 min. After cooling to room
temperature, the mixture was dissolved in CH2Cl2 and washed with a solution of NaHCO3. The combined organic
layers were dried with Na2SO4, filtered, and
evaporated. The crude was purified by flash column chromatography
(eluent: petroleum ether/CH2Cl2 6:4). It was
possible to afford 481.6 mg of a yellow oil corresponding to 4,7-dibromo-2-(2-ethylhexyl)benzotriazole
(η = 59%). 1H NMR (400 MHz, CDCl3) δ(ppm):
7.44 (s, 2H), 4.68 (d, J = 7.2 Hz, 2H), 2.30 (m,
1H), 1.33 (m, 8H), 0.92 (t, J = 7.6 Hz, 3H), 0.87
(t, J = 6.8 Hz, 3H).33 (link)
flask containing 2-(2-ethylhexyl)-2H-benzotriazole
(484.8 mg, 2.1 mmol) was added 3.43 mL of and aqueous HBr solution
(5.8 M). The reactional mixture was stirred for 1 h at 100 °C.
Then 0.35 mL of Br2 (6.64 mmol, 3.2 equiv) was added, and
the mixture was stirred for 24 h and 30 min. After cooling to room
temperature, the mixture was dissolved in CH2Cl2 and washed with a solution of NaHCO3. The combined organic
layers were dried with Na2SO4, filtered, and
evaporated. The crude was purified by flash column chromatography
(eluent: petroleum ether/CH2Cl2 6:4). It was
possible to afford 481.6 mg of a yellow oil corresponding to 4,7-dibromo-2-(2-ethylhexyl)benzotriazole
(η = 59%). 1H NMR (400 MHz, CDCl3) δ(ppm):
7.44 (s, 2H), 4.68 (d, J = 7.2 Hz, 2H), 2.30 (m,
1H), 1.33 (m, 8H), 0.92 (t, J = 7.6 Hz, 3H), 0.87
(t, J = 6.8 Hz, 3H).33 (link)
A list of chemical compounds and reagents used is available in SI (section Chemicals and reagents). Frequently used BTs and their potential metabolites were identified on the basis of a literature search and a total number of six BTRs (1-H-benzotriazole [1H-BTR], 4-OH-benzotriazole [4OH-BTR], 1-methyl-benzotriazole [1M-BTR], 4-methyl-benzotriazole [4M-BTR], 5-methyl-benzotriazole [5M-BTR] and xylyltriazole [XTR]) and two BTHs (2-hydoxy-benzothiazole [2OH-BTH] and 2-amino-benzothiazole [2NH2-BTH]) were analysed. The isomers 4M-BTR and 5M-BTR were expressed as their sum (4/5M-BTR). The sum of free and conjugated forms in urine was determined following a procedure reported in a previous study (Bláhová et al. 2023 (link)) with modifications. Urine samples were thawed and vortexed, and 500 µL of urine sample was introduced into a 2 mL plastic tube. 10 µL of a mixture of isotopically labelled internal standards (d4-1H-BTR and d5-atrazine) were added to achieve the concentration in samples 10 and 2 ng/mL, respectively. Next, the samples were spiked with β-glucuronidase (500 µL, 1000 U/mL in 1 M CH3COONH4, from Helix pomatia), vortexed, and incubated overnight (37 °C, 170 rpm) to release free forms via enzymatic de-conjugation. The enzymatic reaction was stopped by freezing at − 80 °C (6 h). The samples were then freeze-dried and extracted with 500 µL of isopropanol. Different types of β-glucuronidase (E.coli) and extraction solvents (based on literature search: acetonitrile (Bláhová et al. 2023 (link)), acetonitrile:dichloromethane (1:1) (Asimakopoulos et al. 2012 ), and methyl tert-butyl ether:ethyl acetate (5:1) (Li et al. 2017 (link))) were also tested. A better de-conjugation effect for BTs and lower concentrations of analytes in blanks (the contamination of blanks) were observed for β-glucuronidase from Helix pomatia when compared to E.coli (data not shown). All tested solvents resulted in similar recoveries. Insoluble particles were removed by centrifugation (12,000 rcf, 10 min, 10 °C); the clear supernatants were evaporated to dryness and then reconstituted in 10% methanol (v/v). Possible residual particles in final extracts were removed using microspin filters (0.2 µm, cellulose acetate, Fisher Scientific). Filtrates were stored in glass inserts at − 20 °C until instrumental analyses.
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All chemicals and solvents were of a reagent or HPLC grade and used without further purification. Amino acid monomers N-α-Fmoc-L-aspartic acid β-t-butyl ester (Fmoc-Asp(OtBu)-OH), N-α-Fmoc-L-glutamic acid γ-t-butyl ester (Fmoc-Glu(OtBu)-OH), and N-α-Fmoc-O-t-butyl-L-serine (Fmoc-Ser(tBu)-OH) were used. The amino acids, Wang resin, N,N ′diisopropylcarbodiimide (DIPCI), 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HBTU), 1-hydroxy benzotriazole monohydrate (HOBt), N,Ndiisopropylethylamine (DIEA), trifluoroacetic acid (TFA), and piperidine were purchased from Watanabe Chemical Industries, Ltd. (Watanabe, Hiroshima, Japan). N,N-Dimethyl-4aminopyridine (DMAP) was purchased from Tokyo Chemical Industry Co., Ltd. (TCI, Tokyo, Japan). N-Methylpyrrolidone (NMP), triisopropylsilane, thioanisole, and diethyl ether were purchased from FUJIFILM Wako Pure Chemical Corporation (Wako, Osaka, Japan).
Tetraethyl orthosilicate (TEOS), sodium hydroxide (NaOH), ethanol, cetyltrimethylammonium bromide (CTAB), methanol, hydrochloric acid (HCl), aminopropyltriethoxysilane (APTES), N, N-dimethylformamide (DMF), O-benzotriazole-tetramethyluronium hexafluorophosphate (HBTU), N,N-diisopropylethylamine (DIEA), targeting peptide (MG1, CHHSSSAR), miR-26a-5p.
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More about "Benzotriazole"
Benzotriazole is a versatile heterocyclic compound with a fused benzene and triazole ring system.
It has a wide range of applications, including its use as a corrosion inhibitor, UV absorber, and in various industrial and pharmaceutical applications.
Benzotriazole derivatives have demonstrated an array of biological activities, such as antimicrobial, antioxidant, and anti-inflammatory properties.
Researchers can leverage PubCompare.ai, a powerful tool, to easily locate relevant protocols from literature, preprints, and patents.
By utilizing AI-driven comparisons, researchers can identify the best protocols and products for their Benzotriazole research, enhancing both reproducibility and accuracy.
In addition to Benzotriazole, other related compounds like Piperidine, N,N-diisopropylethylamine, Triisopropylsilane, Trifluoroacetic acid, Dichloromethane, Acetonitrile, and N,N-dimethylformamide are commonly used in various chemical and biological applications.
Trifluoroacetic acid (TFA) is a commonly used reagent, while FBS (Fetal Bovine Serum) and N-methylmorpholine are important components in cell culture and biological assays.
By incorporating these related terms and concepts, researchers can gain a more comprehensive understanding of the Benzotriazole ecosystem and leverage PubCompare.ai to streamline their research process, enhance reproducibility, and improve the overall accuracy of their findings.
Experince the power of PubCompare.ai today and take your Benzotriazole research to the next level!
It has a wide range of applications, including its use as a corrosion inhibitor, UV absorber, and in various industrial and pharmaceutical applications.
Benzotriazole derivatives have demonstrated an array of biological activities, such as antimicrobial, antioxidant, and anti-inflammatory properties.
Researchers can leverage PubCompare.ai, a powerful tool, to easily locate relevant protocols from literature, preprints, and patents.
By utilizing AI-driven comparisons, researchers can identify the best protocols and products for their Benzotriazole research, enhancing both reproducibility and accuracy.
In addition to Benzotriazole, other related compounds like Piperidine, N,N-diisopropylethylamine, Triisopropylsilane, Trifluoroacetic acid, Dichloromethane, Acetonitrile, and N,N-dimethylformamide are commonly used in various chemical and biological applications.
Trifluoroacetic acid (TFA) is a commonly used reagent, while FBS (Fetal Bovine Serum) and N-methylmorpholine are important components in cell culture and biological assays.
By incorporating these related terms and concepts, researchers can gain a more comprehensive understanding of the Benzotriazole ecosystem and leverage PubCompare.ai to streamline their research process, enhance reproducibility, and improve the overall accuracy of their findings.
Experince the power of PubCompare.ai today and take your Benzotriazole research to the next level!