- 関
- cetrimide、cetrimonium、CTAB
WordNet
- a cationic detergent that is a powerful disinfectant
- any of the salts of hydrobromic acid; formerly used as a sedative but now generally replaced by safer drugs
PrepTutorEJDIC
- 〈U〉臭化物(鎮静剤・睡眠剤として用いる) / 〈C〉《話》陳腐なことば
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/04/11 23:40:38」(JST)
[Wiki en表示]
Cetrimonium bromide |
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IUPAC name
hexadecyl-trimethyl-ammonium bromide
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Identifiers |
CAS number |
57-09-0 Y |
PubChem |
5974 |
ChemSpider |
5754 Y |
UNII |
L64N7M9BWR Y |
KEGG |
D03454 Y |
ChEBI |
CHEBI:3567 Y |
ChEMBL |
CHEMBL113150 N |
ATC code |
D08AJ02, R02AA17 |
Jmol-3D images |
Image 1 |
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CCCCCCCCCCCCCCCC[N+](C)(C)C.[Br-]
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InChI=1S/C19H42N.BrH/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(2,3)4;/h5-19H2,1-4H3;1H/q+1;/p-1 Y
Key: LZZYPRNAOMGNLH-UHFFFAOYSA-M Y
InChI=1/C19H42N.BrH/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(2,3)4;/h5-19H2,1-4H3;1H/q+1;/p-1
Key: LZZYPRNAOMGNLH-REWHXWOFAU
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Properties |
Molecular formula |
C19H42BrN |
Molar mass |
364.45 g/mol |
Appearance |
white powder |
Melting point |
237–243 °C (decomposes) |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
N (verify) (what is: Y/N?) |
Infobox references |
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Cetrimonium bromide ((C16H33)N(CH3)3Br, cetyltrimethylammonium bromide, hexadecyltrimethylammonium bromide, CTAB) is one of the components of the topical antiseptic cetrimide.[1] The cetrimonium (or hexadecyltrimethylammonium) cation is an effective antiseptic agent against bacteria and fungi.
It is a cationic surfactant. Its uses include providing a buffer solution for the extraction of DNA. It has been widely used in synthesis of gold nanoparticles (e.g., spheres, rods, bipyramids). It is also widely used in hair conditioning products.
As any surfactant, it forms micelles in aqueous solutions. At 303 K (30 °C) it forms micelles with aggregation number 75-120 (depending on method of determination, usually average ~95) and degree of ionization α (fractional charge) 0.2–0.1 (from low to high concentration).
The standard constant of Br- counterion binding to the micelle at 303 K (30 °C) is K° ≈ 400. This value is calculated from Br- and CTA+ ion selective electrode measurements and conductometry data by using literature data for micelle size (r = ~3 nm), extrapolated to the critical micelle concentration of 1 mM. However, it varies with total surfactant concentration so it is extrapolated to the point at which the concentration of micelles is zero)
The closely related compounds cetrimonium chloride and cetrimonium stearate are also used as topic antiseptics, and may be found in many household products such as shampoos and cosmetics, while cetrimonium bromide, due to its high cost, is only found in select cosmetics.
Contents
- 1 Use of CTAB in protein electrophoresis
- 2 See also
- 3 References
- 4 Further reading
Use of CTAB in protein electrophoresis
Because of the broad distribution of negative charges in glycoproteins, these form broad, fuzzy bands in SDS-PAGE (Laemmli-electrophoresis).[2] This can be avoided by using positively charged detergents like CTAB [3][4] instead of the negatively charged SDS. Proteins can be blotted from CTAB-gels in analogy to western blots ("eastern blot"), and CTAB-PAGE can be used as second dimension after IEF. Myelin-associated high hydrophobic protein can be analyzed using CTAB 2-DE.
See also
References
- ^ Ito., Emma (November 2009). "Editorial". Potential Use of Cetrimonium Bromide as an Apoptosis-Promoting Anticancer Agent for Head and Neck Cancer 76 (5): 969–983. Retrieved November 2009.
- ^ Laemmli, UK (1970). "Cleavage of structural proteins during the assembly of the head of bacteriophage T4". Nature 227 (5259): 680–5. doi:10.1038/227680a0. PMID 5432063.
- ^ Buxbaum, Engelbert (2003). "Cationic electrophoresis and electrotransfer of membrane glycoproteins". Analytical Biochemistry 314 (1): 70–6. doi:10.1016/S0003-2697(02)00639-5. PMID 12633604.
- ^ E. Buxbaum: Cationic electrophoresis and eastern blotting. In: B.T. Kurien & R.H. Scofield (ed): Protein blotting and detection – Methods and protocols, (Meth. Mol. Biol. 536), Dordrecht (Humana) 2009, ISBN 978-1-934115-73-2, pp. 115–28
Further reading
- Merck Index, 11th Edition, 1989.
- Drug information
- Chemicalland21
- Household Products data base for cetrimonium chloride
- Household Products data base for cetrimonium bromide
Antiseptics and disinfectants (D08)
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Acridine derivatives |
- Ethacridine lactate
- 9-Aminoacridine
- Euflavine
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Biguanides and amidines |
- Dibrompropamidine
- Chlorhexidine#
- Propamidine
- Hexamidine
- Polihexanide
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Phenol and derivatives |
- Hexachlorophene
- Policresulen
- Phenol
- Triclosan
- Chloroxylenol#
- Biphenylol
- Fenticlor
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Nitrofuran derivatives |
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Iodine products |
- Iodine/octylphenoxypolyglycolether
- Povidone-iodine#
- Diiodohydroxypropane
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Quinoline derivatives |
- Dequalinium
- Chlorquinaldol
- Oxyquinoline
- Clioquinol
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Quaternary ammonium compounds |
- Benzalkonium
- Benzethonium chloride
- Cetrimonium (bromide/chloride)
- Cetylpyridinium
- Cetrimide
- Benzoxonium chloride
- Didecyldimethylammonium chloride
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Mercurial products |
- Mercuric amidochloride
- Phenylmercuric borate
- Mercuric chloride
- Merbromin
- Thiomersal
- Mercuric iodide
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Silver compounds |
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Alcohols |
- Propanol (propyl alcohol)
- Isopropanol (isopropyl alcohol)
- Ethanol (ethyl alcohol)#
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Other |
- Potassium permanganate
- Sodium hypochlorite
- Hydrogen peroxide
- Eosin
- Tosylchloramide
- Octenidine dihydrochloride
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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noco (i/b/d/q/u/r/p/m/k/v/f)/cong/tumr (n/e/d), sysi/epon
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proc, drug (D2/3/4/5/8/11)
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Throat preparations (R02)
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Antiseptics |
- Acriflavinium chloride
- Ambazone
- Benzalkonium
- Benzethonium
- Cetrimonium (bromide/chloride)
- Cetylpyridinium
- Chlorhexidine
- Chlorquinaldol
- Dequalinium
- Dichlorobenzyl alcohol
- Hexamidine
- Hexylresorcinol
- Myristyl-benzalkonium
- Oxyquinoline
- Phenol
- Povidone-iodine
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Antibiotics |
- Bacitracin
- Fusafungine
- Gramicidin
- Neomycin
- Tyrothricin
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Local anesthetics |
- Benzocaine
- Cocaine
- Dyclonine
- Lidocaine
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Other |
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anat (n, x, l, c)/phys/devp
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noco (c, p)/cong/tumr, sysi/epon, injr
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proc, drug (R1/2/3/5/6/7)
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UpToDate Contents
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English Journal
- Cloning, molecular characterization and functional analysis of 1-hydroxy-2-methyl-2-(E)-butenyl-4-diphosphate reductase (HDR) gene for diterpenoid tanshinone biosynthesis in Salvia miltiorrhiza Bge. f. alba.
- Hao G, Shi R, Tao R, Fang Q, Jiang X, Ji H, Feng L, Huang L.SourceDepartment of Biochemistry, Taishan Medical University, Tai'an 271000, China; National Resource Center for Chinese Materia Medica, China Academy of Chinese Medicinal Sciences, Beijing 100700, China.
- Plant physiology and biochemistry : PPB / Société française de physiologie végétale.Plant Physiol Biochem.2013 Sep;70:21-32. doi: 10.1016/j.plaphy.2013.05.010. Epub 2013 May 22.
- The enzyme 1-hydroxy-2-methyl-2-(E)-butenyl-4-diphosphate reductase (HDR) is a terminal-acting enzyme in the plastid MEP pathway, which produce isoprenoid precursors. The full-length cDNA of HDR, designated SmHDR1 (Genbank Accession No. JX516088), was isolated for the first time from Salvia miltiorr
- PMID 23770591
- Comparison of protocols for DNA extraction from long-term preserved formalin fixed tissues.
- Paireder S, Werner B, Bailer J, Werther W, Schmid E, Patzak B, Cichna-Markl M.SourceDepartment of Analytical Chemistry, University of Vienna, 1090 Vienna, Austria.
- Analytical biochemistry.Anal Biochem.2013 Aug 15;439(2):152-60. doi: 10.1016/j.ab.2013.04.006. Epub 2013 Apr 18.
- The current study compared the applicability of protocols to extract DNA from formalin fixed heart tissues that have been preserved for more than 50years. Ten methods were tested: a cetyltrimethylammonium bromide (CTAB) standard protocol, seven variants of this standard protocol, and two commercial
- PMID 23603300
- Adhesion work and wettability of polytetrafluorethylene and poly(methyl methacrylate) by aqueous solutions of cetyltrimethylammonium bromide and Triton X-100 mixture with ethanol.
- Bielawska M, Jańczuk B, Zdziennicka A.SourceDepartment of Interfacial Phenomena, Faculty of Chemistry, Maria Curie-Skłodowska University, Maria Curie-Skłodowska Sq. 3, 20-031 Lublin, Poland.
- Journal of colloid and interface science.J Colloid Interface Sci.2013 Aug 15;404:201-6. doi: 10.1016/j.jcis.2013.05.002. Epub 2013 May 14.
- The contact angle measurements of the aqueous solutions of p-(1,1,3,3-tetramethylbutyl)phenoxypoly(ethylene glycol) (TX-100) and cetyltrimethylammonium bromide (CTAB) mixture with ethanol on polytetrafluoroethylene (PTFE) and poly (methyl methacrylate) (PMMA) were carried out in the range of the tot
- PMID 23743047
Japanese Journal
- Identification of Material Cultivar of Green Tea Infusions by Simple Sequence Repeat Markers
- UJIHARA Tomomi,HAYASHI Nobuyuki,TANAKA Junichi
- Food science and technology research 18(2), 209-217, 2012-03-01
- … DNA extracts were obtained by freeze-drying green tea infusions, followed by isopropyl alcohol precipitation, cetyltrimethylammonium bromide extraction, and purification with a commercial kit. …
- NAID 10030917918
- Extraction of High-Quality RNA from Rubber Tree Leaves
- DENG Liu-Hong,LUO Ming-Wu,ZHANG Chun-Fa,ZENG Hui-Cai
- Bioscience, Biotechnology, and Biochemistry 76(7), 1394-1396, 2012
- … Total RNA was extracted by cetyltrimethylammonium bromide (CTAB)-LiCl combined with TRIzol reagent. …
- NAID 130001862715
- Silica coating of copper nanoparticles by a fast and facile microwave method (特集 グリーン・プロセッシングによる機能性粉体の合成と応用)
- BAHADUR Newaz Mohammed,TAKAOKA Hironori,FURUSAWA Takeshi,KURAYAMA Fumio,SATO Masahide,SIDDIQUEY Iqbal Ahmed,SUZUKI Noboru
- 粉体および粉末冶金 58(10), 591-597, 2011-10-15
- … aqueous solution using hydrazine as reducing agent and cetyltrimethylammonium bromide and citric acid as stabilizers. …
- NAID 10029902587
Related Links
- Structure, properties, spectra, suppliers and links for: Cetyltrimethylammonium bromide. ... CSID:5754, http://www.chemspider.com/Chemical-Structure.5754.html (accessed 03:05, Jan 30, 2014) Copy Copied
- Chemistry educational resource for Cetyltrimethylammonium bromide (standard InChIKey LZZYPRNAOMGNLH-UHFFFAOYSA-M). N,N,N-Trimethyl-1-hexadecanaminium bromide (IUPAC Name); 1-Hexadecyltrimethylammonium bromide; BCTA; Cetrimide; cetyl trimethyl ammonium bromide; cetyl trimethylammonium bromide ...
Related Pictures
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[★]
- 関
- cetrimide、cetrimonium、cetyltrimethylammonium bromide
[★]
セトリミド
- 関
- cetrimonium、cetrimonium compound、cetyltrimethylammonium bromide、CTAB
[★]
セトリモニウム
- 関
- cetrimide、cetyltrimethylammonium bromide、CTAB
[★]
- 英
- cetyltrimethylammonium bromide、CTAB
- 関
- セトリモニウム
[★]
[★]
セチルトリメチルアンモニウム
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