CHAPS - ≥98% , CAS No.75621-03-3

CAS: 75621-03-3 Cat. No.: C105622 Molecular Weight: 614.88 EC Number: 616-246-2

GRADE & PURITY ≥98%

Synonyms

1-Propanaminium, N,N-dimethyl-N-(3-sulfopropyl)-3-(((3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl)amino)-, hydroxide, inner salt | A865651 | QBP25342AG | 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulphonate | 3-((3-Cholamidoprop

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

CHAPS is a non-denaturing, zwitterionic detergent derived from cholic acid. CHAPS is often used as a detergent in the solubilization and purification of membrane proteins for several advantageous reasons. CHAPS detergent is non-denaturing to membrane proteins, can solubilize proteins, disaggregate protein-protein interactions and is electrically neutral. CHAPS is also useful in ion exchange chromatography and isoelectric focusing as it is zwitterionic and does not exhibit a net charge between pH 2 to 12. The critical micelle concentration of CHAPS is 6-10mM.
A non-denaturing, zwitterionic detergent for membrane proteins

Application：

Buffer; zwitterionic nondenaturing detergent for solubilizing membrane proteins CHAPS is used in the laboratory to dissolve biological macromolecules such as proteins. It acts as a non-denaturing solvent used in purification of membrane proteins. It is also useful in conjunction with nonionic detergents like Triton X-100. Further, it is used as a non-denaturing zwitterionic detergent for membrane biochemistry.

Specifications

Synonyms

1-Propanaminium, N, N-dimethyl-N-(3-sulfopropyl)-3-(((3alpha, 5beta, 7alpha, 12alpha)-3, 7, 12-trihydroxy-24-oxocholan-24-yl)amino)-, hydroxide, inner salt | A865651 | QBP25342AG | 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulphonate | 3-((3-Cholamidoprop

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

CHAPS is a zwitterionic nondenaturing detergent for solubilizing membrane proteins.

Storage

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.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504756625
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756625
• Canonical Smiles: CC(CCC(=O)NCCC[N+](C)(C)CCCS(=O)(=O)[O-])C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
• 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
• InChIKey: UMCMPZBLKLEWAF-BCTGSCMUSA-N
• 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
• 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=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Bile acids, alcohols and derivatives
        • Level5 Hydroxy bile acids, alcohols and derivatives
          • Level6 Trihydroxy bile acids, alcohols and derivatives

• 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.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Slightly soluble in water
• Sensitivity: moisture sensitive
• 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

References

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