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3-[(3-Cholamidopropyl)dimethylammonio]-1-propanesulfate (CHAPS) - Ultra Pure Grade, high purity , CAS No.75621-03-3
Basic Description
Synonyms
CHAPS
Specifications & Purity
Ultra pure
Storage Temp
Store at 2-8°C,Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Ultra pure
Product Description
Zwitterionic, both positively and negatively charged. Utilized for applications ranging from solubilizing membrane proteins in non-denaturing conditions to creating denaturing conditions during gel electrophoresis.
Application：
CHAPS is a nondenaturing zwitterionic detergent for membrane biochemistry.
Useful for solubilizing membrane proteins and breaking protein-protein interactions. CHAPS′ small micellar molecular weight (6,150) and high critical micelle concentration (6-10 mM) allow it to be removed from samples by dialysis. It is also suitable for protein solubilization for isoelectric focusing and two-dimensional electrophoresis. CHAPS is commonly used for non-denaturing (without urea) IEF and has been shown to give excellent resolution of some subcellular preparations and plant proteins. Concentrations between 2-4% (w/v) are typically used in an IEF gel.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Subclass
Bile acids, alcohols and derivatives
Intermediate Tree Nodes
Hydroxy bile acids, alcohols and derivatives
Direct Parent
Trihydroxy bile acids, alcohols and derivatives
Alternative Parents
12-hydroxysteroids 3-alpha-hydroxysteroids 7-hydroxysteroids Tetraalkylammonium salts Sulfonyls Organosulfonic acids Alkanesulfonic acids Secondary alcohols Cyclic alcohols and derivatives Propargyl-type 1,3-dipolar organic compounds Polyols Carboximidic acids Hydrocarbon derivatives Amines Organic oxides Organic salts Organic zwitterions Organopnictogen compounds
Molecular Framework
Aliphatic homopolycyclic compounds
Substituents
Trihydroxy bile acid, alcohol, or derivatives - 3-hydroxysteroid - 12-hydroxysteroid - Hydroxysteroid - 3-alpha-hydroxysteroid - 7-hydroxysteroid - Cyclic alcohol - Quaternary ammonium salt - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Sulfonyl - Tetraalkylammonium salt - Alkanesulfonic acid - Secondary alcohol - Carboximidic acid derivative - Carboximidic acid - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Polyol - Organic salt - Alcohol - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxide - Organic nitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Organic zwitterion - Amine - Aliphatic homopolycyclic compound
Description
This compound belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.
External Descriptors
1,1-diunsubstituted alkanesulfonate
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
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]propane-1-sulfonate
INCHI
InChI=1S/C32H58N2O7S/c1-21(8-11-29(38)33-14-6-15-34(4,5)16-7-17-42(39,40)41)24-9-10-25-30-26(20-28(37)32(24,25)3)31(2)13-12-23(35)18-22(31)19-27(30)36/h21-28,30,35-37H,6-20H2,1-5H3,(H-,33,38,39,40,41)/t21-,22+,23-,24-,25+,26+,27-,28+,30+,31+,32-/m1/s1
InChIKey
UMCMPZBLKLEWAF-BCTGSCMUSA-N
Smiles
CC(CCC(=O)NCCC[N+](C)(C)CCCS(=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)CCCS(=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
Molecular Weight
614.88
Reaxy-Rn
32174087
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=32174087&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Soluble in water (10 mg/ml). Soluble in DMF and hot methanol.
Sensitivity
Hygroscopic
Melt Point(°C)
156-158℃
Molecular Weight
614.900 g/mol
XLogP3
2.900
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
11
Exact Mass
614.396 Da
Monoisotopic Mass
614.396 Da
Topological Polar Surface Area
155.000 Ų
Heavy Atom Count
42
Formal Charge
0
Complexity
1030.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
11
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Li Guanglei, Chen Yao, Liu Fei, Bi Wenhua, Wang Chenxin, Lu Danfeng, Wen Dan.
(2023)
Portable visual and electrochemical detection of hydrogen peroxide release from living cells based on dual-functional Pt-Ni hydrogels. Microsystems & Nanoengineering,
9
(1):
(1-10).
2.
Xu Daokun, Huang Haolun, Liu Zhen, Wang Yumei, Liu Qinan, Jiang Xing, Yang Jun, Ling Rui.
(2023)
Comprehensive characterization and detection of nut allergens in bakery foods using Q–TOF mass spectrometry and bioinformatics. Food Quality and Safety,
3.
Jie Zhao, Shuaiqian Wang, Diandian Jiang, Yan Lu, Yu Chen, Yong Tang, Jie Tang, Zhenju Jiang, Hongbin Lin, Wei Dong.
(2023)
Unravelling the interaction between α-SOH and myofibrillar protein based on spectroscopy and molecular dynamics simulation. Food Chemistry-X,
20
(100986).
4.
Zhe Chen, Yunxia Wang.
(2023)
A label- and enzyme-free fluorescence assay based on thioflavin T–induced G-quadruplexes for the detection of telomerase activity. JOURNAL OF CHEMICAL RESEARCH,
5.
Pengfei Dong, Longyi Zhu, Jing Huang, Jujie Ren, Jianping Lei.
(2019)
Electrocatalysis of cerium metal-organic frameworks for ratiometric electrochemical detection of telomerase activity. BIOSENSORS & BIOELECTRONICS,
138
(111313).
6.
Min Zhang, Chong-sheng Peng, Xiao-bo Li.
(2017)
Human intestine and liver microsomal metabolic differences between C19-diester and monoester diterpenoid alkaloids from the roots of Aconitum carmichaelii Debx.. TOXICOLOGY IN VITRO,
45
(318).
7.
Feifei Gong, Huaxin Yang, Wen Sun, Junzi Cao, Wanhui Liu.
(2016)
Development and validation of a micellar electrokinetic capillary chromatography method for the determination of goserelin and related substances. ELECTROPHORESIS,
37
(4):
(623-629).
8.
Yang Li,Ying Peng,Mengyue Wang,Pengfei Tu,Xiaobo Li.
(2017-08-05)
Human Gastrointestinal Metabolism of the Cistanches Herba Water Extract in Vitro: Elucidation of the Metabolic Profile Based on Comprehensive Metabolite Identification in Gastric Juice, Intestinal Juice, Human Intestinal Bacteria, and Intestinal Microsomes.. Journal of agricultural and food chemistry,
65
((34)):
(7447-7456).
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8 Citations
E2529310