- New 1,3-dioxane type ionic liquid crystal compounds having a different counter anion
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New pyridinium type thermotropic ionic liquid crystal materials having a 1,3-dioxane ring in their central core: N-substituted-4-(5-alkyl-1,3-dioxan-2-yl)pyridinium halides (6) were synthesized. These compounds exhibited a smectic A phase over a very wide temperature range including room temperature [for example 6-5: G -24 SmA 152 I (°C)]. The size of the counter anion affected the transition temperatures between the isotropic state and the smectic A phase.
- Haramoto, Yuichiro,Nanasawa, Masato,Ujiie, Semi,Holmes
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- NOVEL XYLENE-BASED AMPHIPHILIC COMPOUND AND USE THEREOF
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The present invention relates to a xylene-based amphiphilic compound, a method for preparing the same, and a method for extracting, solubilizing, stabilizing or crystallizing a membrane protein using the same. By using the xylene-based compound according to the present invention, a membrane protein may be stably stored in an aqueous solution for a long time, and may be applied in functional and structural analyses. The structural and functional analysis of the membrane protein is one of the fields of highest interest in biology and chemistry, and the xylene-based compound according to the present invention can be applied in research on protein structure that is closely related to development of a new drug.
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Paragraph 0168; 0178; 0179; 0188; 0198
(2018/10/19)
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- NOVEL MESITYLENE-CORED AMPHIPHILES AND USES THEREOF
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The present invention relates to a mesitylene-cored amphiphile, a method of preparing the same and a method of extraction, solubilization, stabilization, crystallization or analysis of a membrane protein using the same. When a mesitylene-cored compound according to the present invention is used, membrane proteins can be stored in a stable conformation for a long time in an aqueous solution in comparison with conventional compounds, by which the membrane proteins are usable in both functional and structural analyses thereof. The functional and structural analyses of membrane proteins are one of the fields that are most spotlighted in current biology and chemistry. The present invention can be used to research on a protein structure closely related to new drug development.
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Paragraph 126; 127; 137; 138
(2018/02/28)
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- Unsymmetrical spiroalkanedithiols having mixed fluorinated and alkyl tailgroups of varying length: Film structure and interfacial properties
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A custom-designed series of unsymmetrical spiroalkanedithiols having tailgroups comprised of a terminally fluorinated chain and a hydrocarbon chain of varying lengths were synthesized and used to prepare self-assembled monolayers (SAMs) on gold substrates. The specific structure of the adsorbates was of the form [CH3(CH2)n][CF3(CF2)7(CH2)8]C[CH2SH]2, where n = 7, 9, and 15 (designated as F8H10-C10, F8H10-C12, and F8H10-C18, respectively). The influence of the length of the hydrocarbon chain in the bidentate dithiol on the structure and interfacial properties of the monolayer was explored. A structurally analogous partially fluorinated monodentate alkanethiol and the corresponding normal alkanethiols were used to generate appropriate SAMs as reference systems. Measurements of ellipsometric thickness showed an unexpectedly low film thickness for the SAMs derived from the bidentate adsorbates, possibly due to disruptions in interchain packing caused by the fluorocarbon chains (i.e., phase-incompatible fluorocarbon-hydrocarbon interactions), ultimately giving rise to loosely packed and disordered films. Analysis by X-ray photoelectron spectroscopy (XPS) were also consistent with a model in which the films were loosely packed; additionally, the XPS spectra confirmed the attachment of the sulfur headgroups of the bidentate adsorbates onto the gold substrates. Studies of the SAMs by polarization modulation-infrared reflection-adsorption spectroscopy (PM-IRRAS) suggested that as the length of the hydrocarbon chain in the adsorbates was extended, a more ordered surface was achieved by reducing the tilt of the fluorocarbon segment. The wettability data indicated that the adsorbates with longer alkyl chains were less wettable than those with shorter alkyl chains, likely due to an increase in interchain van der Waals forces in the former.
- Chinwangso, Pawilai,Hill, Lydia R. St.,Marquez, Maria D.,Lee, T. Randall
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- Mesitylene-Cored Glucoside Amphiphiles (MGAs) for Membrane Protein Studies: Importance of Alkyl Chain Density in Detergent Efficacy
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Detergents serve as useful tools for membrane protein structural and functional studies. Their amphipathic nature allows detergents to associate with the hydrophobic regions of membrane proteins whilst maintaining the proteins in aqueous solution. However
- Cho, Kyung Ho,Ribeiro, Orquidea,Du, Yang,Tikhonova, Elena,Mortensen, Jonas S.,Markham, Kelsey,Hariharan, Parameswaran,Loland, Claus J.,Guan, Lan,Kobilka, Brian K.,Byrne, Bernadette,Chae, Pil Seok
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supporting information
p. 18833 - 18839
(2016/12/26)
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- Novel Xylene-Linked Maltoside Amphiphiles (XMAs) for Membrane Protein Stabilisation
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Membrane proteins are key functional players in biological systems. These biomacromolecules contain both hydrophilic and hydrophobic regions and thus amphipathic molecules are necessary to extract membrane proteins from their native lipid environments and
- Cho, Kyung Ho,Du, Yang,Scull, Nicola J.,Hariharan, Parameswaran,Gotfryd, Kamil,Loland, Claus J.,Guan, Lan,Byrne, Bernadette,Kobilka, Brian K.,Chae, Pil Seok
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supporting information
p. 10008 - 10013
(2015/07/07)
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- Multiple hydrogen bonded mesomorphic complexes between complementary 1,3,5-triazine and pyrimidine derivatives
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A 2,4-diamino-6-phenyl-1,3,5-triazine grafted with two semiperfluorinated chains at the phenyl substituent has been investigated in binary mixtures with complementary orotic acid and barbituric acid derivatives carrying either a lipophilic alkyl or a semiperfluoroalkyl tail. Equimolar mixtures of the triazine with nucleobases form triple hydrogen-bonded heterodimers with an elongated central core. Mesomorphic properties are observed only if the pyrimidinone component provides an additional free NH function not involved in triple H-bonding with the triazine nucleus. In that case, additional H-bond interactions orthogonal to the rod-shaped core of the heterodimers initiate the formation of cyclotrimeric rosette-type associates with circular geometry of the polar core region. Rosettes of heterodimers involving an alkyl substituted nucleobase organize to hexagonal columnar mesophases. Replacing the alkyl tail of the pyrimidine with a semiperfluorinated fragment leads to the formation of a micellar cubic phase. The individual micelles are composed of segmented columns three-dimensionally surrounded by a continuum of the semiperfluorinated segments.
- Kohlmeier, Alexandra,Vogel, Laura,Janietz, Dietmar
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p. 9476 - 9486
(2013/10/01)
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- Preparation and application of odorless 1,3-propanedithiol reagents
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2-Dodecyl-1,3-propanedithiol (2a) was prepared without a malodorous procedure as an odorless reagent that was usable in place of 1,3-propanedithiol (1) in organic reactions, e.g., in the reduction of azides and protection of carbonyl groups. The 1,3-dithioacetals obtained in the latter reaction were effectively reduced to methylene with Raney nickel and reconverted to the original carbonyl compounds by hydrolysis with N-bromosuccinimide in aqueous 2-butanone. In addition, the anion of 1,3-dithiane prepared from 2a and formaldehyde could be utilized as a synthetic equivalent of an anionic carbonyl carbon.
- Matoba, Manabu,Kajimoto, Tetsuya,Nishide, Kiyoharu,Node, Manabu
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p. 141 - 146
(2007/10/03)
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- Recyclable self-assembly-supported catalytic system for orthoalkylation
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(Chemical Equation Presented) A new recyclable supported catalyst system for orthoalkylation was devised using a self-assembly consisting of the barbiturate and 2,4,6-triaminopyrimidine H-bonding motifs. At high temperature, the system is completely homog
- Jong, Huem Yoon,Young, Jun Park,Jun, Hee Lee,Yoo, Jaeho,Jun, Chul-Ho
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p. 2889 - 2892
(2007/10/03)
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- Barbituric acid derivatives with antimetastatic and antitumor activity
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The invention is directed to barbituric acid derivatives having inhibitory activity for matrix maetalloproteases comprised of formula (I): pharmaceutical compositions thereof, processes for preparing the derivatives, and methods for treating diseases associated with elevated or uncontrolled levels of matrix metalloprotease activity, e.g., cancer, specifically tumor progression and tumor metastasis, inflammation, or as a method of contraception.
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Page column 14
(2010/01/21)
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- Solution parallel synthesis of cyclic guanidines
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An efficient method for the solution phase synthesis of cyclic guanidines is presented. A variety of 2-substituted monoprotected propanediamines react with a set of 5-substituted 2-methylthio-3,4,5,6- tetrahydropyrimidines under Rathke conditions for the construction of a potential library of 81 cyclic guanidines.
- Marmillon, Christelle,Bompart, Jacques,Calas, Michèle,Escale, Roger,Bonnet, Pierre-Antoine
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p. 1317 - 1328
(2007/10/03)
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- Barbituric acid derivatives, processes for their production and pharmaceutical agents containing these compounds
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PCT No. PCT/EP96/05766 Sec. 371 Date Aug. 26, 1998 Sec. 102(e) Date Aug. 26, 1998 PCT Filed Dec. 20, 1996 PCT Pub. No. WO97/23465 PCT Pub. Date Jul. 3, 1997Compounds of formula I, useful as matrix metalloprotease inhibitors, wherein X, Y and Z are each oxygen; R1 is selected from the group consisting of (a) n-octyl, (b) n-decyl, (c) biphenyl and (d) (4-phenoxy)phenyl, wherein the terminal monocycle for moieties (c)-(d) is unsubstituted or substituted by a substituent selected from the group consisting of -NH2, -NO2, -SO2NH2, -SO2CH3, acetyl, hydroxy, methoxy, ethoxy, cyano and halogen; R2 and R3 are each hydrogen; and R4 and R5, together with the nitrogen atom to which they are bound, form a piperazinyl or piperidyl ring, wherein the piperazinyl ring is substituted in the 4-position with a substituent selected from the group consisting of (a) a 6-membered aromatic monocycle having 0, 1 or 2 nitrogen atoms and the remainder of the atoms in the monocycle being carbon and (b) hydroxy-C1-C6 alkyl, wherein the monocycle is unsubstituted or substituted by a substituent selected from the group consisting of halogen, -NH2, -NO2, -SO2NH2, -SO2CH3, acetyl and cyano.
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- Lipophilic Complexones, Part 3. Synthesis of Polyamines Derived from 2-Alkyl-1,3-propanediols and 2,2-Bis(hydroxymethyl)alkanols
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Lipophilic di-, tri-, tetra-, and hexaamines were synthesized from 2-alkyl-1,3-propanediols and 2,2-bis(hydroxymethyl)alkanols.The alcohols were converted into the sulfonate esters which were substituted with ethylenediamine or sodium azide.The azides were directly reduced to give amines.Also dioxyethylenated 2-octadecyl-1,3-propanediol yielded the corresponding amine.Some amines were converted into the salicylidene derivatives. - Keywords: Complexone; Polyamines
- Skarzewski, Jacek,Daniluk, Ewa
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p. 1071 - 1078
(2007/10/02)
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