Ches

• CAS: 103-47-9
• Catalog Number: ACM103479
• Category: Main Products
• Molecular Weight: 207.29
• Molecular Formula: C₈H₁₇NO₃S
• Synonyms: 2-(Cyclohexylamino)ethanesulfonic acid; 2-(cyclohexylamino)ethanesulfonic acid; 2-Cyclohexylaminoethanesulfonic Acid [Goods buffer component; 2-Cyclohexylaminoethanesulfonic acid
• IUPAC Name: 2-(cyclohexylamino)ethanesulfonicacid
• Canonical SMILES: C1CCC(CC1)NCCS(=O)(=O)O
• InChI Key: MKWKNSIESPFAQN-UHFFFAOYSA-N
• Melting Point: >300ºC
• Density: 1.23g/cm³
• Appearance: white crystalline powder
• EC Number: 203-115-6
• Exact Mass: 207.09300
• Hazard Statements: Xi:Irritant
• Packing Group: I; II; III
• Safety Description: S26
• Stability: Stable. Incompatible with strong oxidizing agents.
• WGK Germany: 3

Case Study

Structural Insights and Potential Drug Development of N-Cyclohexyltaurine

Kadam R U, et al. Proceedings of the National Academy of Sciences, 2018, 115(16), 4240-4245.

The small molecule N-cyclohexyltaurine binds to the receptor binding site (RBS) of influenza virus hemagglutinin, providing insights into how to efficiently and specifically target the RBS with ligands. reported the discovery, based on fortuitous crystallization, of the small molecule N-cyclohexyltaurine (commonly known as the buffer CHES), which is capable of binding to group 1 and 2 HA of influenza A viruses. Targeting RBS as the first event in viral entry presents an attractive strategy for developing universal small molecule therapeutics.
Interaction of CHES with influenza virus HAs
· N-Cyclohexyltaurine binds to Group 1 H5N1 A/Vietnam/1203/2004 and Group 2 H3N2 A/Hong Kong/1/1968 HAs, revealing its core binding to the conserved HA RBS.
· The molecule simulates the binding mode of natural receptor sialic acid and RBS-targeting bnAbs through forming similar hydrogen bonds and CH-π interactions with HA.
· In H3/HK68, N -cyclohexyltaurine also binds to a conserved pocket in the stem region, thereby exhibiting a dual binding mode in group 2 HAs.

Complexation of Buffer Component CHES and Neutral Complexing Agent

Riesová M, et al. Analytical chemistry, 2013, 85(18), 8518-8525.

The addition of any (even neutral) complexing agent to the background electrolyte (BGE) may significantly affect buffer properties such as pH, ionic strength, or conductivity. Using cyclodextrin as a model complexing agent, the complexation of buffer components and neutral complexing agents was studied. The results show that complexation of common buffer constituents such as CHES, MES, and MOPS with common neutral CDs is much stronger if they are present in the charged form than in the neutral one.
Capillary Electrophoresis Measurements
· The corresponding sets of ACE measurements were performed for CHES and Tricine compounds complexing with β-CD. The complexation constants of the charged form of CHES and Tricine were determined at pH where these compounds have deprotonized their amino groups and fully dissociated acidic groups, in Tricine/LiOH buffer (4.0 mM/8.0 mM), pH = 11.57, IS = 7.96 mM, and acetic/LiOH buffer (4.0 mM/8.0 mM), pH = 11.42, IS = 7.96 mM, respectively.
· The complexation constant of the neutral (zwitterionic) forms, KXAn, were obtained in ethanolamine/Tricine buffer (22 mM/8.1 mM), pH = 9.86, IS = 7.99 mM and phosphate/LiOH buffer (8 mM/14.5 mM), pH = 7.68, IS = 7.67 mM for CHES and Tricine, respectively.

Custom Reviews

August 29, 2023

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Useful detection reagent
Ches has an unusually high affinity for the iodoacetate binding site of liver alcohol dehydrogenase, and can be used as a detection reagent with high efficiency.

Custom Q&A

How stable is N-cyclohexyltaurine ?

N-Cyclohexyltaurine is generally stable but incompatible with strong oxidizing agents.

What's LogP of N-cyclohexyltaurine ?

-2.2 at 20℃

What is the maximum concentration of N-cyclohexyltaurine dissolved in water ?

The maximum concentration of N-cyclohexyltaurine dissolved in water at 20°C is 0.5 M and the resulting liquid is clear and colorless.

What is the melting point of N-cyclohexyltaurine ?

≥300 °C

What is the vapor pressure of N-cyclohexyltaurine ?

0Pa at 25℃

What is the refractive index of N-cyclohexyltaurine ?

1.5364

What's EC number of N-cyclohexyltaurine ?

203-115-6

What is the pH of N-cyclohexyltaurine at its maximum solubility in water?

3.0-5.0 (25℃, 0.5M in H2O)

What are the relevant applications of N-cyclohexyltaurine in biology

CHES (2-(cyclohexylamino)ethanesulfonic acid) is an amphoteric N-substituted sulfamic acid and can therefore be used as a buffer for studying pH-dependent processes in enzymology.

What is the form of N-cyclohexyltaurine ?

White solid