N-Isobutyryl-L-cysteine - ≥97% , CAS No.124529-02-8

CAS: 124529-02-8 Cat. No.: N337613 Molecular Weight: 191.25 EC Number: 691-989-3

GRADE & PURITY ≥97%

Synonyms

(2R)-2-(2-methylpropanamido)-3-sulfanylpropanoic acid | N-(2-Methylpropionyl)-L-cysteine | (2R)-2-(2-methylpropanoylamino)-3-sulfanylpropanoic acid | N-Isobutyryl-L-cysteine | (R)-2-Isobutyramido-3-mercaptopropanoic acid | L-Cysteine, N-(2-methyl-1-oxopro

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

N-Isobutyryl-L-cysteine is a thiol compound, which distinguishes chirality in assays involving amino acids with OPA. N-Isobutyryl-L-cysteine is employed along with gold particles on a monolayer surface to separate single stranded DNA, via the interaction between the dipole moment of N-Isobutyryl-L-cysteine and the negative charge of single stranded DNA. These studies determined that N-Isobutyryl-L-cysteine is an essential tool along with gold nanoparticles in vibrational circular dichroism (VCD) and circular dichroism (CD) spectroscopy. Furthermore, the L isomer is more effective in adsorption of relaxed DNA compared to the D form which causes DNA to supercoil and results in a weaker binding strength.

Specifications

Synonyms

(2R)-2-(2-methylpropanamido)-3-sulfanylpropanoic acid | N-(2-Methylpropionyl)-L-cysteine | (2R)-2-(2-methylpropanoylamino)-3-sulfanylpropanoic acid | N-Isobutyryl-L-cysteine | (R)-2-Isobutyramido-3-mercaptopropanoic acid | L-Cysteine, N-(2-methyl-1-oxopro

Specifications & Purity

≥97%

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

≥97%

Names and Identifiers

• Pubchem Sid: 488187806
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187806
• Canonical Smiles: CC(C)C(=O)NC(CS)C(=O)O
• IUPAC Name: (2R)-2-(2-methylpropanoylamino)-3-sulfanylpropanoic acid
• InChIKey: BWBQXMAXLAHHTK-YFKPBYRVSA-N
• INCHI: 1S/C7H13NO3S/c1-4(2)6(9)8-5(3-12)7(10)11/h4-5,12H,3H2,1-2H3,(H,8,9)(H,10,11)/t5-/m0/s1
• Isomeric SMILES: CC(C)C(=O)N[C@@H](CS)C(=O)O
• Molecular Weight: 191.25
• Reaxy-Rn: 25475057
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25475057&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 N-acyl-alpha amino acids and derivatives
              • Level8 N-acyl-alpha amino acids
                • Level9 N-acyl-L-alpha-amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - N-acyl-alpha amino acids and derivatives - N-acyl-alpha amino acids
• Direct Parent: N-acyl-L-alpha-amino acids
• Alternative Parents: Cysteine and derivatives Secondary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Alkylthiols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: N-acyl-l-alpha-amino acid - Cysteine or derivatives - Carboxamide group - Secondary carboxylic acid amide - Alkylthiol - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxygen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organic oxide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.
• External Descriptors: Not available

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

• Sensitivity: Moisture sensitive;Air sensitive
• Melt Point(°C): 97-101° C
• Molecular Weight: 191.250 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 191.062 Da
• Monoisotopic Mass: 191.062 Da
• Topological Polar Surface Area: 67.400 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 181.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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