glycols

Summary

Summary: A generic grouping for dihydric alcohols with the hydroxy groups (-OH) located on different carbon atoms. They are viscous liquids with high boiling points for their molecular weights.

Top Publications

  1. Hanko V, Rohrer J. Determination of carbohydrates, sugar alcohols, and glycols in cell cultures and fermentation broths using high-performance anion-exchange chromatography with pulsed amperometric detection. Anal Biochem. 2000;283:192-9 pubmed
    ..Carbohydrates serve as carbon sources for many microorganisms, while sugar alcohols (alditols), glycols (glycerol), and alcohols (methanol and ethanol) are metabolic products...
  2. Saravanakumar G, Min K, Min D, Kim A, Lee C, Cho Y, et al. Hydrotropic oligomer-conjugated glycol chitosan as a carrier of paclitaxel: synthesis, characterization, and in vivo biodistribution. J Control Release. 2009;140:210-7 pubmed publisher
    ..5)-labeled HO-GC-PTX showed an excellent tumor specificity in SCC7 tumor-bearing mice, due to the enhanced permeation and retention effect. Overall, HO-GC-PTX nanoparticles might be a promising carrier for PTX delivery in cancer therapy...
  3. Michaux C, Pomroy N, Prive G. Refolding SDS-denatured proteins by the addition of amphipathic cosolvents. J Mol Biol. 2008;375:1477-88 pubmed
    ..MPD and related cosolvents can modulate the denaturing properties of SDS, and we describe a simple and effective method to recover refolded, active protein from the SDS-denatured state...
  4. Ivanova R, Lindman B, Alexandridis P. Effect of pharmaceutically acceptable glycols on the stability of the liquid crystalline gels formed by Poloxamer 407 in water. J Colloid Interface Sci. 2002;252:226-35 pubmed
    ..407 (EO(100)PO(70)EO(100)), water, and one of the following solvents (referred to here collectively as "glycols"): glycerol, propylene glycol, ethanol, polyethylene glycol 400, and glucose...
  5. Lacey E, Ginzel M, Millar J, Hanks L. Male-produced aggregation pheromone of the cerambycid beetle Neoclytus acuminatus acuminatus. J Chem Ecol. 2004;30:1493-507 pubmed
    ..It is likely that males of other species in this large subfamily produce pheromones that are variations on this structural motif...
  6. Weiss M, Palm G, Hilgenfeld R. Crystallization, structure solution and refinement of hen egg-white lysozyme at pH 8.0 in the presence of MPD. Acta Crystallogr D Biol Crystallogr. 2000;56:952-8 pubmed
    ..The major reason for this is a molecule of MPD that binds tightly in between two lysozyme molecules and favors the growth of the crystals along the crystallographic c direction over growth perpendicular to it...
  7. Itaya T, Iida T, Gomyo Y, Natsutani I, Ohba M. Efficient synthesis and hydrolysis of cyclic oxalate esters of glycols. Chem Pharm Bull (Tokyo). 2002;50:346-53 pubmed
    Based on the mechanism postulated for the formation of the cyclic carbonates 3 in the reactions of glycols 1 with oxalyl chloride in the presence of triethylamine, we present here three efficient syntheses of the cyclic oxalates 2 of ..
  8. Anand K, Pal D, Hilgenfeld R. An overview on 2-methyl-2,4-pentanediol in crystallization and in crystals of biological macromolecules. Acta Crystallogr D Biol Crystallogr. 2002;58:1722-8 pubmed
    ..Our analysis suggests that MPD is not as strong a denaturant as often suggested. It promotes stabilization of the protein by preferential hydration, which is facilitated by attachment of MPD molecules to the hydrophobic surface...
  9. Masset D. [Contribution of statistical analytic tools to risk assessment]. Ann Pharm Fr. 2007;65:303-7 pubmed
    ..These factors account for a more or less extensive proportion of the data variability thus limiting loss of data pertinence...

More Information

Publications62

  1. Jadhav V, Jang S, Jeong H, Lim S, Sohn M, Kim J, et al. Oligoethylene glycols as highly efficient mutifunctional promoters for nucleophilic-substitution reactions. Chemistry. 2012;18:3918-24 pubmed publisher
    Herein, we report the promising use of n-oligoethylene glycols (oligoEGs) as mutifunctional promoters for nucleophilic-substitution reactions employing alkali metal salts...
  2. Xu W, Wang H, Liu X, Ren J, Wang Y, Lu G. Direct catalytic conversion of furfural to 1,5-pentanediol by hydrogenolysis of the furan ring under mild conditions over Pt/Co2AlO4 catalyst. Chem Commun (Camb). 2011;47:3924-6 pubmed publisher
    ..This is the first report of the direct catalytic conversion of furfural to 1,5-pentanediol with high yield...
  3. Kralova J, Bříza T, Moserová I, Dolenský B, Vasek P, Pouckova P, et al. Glycol porphyrin derivatives as potent photodynamic inducers of apoptosis in tumor cells. J Med Chem. 2008;51:5964-73 pubmed publisher
    ..The strong interaction with a tumor marker (sialic acid) indicates the preferential association of these compounds with tumor cells...
  4. Borgeraas J, Lindqvist R. [Inquiries to the Norwegian Poisons Information Centre on acute exposures to chemicals and chemical products]. Tidsskr Nor Laegeforen. 2008;128:924-8 pubmed
    ..Our aim was to characterise the frequency and severity of such exposures and to raise awareness of chemicals that rarely cause poisoning, but may lead to serious systemic toxicity even in small amounts...
  5. Mutsuga M, Kawamura Y, Wakui C, Maitani T. [Identification of migrants from nitrile-butadiene rubber gloves]. Shokuhin Eiseigaku Zasshi. 2003;44:103-9 pubmed
    ..08 micrograms/cm2 of styrenated phenols and 4.22 micrograms/cm2 of 4,4'-butylidenedi(6-tert-butyl-m-cresol) into n-heptane, respectively. The content of total styrenated phenols was 6,900 micrograms/g in NBR gloves...
  6. Lee C, Frasch C. Quantification of bacterial polysaccharides by the purpald assay: measurement of periodate-generated formaldehyde from glycol in the repeating unit. Anal Biochem. 2001;296:73-82 pubmed
    ..Among the usefulness of this method are the determinations of the glycerol content in the phospho-glycerol-containing PS and the SG and UG contents and structural integrity in PS and conjugate vaccines...
  7. Wu B, Yang J, He Y, Swayze E. Reexamination of neomycin B degradation: efficient preparation of its CD and D rings as protected glycosyl donors. Org Lett. 2002;4:3455-8 pubmed
    ..Glycosylation of the CD ring with glycol acceptors provided a facile access to versatile intermediates that could be utilized to synthesize a variety of novel neomycin B mimetics for RNA recognition. [reaction: see text]..
  8. Fiorucci S, Distrutti E, Mencarelli A, Morelli A, Laufor S, Cirino G, et al. Evidence that 5-lipoxygenase and acetylated cyclooxygenase 2-derived eicosanoids regulate leukocyte-endothelial adherence in response to aspirin. Br J Pharmacol. 2003;139:1351-9 pubmed
  9. Dormire S, Carpenter J. An alternative to Unibase/glycol as an effective nonhydrating electrolyte medium for the measurement of electrodermal activity. Psychophysiology. 2002;39:423-6 pubmed
    ..An appropriate substitute for Unibase as an effective electrolyte medium for measurement of electrodermal activity was identified...
  10. Zhang S, Deng Y, Zhu Y, Dong X, Jiang J, Xie Q. Intracerebroventricular injection of leukotriene B4 attenuates antigen-induced asthmatic response via BLT1 receptor stimulating HPA-axis in sensitized rats. Respir Res. 2010;11:39 pubmed publisher
    ..Here, we investigated how the increased LTB4 level in brain interacts with HPA axis in regulating antigen-induced asthmatic response in sensitized rats...
  11. Lee S, Park K, Oh Y, Kwon S, Her S, Kim I, et al. Tumor specificity and therapeutic efficacy of photosensitizer-encapsulated glycol chitosan-based nanoparticles in tumor-bearing mice. Biomaterials. 2009;30:2929-39 pubmed publisher
    ..Taken together, our results indicate that PpIX-CNPs have potential as an effective drug delivery system for clinical photodynamic therapy...
  12. Van Hee P, Neels H, De Doncker M, Vrydags N, Schatteman K, Uyttenbroeck W, et al. Analysis of gamma-hydroxybutyric acid, DL-lactic acid, glycolic acid, ethylene glycol and other glycols in body fluids by a direct injection gas chromatography-mass spectrometry assay for wide use. Clin Chem Lab Med. 2004;42:1341-5 pubmed
    ..Total analysis time with one calibrator was 30 min, derivatization time included. This method is very suitable for emergency toxicology, since several toxic substances can be quantified simultaneously in a fast and sensitive manner...
  13. Górecki M, Jabłońska E, Kruszewska A, Suszczyńska A, Urbanczyk Lipkowska Z, Gerards M, et al. Practical method for the absolute configuration assignment of tert/tert 1,2-diols using their complexes with Mo2(OAc)4. J Org Chem. 2007;72:2906-16 pubmed
    ..Because the preferred conformation of the diol in the formed complex is known, we are able to determine the absolute configuration of the carbon atoms in the diol subunit even in flexible tert/tert vic-diols...
  14. Filser J, Hutzler C, Meischner V, Veereshwarayya V, Csanády G. Metabolism of 1,3-butadiene to toxicologically relevant metabolites in single-exposed mice and rats. Chem Biol Interact. 2007;166:93-103 pubmed
    ..At higher BD concentrations EBD blood concentrations decreased again. This picture probably results from a competitive inhibition of the EBD producing CYP450 by BD, which occurs in both species...
  15. Pegan S, Arrabit C, Slesinger P, Choe S. Andersen's syndrome mutation effects on the structure and assembly of the cytoplasmic domains of Kir2.1. Biochemistry. 2006;45:8599-606 pubmed
    ..Finally, we observed a potassium ion bound to the cytoplasmic domain for this class of K+ channels...
  16. Kovacs K, McIlwaine R, Scott S, Taylor A. An organic-based pH oscillator. J Phys Chem A. 2007;111:549-51 pubmed
    ..The large amplitude oscillations (between pH 7 and 10) are reproduced in a kinetic model of the reaction. Such experiments present new possibilities in the design of pH oscillators...
  17. Reddy M, Thirupathi N, Babu M, Puri S. Synthesis of substituted 3-iodocoumarins and 3-iodobutenolides via electrophilic iodocyclization of ethoxyalkyne diols. J Org Chem. 2013;78:5878-88 pubmed publisher
    ..Oxygens in OMe and OMOM groups were used as efficient nucleophiles for this intramolecular cyclization to obtain the products in good to excellent yields. ..
  18. Daemi H, Barikani M, Barmar M. Compatible compositions based on aqueous polyurethane dispersions and sodium alginate. Carbohydr Polym. 2013;92:490-6 pubmed publisher
    ..These observations were attributed to the increase of hydrophilicity of the blends as a consequence of addition of hydrophilic carboxylate, hydroxyl and ether functional groups of the alginate to them...
  19. Sun R, Ba X, Cui L, Xue Y, Zeng X. Leukotriene B4 regulates proliferation and differentiation of cultured rat myoblasts via the BLT1 pathway. Mol Cells. 2009;27:403-8 pubmed publisher
    ..Overall, the data suggest that LTB(4) contributes to muscle regeneration by accelerating proliferation and differentiation of satellite cells...
  20. Filser J, Faller T, Bhowmik S, Schuster A, Kessler W, Putz C, et al. First-pass metabolism of 1,3-butadiene in once-through perfused livers of rats and mice. Chem Biol Interact. 2001;135-136:249-65 pubmed
    ..Hitherto, the occurrence of this first-pass metabolism was only hypothesized. The findings will help to explain the drastic species difference between mice and rats in the carcinogenic potency of BD...
  21. Hu X, Ji J. Covalent layer-by-layer assembly of hyperbranched polyether and polyethyleneimine: multilayer films providing possibilities for surface functionalization and local drug delivery. Biomacromolecules. 2011;12:4264-71 pubmed publisher
    ..The studies on the drug loading and in vitro release behaviors of the multilayer films demonstrated their application potentials in local delivery of hydrophilic and hydrophobic therapeutic agents...
  22. Harvey R, Ara N, Heenan R, Barlow D, Quinn P, Lawrence M. Stabilization of distearoylphosphatidylcholine lamellar phases in propylene glycol using cholesterol. Mol Pharm. 2013;10:4408-17 pubmed publisher
  23. Cheeseman N, Fox M, Jackson M, Lennon I, Meek G. An efficient, palladium-catalyzed, enantioselective synthesis of (2R)-3-butene-1,2-diol and its use in highly selective Heck reactions. Proc Natl Acad Sci U S A. 2004;101:5396-9 pubmed
    ..Subsequent Heck reactions with a diverse range of coupling partners are described and the influence of their electronic nature on maintaining the enantiopurity of the diol is discussed...
  24. Yamauchi S, Kinoshita Y, Kinoshita Y. New method for synthesizing the intermediates to 5-HETE from yeast-mediated reduction products by employing Baeyer-Villiger oxidation with complete retention of enantiomeric excess. Biosci Biotechnol Biochem. 2003;67:1959-69 pubmed
  25. Li N, Jia W, Zhang Y, Tan F, Zhang J. Synergistic effect of 1,4-cyclohexanediol and 1,2-hexanediol on percutaneous absorption and penetration of metronidazole. Int J Pharm. 2011;415:169-74 pubmed publisher
    ..A mechanistic explanation of the observed synergistic effect is proposed...
  26. Meneguin A, Cury B, Evangelista R. Films from resistant starch-pectin dispersions intended for colonic drug delivery. Carbohydr Polym. 2014;99:140-9 pubmed publisher
    ..Increasing of pectin proportion and pH values favored the dissolution and liquid uptake of films. Films prepared with lower polymer concentration presented better barrier function (WVP and mechanical properties). ..
  27. Jawiczuk M, Górecki M, Suszczyńska A, Karchier M, Jaźwiński J, Frelek J. Dimolybdenum tetracarboxylates as auxiliary chromophores in chiroptical studies of vic-diols. Inorg Chem. 2013;52:8250-63 pubmed publisher
    ..In contrast to the earlier assumptions, experiments showed that the chelating mode of ligation is preferred for the studied complexes. ..
  28. Labow R, Santerre J, Waghray G. The effect of phospholipids on the biodegradation of polyurethanes by lysosomal enzymes. J Biomater Sci Polym Ed. 1997;8:779-95 pubmed
    ..is activated, enhancement of the biodegradation of a PU could occur by direct action of PLA on the poly(ester-urethane) and by stimulation of CE due to the formation of LPC and OA occurring when PLA hydrolyses PC, its natural substrate..
  29. Amirta R, Fujimori K, Shirai N, Honda Y, Watanabe T. Ceriporic acid C, a hexadecenylitaconate produced by a lignin-degrading fungus, Ceriporiopsis subvermispora. Chem Phys Lipids. 2003;126:121-31 pubmed
    ..Thus, it was found that ceriporic acids share close structural similarity with alk(en)yl citraconate derivatives, chaetomellic acids and other lichen lactones, protolichesterinic, lichesterinic, and murolic acids...
  30. Tsuda Y, Noguchi S, Niino H. Thio-sugars. IV. Synthesis of carbohydrate 1,3-glycol (six-membered) thionocarbonates and their attempted O-S rearrangement. Chem Pharm Bull (Tokyo). 2001;49:1210-3 pubmed
    ..In the course of syntheses of the substrates, interesting acyl migration during the stannylation process occurred...
  31. Patel S, Belmont B, Sante J, Rexach M. Natively unfolded nucleoporins gate protein diffusion across the nuclear pore complex. Cell. 2007;129:83-96 pubmed
    ..The results support a two-gate model of NPC architecture featuring a central diffusion gate formed by a meshwork of cohesive FG nucleoporin filaments and a peripheral gate formed by repulsive FG nucleoporin filaments...
  32. Krzan A, Zagar E. Microwave driven wood liquefaction with glycols. Bioresour Technol. 2009;100:3143-6 pubmed publisher
    Wood liquefaction with glycols using p-toluenesulfonic acid as the catalyst was carried out under microwave heating. With rapid heating and temperatures in the 190-210 degrees C range complete liquefaction was achieved in 7 min...
  33. González Delgado J, Arteaga J, Herrador M, Barrero A. First total synthesis of (+)-apotrisporin E and (+)-apotrientriols A-B: a cyclization approach to apocarotenoids. Org Biomol Chem. 2013;11:5404-8 pubmed publisher
    ..This work also opens the door to the synthesis of other apocarotenoids such as trisporols and trisporic acids...
  34. Agostini A, Mondragon L, Pascual L, Aznar E, Coll C, Martínez Máñez R, et al. Design of enzyme-mediated controlled release systems based on silica mesoporous supports capped with ester-glycol groups. Langmuir. 2012;28:14766-76 pubmed publisher
    ..These findings point to a possible therapeutic application of these nanoparticles...
  35. Evenbratt H, Nordstierna L, Ericson M, Engstrom S. Cubic and sponge phases in ether lipid-solvent-water ternary systems: phase behavior and NMR characterization. Langmuir. 2013;29:13058-65 pubmed publisher
    ..The domain partition coefficient K (lipid domain/aqueous domain) for POL in cubic and sponge phases was found to be 0.78 ± 0.14 and constant for the two phases. ..
  36. Cervantes Laurean D, Roberts M, Jacobson E, Jacobson M. Nuclear proteasome activation and degradation of carboxymethylated histones in human keratinocytes following glyoxal treatment. Free Radic Biol Med. 2005;38:786-95 pubmed
  37. Uchegbu I, Sadiq L, Pardakhty A, El Hammadi M, Gray A, Tetley L, et al. Gene transfer with three amphiphilic glycol chitosans--the degree of polymerisation is the main controller of transfection efficiency. J Drug Target. 2004;12:527-39 pubmed
  38. Hu T, Kaluzhny Y, Mun G, Barnett B, Karetsky V, Wilt N, et al. Intralaboratory and interlaboratory evaluation of the EpiDerm 3D human reconstructed skin micronucleus (RSMN) assay. Mutat Res. 2009;673:100-8 pubmed publisher
    ..These results indicate the RSMN assay using the EpiDerm 3D human skin model is a promising new in vitro genotoxicity assay that allows evaluation of chromosome damage following "in vivo-like" dermal exposures...
  39. Zhu Y, Zhang S, Deng Y, Dong X, Jiang J, Xie Q. Leukotriene B4, administered via intracerebroventricular injection, attenuates the antigen-induced asthmatic response in sensitized guinea pigs. J Neuroinflammation. 2010;7:12 pubmed publisher
    ..Here, we investigated how LTB4 interacts with the neuroendocrine-immune system in regulating antigen-induced asthmatic responses in sensitized guinea pigs...
  40. Ban S, Kwon Y, Pandit S, Lee Y, Yi H, Jeon J. Effects of a bio-assay guided fraction from Polygonum cuspidatum root on the viability, acid production and glucosyltranferase of mutans streptococci. Fitoterapia. 2010;81:30-4 pubmed publisher
    ..mutans and S. sobrinus in addition to antibacterial activities...
  41. Arnhold J, Osipov A, Spalteholz H, Panasenko O, Schiller J. Effects of hypochlorous acid on unsaturated phosphatidylcholines. Free Radic Biol Med. 2001;31:1111-9 pubmed
    ..Chlorohydrins and glycols were detected as main products according to the characteristic shift of molecular masses...
  42. Bock M, Buntin K, Muller R, Kirschning A. Stereochemical determination of thuggacins A-C, highly active antibiotics from the myxobacterium Sorangium cellulosum. Angew Chem Int Ed Engl. 2008;47:2308-11 pubmed publisher
  43. Nassif A, Le Coz C, Collet E. A rare nail polish allergen: phthalic anhydride, trimellitic anhydride and glycols copolymer. Contact Dermatitis. 2007;56:172-3 pubmed
  44. Chae P, Rasmussen S, Rana R, Gotfryd K, Chandra R, Goren M, et al. Maltose-neopentyl glycol (MNG) amphiphiles for solubilization, stabilization and crystallization of membrane proteins. Nat Methods. 2010;7:1003-8 pubmed publisher
    ..MNG amphiphiles are promising tools for membrane protein science because of the ease with which they may be prepared and the facility with which their structures may be varied...
  45. Kamiya K, Matsui T, Sugimura T, Shigeta Y. Theoretical insight into stereoselective reaction mechanisms of 2,4-pentanediol-tethered ketene-olefin [2 + 2] cycloaddition. J Phys Chem A. 2012;116:1168-75 pubmed publisher
    ..This theoretical study provides a reasonable explanation for the strict stereocontrollability of the PD-tethered ketene-olefin cycloaddition, irrespective of reaction types or conditions...
  46. Schlegel M, Meggers E. Improved phosphoramidite building blocks for the synthesis of the simplified nucleic acid GNA. J Org Chem. 2009;74:4615-8 pubmed publisher
    ..Besides a more rapid synthesis with higher yields, these phosphoramidites allow the use of a quicker deprotection procedure in the subsequent solid-phase synthesis of GNA oligonucleotides...
  47. Wang S, Chen D, Ding J, Yuan B, Feng Y. Borated titania, a new option for the selective enrichment of cis-diol biomolecules. Chemistry. 2013;19:606-12 pubmed publisher
    ..This kind of inorganic affinity material offers a new option for selective enrichment or separation of cis-diol biomolecules...
  48. Gallo R, Viglizzo G, Vecchio F, Parodi A. Allergic contact dermatitis from pentylene glycol in an emollient cream, with possible co-sensitization to resveratrol. Contact Dermatitis. 2003;48:176-7 pubmed
  49. Sprague C, Elfarra A. Detection of carboxylic acids and inhibition of hippuric acid formation in rats treated with 3-butene-1,2-diol, a major metabolite of 1,3-butadiene. Drug Metab Dispos. 2003;31:986-92 pubmed
    ..The detection of 1-hydroxy-2-butanone and the carboxylic acids also provides insight regarding pathways of BDD metabolism in vivo...
  50. Dias T, Baby A, Kaneko T, Velasco M. Protective effect of conditioning agents on Afro-ethnic hair chemically treated with thioglycolate-based straightening emulsion. J Cosmet Dermatol. 2008;7:120-6 pubmed publisher
  51. Sun J, Erickson M, Parr J. Refractive index matching and clear emulsions. J Cosmet Sci. 2005;56:253-65 pubmed
    ..Oil-phase RI values are normally at 1.4 or higher. Glycols are used to adjust the water phase RI, since they typically have larger RI values than water...
  52. Han C, Huang H, Hu M, Luo W, Gao Y, Wang Q, et al. [Involvement of leukotrine B4 receptors in the inflammatory responses and immunological regulation in vitro]. Zhongguo Ying Yong Sheng Li Xue Za Zhi. 2009;25:273-6 pubmed
    ..With the usage of U-75302 and LY255283, the specific antagonists of BLT1 and BLT2 respectively, the involvement of BLT1 and BLT2 in the inflammatory and immunological responses was in vitro explored...
  53. Koivisto P, Peltonen K. N7-guanine adducts of the epoxy metabolites of 1,3-butadiene in mice lung. Chem Biol Interact. 2001;135-136:363-72 pubmed
    ..These are the crucial factors if interspecies differences in tumor sensitiveness is concerned...