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CHAPSO - BioReagent Plus, high purity , CAS No.82473-24-3

Item Number
C434255
Grouped product items
SKUSizeAvailabilityPrice Qty
C434255-500mg
500mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$462.90
C434255-1g
1g
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Production requires sourcing of materials. We appreciate your patience and understanding.
$849.90
C434255-5g
5g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$2,824.90
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Basic Description

Synonymschapso | 82473-24-3 | V9N9RGA14M | 3-[dimethyl-[3-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]propyl]azaniumyl]-2-hydroxypropa
Specifications & PurityBioReagent Plus
GradeBioReagent, Ultra pure, UltraBio™
Product Description

General Description

Chapso is a zwitterionic detergent derived from Chaps by the addition of a functional hydroxyl group. It is a nondenaturing zwitterionic detergent with characteristics similar to CHAPS, although it is more soluble due to a more polar head group.


Application

Chapso has been used in a study to assess methods for high-throughput crystallization of membrane proteins. It has also been used in a study to investigate the effects of detergents on the structure of rhomboid proteases in a lipid environment. A nondenaturing zwitterionic detergent with characteristics similar to CHAPS, although it is more soluble due to a more polar head group. Useful for the solubilization of integral membrane proteins.

Names and Identifiers

IUPAC Name 3-[dimethyl-[3-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]propyl]azaniumyl]-2-hydroxypropane-1-sulfonate
INCHI InChI=1S/C32H58N2O8S/c1-20(7-10-29(39)33-13-6-14-34(4,5)18-23(36)19-43(40,41)42)24-8-9-25-30-26(17-28(38)32(24,25)3)31(2)12-11-22(35)15-21(31)16-27(30)37/h20-28,30,35-38H,6-19H2,1-5H3,(H-,33,39,40,41,42)/t20-,21+,22-,23?,24-,25+,26+,27-,28+,30+,31+,32-/m1/s1
InChi Key GUQQBLRVXOUDTN-XOHPMCGNSA-N
Canonical SMILES CC(CCC(=O)NCCC[N+](C)(C)CC(CS(=O)(=O)[O-])O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
Isomeric SMILES C[C@H](CCC(=O)NCCC[N+](C)(C)CC(CS(=O)(=O)[O-])O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
WGK Germany 3
PubChem CID 122145
Molecular Weight 630.88
Beilstein 5842642

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

SolubilityH2O: 0.1M, clear, colorless
Melt Point(°C)184-186°C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3

Related Documents

 SDS

 Specification Sheet

References

1. G Q Chen,E Gouaux.  (1999-11-24)  Probing the folding and unfolding of wild-type and mutant forms of bacteriorhodopsin in micellar solutions: evaluation of reversible unfolding conditions..  Biochemistry,  38  ((46)): (15380-15387).  [PMID:10563824]
2. J Ahn,J T Wong,R S Molday.  (2000-04-18)  The effect of lipid environment and retinoids on the ATPase activity of ABCR, the photoreceptor ABC transporter responsible for Stargardt macular dystrophy..  The Journal of biological chemistry,  275  ((27)): (20399-20405).  [PMID:10767284]
3. Y M Li,M T Lai,M Xu,Q Huang,J DiMuzio-Mower,M K Sardana,X P Shi,K C Yin,J A Shafer,S J Gardell.  (2000-05-10)  Presenilin 1 is linked with gamma-secretase activity in the detergent solubilized state..  Proceedings of the National Academy of Sciences of the United States of America,  97  ((11)): (6138-6143).  [PMID:10801983]
4. B Fricke.  (2000-06-28)  Quantitative determination of zwitterionic detergents using salt-induced phase separation of Triton X-100..  Analytical biochemistry,  281  ((2)): (144-150).  [PMID:10870829]
5. L Czerski,C R Sanders.  (2000-08-31)  Functionality of a membrane protein in bicelles..  Analytical biochemistry,  284  ((2)): (327-333).  [PMID:10964416]
6. A Musatov,J Ortega-Lopez,N C Robinson.  (2000-10-21)  Detergent-solubilized bovine cytochrome c oxidase: dimerization depends on the amphiphilic environment..  Biochemistry,  39  ((42)): (12996-13004).  [PMID:11041865]
7. Matthew J LaVoie,Patrick C Fraering,Beth L Ostaszewski,Wenjuan Ye,W Taylor Kimberly,Michael S Wolfe,Dennis J Selkoe.  (2003-07-15)  Assembly of the gamma-secretase complex involves early formation of an intermediate subcomplex of Aph-1 and nicastrin..  The Journal of biological chemistry,  278  ((39)): (37213-37222).  [PMID:12857757]
8. Mark R Hadley,Mark W Harrison,Andrew J Hutt.  (2003-08-06)  Use of chiral zwitterionic surfactants for enantiomeric resolutions by capillary electrophoresis..  Electrophoresis,  24  ((15)): (2508-2513).  [PMID:12900862]
9. Paul A Aeed,Andrea E Sperry,Casey L Young,Marek M Nagiec,Ake P Elhammer.  (2004-06-30)  Effect of membrane perturbants on the activity and phase distribution of inositol phosphorylceramide synthase; development of a novel assay..  Biochemistry,  43  ((26)): (8483-8493).  [PMID:15222759]
10. Jonathan D J Wrigley,Emma J Nunn,Omar Nyabi,Earl E Clarke,Peter Hunt,Alan Nadin,Bart De Strooper,Mark S Shearman,Dirk Beher.  (2004-09-03)  Conserved residues within the putative active site of gamma-secretase differentially influence enzyme activity and inhibitor binding..  Journal of neurochemistry,  90  ((6)): (1312-1320).  [PMID:15341515]
11. Camilla A Hansson,Susanne Frykman,Mark R Farmery,Lars O Tjernberg,Camilla Nilsberth,Sharon E Pursglove,Akira Ito,Bengt Winblad,Richard F Cowburn,Johan Thyberg,Maria Ankarcrona.  (2004-10-01)  Nicastrin, presenilin, APH-1, and PEN-2 form active gamma-secretase complexes in mitochondria..  The Journal of biological chemistry,  279  ((49)): (51654-51660).  [PMID:15456764]
12. Troy L Carter,Giuseppe Verdile,David Groth,Alexey Bogush,Stefani Thomas,Patrick Shen,Paul E Fraser,Paul Mathews,Ralph A Nixon,Michelle E Ehrlich,John B J Kwok,Peter St George-Hyslop,Peter Schofield,Yueming Li,Austin Yang,Ralph N Martins,Sam Gandy.  (2004-12-14)  Alzheimer amyloid precursor aspartyl proteinase activity in CHAPSO homogenates of Spodoptera frugiperda cells..  Alzheimer disease and associated disorders,  18  ((4)): (261-263).  [PMID:15592142]
13. Salem Faham,Gabriella L Boulting,Elizabeth A Massey,Sarah Yohannan,Dawn Yang,James U Bowie.  (2005-02-04)  Crystallization of bacteriorhodopsin from bicelle formulations at room temperature..  Protein science : a publication of the Protein Society,  14  ((3)): (836-840).  [PMID:15689517]
14. Yumi Magae,Takeshi Nishimura,Seiji Ohara.  (2005-05-26)  3-O-alkyl-D-glucose derivatives induce fruit bodies of Pleurotus ostreatus..  Mycological research,  109  ((Pt 3)): (374-376).  [PMID:15912955]
15. Jenny Frånberg,Hedvig Welander,Mikio Aoki,Bengt Winblad,Lars O Tjernberg,Susanne Frykman.  (2007-06-01)  Rat brain gamma-secretase activity is highly influenced by detergents..  Biochemistry,  46  ((25)): (7647-7654).  [PMID:17536783]
16. Lukasz Bojarski,Andrzej Lewandowicz,Magdalena Blazejczyk,Adam Sobczak,Jacek Kuznicki,Urszula Wojda.  (2007-08-01)  Biochemical properties of endogenous presenilin 1 and presenilin 2 in cultured human B-lymphocytes..  Clinical chemistry and laboratory medicine,  45  ((10)): (1273-1276).  [PMID:17663636]
17. Satoko Osawa,Satoru Funamoto,Mika Nobuhara,Satoko Wada-Kakuda,Masafumi Shimojo,Sosuke Yagishita,Yasuo Ihara.  (2008-05-16)  Phosphoinositides suppress gamma-secretase in both the detergent-soluble and -insoluble states..  The Journal of biological chemistry,  283  ((28)): (19283-19292).  [PMID:18480063]
18. Mako Takami,Yu Nagashima,Yoshihisa Sano,Seiko Ishihara,Maho Morishima-Kawashima,Satoru Funamoto,Yasuo Ihara.  (2009-10-16)  gamma-Secretase: successive tripeptide and tetrapeptide release from the transmembrane domain of beta-carboxyl terminal fragment..  The Journal of neuroscience : the official journal of the Society for Neuroscience,  29  ((41)): (13042-13052).  [PMID:19828817]
19. Yasser Qutub,Veselina Uzunova,Oleg Galkin,Peter G Vekilov.  (2010-03-20)  Interactions of hemin with model erythrocyte membranes..  The journal of physical chemistry. B,  114  ((13)): (4529-4535).  [PMID:20235510]
20. Rachna Ujwal,James U Bowie.  (2011-10-11)  Crystallizing membrane proteins using lipidic bicelles..  Methods (San Diego, Calif.),  55  ((4)): (337-341).  [PMID:21982781]
21. Rachna Ujwal,Jeff Abramson.  (2012-01-20)  High-throughput crystallization of membrane proteins using the lipidic bicelle method..  Journal of visualized experiments : JoVE,  9  ((59)): (e3383-e3383).  [PMID:22257923]
22. Heidi Turkia,Heli Sirén,Merja Penttilä,Juha-Pekka Pitkänen.  (2014-10-05)  Capillary electrophoresis with laser-induced fluorescence detection for studying amino acid uptake by yeast during beer fermentation..  Talanta,  131  (366-371).  [PMID:25281116]
23. Somnath Ghosh,Chandrika Canugovi,Jeong Seon Yoon,David M Wilson,Deborah L Croteau,Mark P Mattson,Vilhelm A Bohr.  (2015-05-15)  Partial loss of the DNA repair scaffolding protein, Xrcc1, results in increased brain damage and reduced recovery from ischemic stroke in mice..  Neurobiology of aging,  36  ((7)): (2319-2330).  [PMID:25971543]
24. D J Selkoe,M S Wolfe.  (2000-05-24)  In search of gamma-secretase: presenilin at the cutting edge..  Proceedings of the National Academy of Sciences of the United States of America,  97  ((11)): (5690-5692).  [PMID:10823929]
25. Hua Zhou,Shuxia Zhou,Peter J Walian,Bing K Jap.  (2010-10-13)  Dependency of γ-secretase complex activity on the structural integrity of the bilayer..  Biochemical and biophysical research communications,  402  ((2)): (291-296).  [PMID:20937251]
26. Jean-René Alattia,Claude Schweizer,Matthias Cacquevel,Mitko Dimitrov,Lorène Aeschbach,Mustapha Oulad-Abdelghani,Patrick C Fraering.  (2012-10-17)  Generation of monoclonal antibody fragments binding the native γ-secretase complex for use in structural studies..  Biochemistry,  51  ((44)): (8779-8790).  [PMID:23066899]

Solution Calculators

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