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Riboflavin Tetrabutyrate Sale

(Synonyms: 核黄素四丁酸酯;四丁酸核糖黄素酯) 目录号 : GC37531

Riboflavin tetrabutyrate is a lipophilic flavin derivative with antioxidative and lipid peroxide-removing activity.

Riboflavin Tetrabutyrate Chemical Structure

Cas No.:752-56-7

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产品描述

Riboflavin tetrabutyrate is a lipophilic flavin derivative with antioxidative and lipid peroxide-removing activity.

Chemical Properties

Cas No. 752-56-7 SDF
别名 核黄素四丁酸酯;四丁酸核糖黄素酯
Canonical SMILES O=C(CCC)O[C@H]([C@H](OC(CCC)=O)[C@H](OC(CCC)=O)COC(CCC)=O)CN1C(C=C(C)C(C)=C2)=C2N=C(C(N3)=O)C1=NC3=O
分子式 C33H44N4O10 分子量 656.72
溶解度 DMSO: ≥ 100 mg/mL (152.27 mM) 储存条件 Store at -20°C
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1 mM 1.5227 mL 7.6136 mL 15.2272 mL
5 mM 0.3045 mL 1.5227 mL 3.0454 mL
10 mM 0.1523 mL 0.7614 mL 1.5227 mL
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Research Update

Highly versatile nanohydrogel platform based on riboflavin-polysaccharide derivatives useful in the development of intrinsically fluorescent and cytocompatible drug carriers

Carbohydr Polym 2015 Jan 22;115:502-9.PMID:25439925DOI:10.1016/j.carbpol.2014.08.107.

In this work we describe a new nanohydrogel platform, based on polysaccharides modified with the hydrophobic and fluorescent molecule Riboflavin Tetrabutyrate, which leads to innovative structures useful for drug delivery applications. Hyaluronic acid and pullulan were chosen as representative of anionic and neutral polysaccharides, respectively, and the bromohexyl derivative of Riboflavin Tetrabutyrate was chemically linked to these polymer chains. Because of such derivatization, polymer chains were able to self-assemble in aqueous environment thus forming nanohydrogels, with mean diameters of about 312 and 210 nm, for hyaluronan and pullulan, respectively. These new nanohydrogels showed low polydispersity index, and negative ζ-potential. Moreover, the nanohydrogels, which can be easily loaded with model drugs, showed long-term stability in water and physiological conditions and excellent cytocompatibility. All these properties allow to consider these intrinsically fluorescent nanohydrogels suitable for the formulation of innovative drug dosage forms.

[Spectral characteristics of Riboflavin Tetrabutyrate]

Ukr Biokhim Zh (1978) 1982 Mar-Apr;54(2):198-201.PMID:7080223doi

The paper deals with the results of a spectroscopic investigation of riboflavin tetrabutirata in solutions of various polarity. The fluorescent and polarized excitation and emission spectra, absorption spectra are obtained; the quantum yield of fluorescence in the ethanol and glycerol solutions is determined. The character of the absorption and fluorescence spectra, the degree of polarization and the quantum yield of fluorescence are established to be strongly dependent on the solution polarity.

Nitrogen-15 and carbon-13 nuclear magnetic resonance of reduced flavins. Comparative study with oxidized flavins

Biochemistry 1978 Sep 5;17(18):3854-9.PMID:698202DOI:10.1021/bi00611a027.

Nitrogen-15 and carbon-13 nuclear magnetic resonance spectra of the fully reduced form of flavin were studied with Riboflavin Tetrabutyrate (RBUT), an organic solvent-soluble derivative of riboflavin. For the measurement of 15N resonances, 99% enriched [1,3-15N]RBUT and [1,3,5-15N]RBUT wwere synthesized. In order to assign the 13C resonances, 90% enriched [2-13C]RBUT, [4a-13C]RBUT, [4,10a-13C]RBUT, and [8-2H3]RBUT were employed. The upfield shift of N(5) resonance upon reduction was remarkable (286 ppm), while the N(1) signal moved only by 79 ppm. The one-bond 15N-H spin-spin coupling constant 1J[15N(5)-H] of the reduced RBUT was smaller than its 1J[15N(1)-H] and 1J[15N(3)-H]. These observations indicate that N(5) changed into sp3 hybridization upon reduction and lost the character of planar nitrogen. Most of the 13C nuclei of the reduced form resonated at higher field than did those of the oxidized form, which is well explained by the increase in pi-electron densities. Among the 13C resonances, the upfield shift of C(4a) was remarkable (32 ppm), which explains the reactivity of C(4a) in oxygen flavoprotein complexation. 13C--15N spin-spin coupling constants were obtained from the measurements of 13C magnetic resonance of 15N-enriched RBUT. The values of the one-bond 13C--15N coupling constants increased markedly with protonation at N(1) and N(5) upon reduction.

Effect of hydrogen bonding on electronic spectra and reactivity of flavins

Biochemistry 1980 Apr 15;19(8):1553-7.PMID:7378363DOI:10.1021/bi00549a003.

Riboflavin Tetrabutyrate undergoes characteristic spectral changes, in both the first and second absorption band regions, upon hydrogen bonding with trichloroacetic acid of trifluoroacetic acid. On the basis of the calculated electron densities, hydrogen bonding at the heteroatoms of the isoalloxazine nucleus is considered to occur with increasing concentrations of the proton donor, first at N(1), then at O(12), O(14), and N(3)H, and finally at N(5). The idea that the major effect of the hydrogen bonding at the N(1), N(3)H, and oxygen atoms of the flavin nucleus is to facilitate the electrophilicity of the N(5) position, which was predicted by molecular orbital calculations, was supported by the observation that the hydrogen-bonded flavin in its triplet state abstracts hydrogen from the donor N-benzyl-n,n'-dimethylethylenediamine at a faster rate than do the non-hydrogen-bonded species in CCI4. The implications of the present study in the spectroscopic and catalytic properties of flavoproteins are briefly discussed.

Synthesis and pharmacological study of antihyperlipaemic activity of 2-substituted thieno(2,3-d)pyrimidin-4(3H)-ones

Arzneimittelforschung 1990 May;40(5):567-72.PMID:2383297doi

A series of 2-substituted thieno(2,3-d)pyrimidin-4-(3H) ones (1-15) was prepared by the reaction of thiophene ortho-aminoester (IV) with a variety of nitriles (V) under acidic conditions, and screened for antihyperlipaemic activity in various animal models. While most of these compounds were found active, 2-chloromethyl-5,6,7,8-tetrahydrobenzo(b)thieno(2,3-d) pyrimidin-4(3H)-one (5) was found to be the most active of all. The serum triglyceride lowering activity exhibited by 5 was found comparable to that of clofibrate and Riboflavin Tetrabutyrate. Compound 5 was also found to be safe as indicated by acute and chronic toxicity studies in mice and rats.