L-Cystathionine - Moligand™, ≥98% , CAS No.56-88-2

CAS: 56-88-2 Cat. No.: L139006 Molecular Weight: 222.26 EC Number: 200-295-8

GRADE & PURITY Moligand™, ≥98%

Synonyms

Cystathionine, L- (8CI) | Butanoic acid, 2-amino-4-((2-amino-2-carboxyethyl)thio)-, (R-(R*,S*))- | L-Cystathionine, technical, >=90.0% (TLC) | L-Homocysteine, S-[(2R)-2-amino-2-carboxyethyl]- (9CI) | Cystathionine, L- | L-Homocysteine, S-[(2R)-2-amino-2-c

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

L-cystathionine has been used in ultra performance liquid chromatography to verify the correlation between cystathionine and its abundance and vertebrate metamorphosis. It has also been used as an inhibitor of the sinusoidal GSH (glutathione) carrier to show that the imbalance of thiol redox state is related to the regulation of autophagy in cancer cells.

Specifications

Synonyms

Cystathionine, L- (8CI) | Butanoic acid, 2-amino-4-((2-amino-2-carboxyethyl)thio)-, (R-(R*, S*))- | L-Cystathionine, technical, >=90.0% (TLC) | L-Homocysteine, S-[(2R)-2-amino-2-carboxyethyl]- (9CI) | Cystathionine, L- | L-Homocysteine, S-[(2R)-2-amino-2-c

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

L-Cystathionine is an intermediate in the biosynthesis of the amino acid -L cysteine. L-Cystathionine is used as a substrate to differentiate and analyze cystathionine gamma-lyase(s).

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C(CSCC(C(=O)O)N)C(C(=O)O)N
• IUPAC Name: (2S)-2-amino-4-[(2R)-2-amino-2-carboxyethyl]sulfanylbutanoic acid
• InChIKey: ILRYLPWNYFXEMH-WHFBIAKZSA-N
• INCHI: 1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1
• Isomeric SMILES: C(CSC[C@@H](C(=O)O)N)[C@@H](C(=O)O)N
• Molecular Weight: 222.26
• Reaxy-Rn: 2416815
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2416815&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 Cysteine and derivatives
              • Level8 L-cysteine-S-conjugates

• 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 - Cysteine and derivatives
• Direct Parent: L-cysteine-S-conjugates
• Alternative Parents: L-alpha-amino acids Thia fatty acids Dicarboxylic acids and derivatives Amino acids Sulfenyl compounds Dialkylthioethers Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: L-cysteine-s-conjugate - Alpha-amino acid - L-alpha-amino acid - Thia fatty acid - Dicarboxylic acid or derivatives - Fatty acyl - Fatty acid - Amino acid - Carboxylic acid - Thioether - Dialkylthioether - Sulfenyl compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Amine - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as l-cysteine-s-conjugates. These are compounds containing L-cysteine where the thio-group is conjugated.
• External Descriptors: cystathionine

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

Chemical and Physical Properties

• Melt Point(°C): >300 °C
• Molecular Weight: 222.260 g/mol
• XLogP3: -6.000
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 222.067 Da
• Monoisotopic Mass: 222.067 Da
• Topological Polar Surface Area: 152.000 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 212.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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