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D-2-Amino-3-[(diphenylmethyl)thio]propanoic acid

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Identification
Molecular formula
C16H17NO2S
CAS number
7682-20-4
IUPAC name
(2R)-2-amino-3-benzhydrylsulfanyl-propanoic acid
State
State
This compound is typically a crystalline solid at room temperature.
Melting point (Celsius)
138.50
Melting point (Kelvin)
411.65
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
271.37g/mol
Molar mass
271.3690g/mol
Density
1.1640g/cm3
Appearence

(2R)-2-amino-3-benzhydrylsulfanyl-propanoic acid typically appears as a white crystalline solid. It is usually odorless and is known for its crystalline powder form, which is common among many amino acid derivatives.

Comment on solubility

Solubility of (2R)-2-amino-3-benzhydrylsulfanyl-propanoic acid

The solubility of (2R)-2-amino-3-benzhydrylsulfanyl-propanoic acid in various solvents can be quite intriguing. This compound, due to its unique structure, presents interesting solubility characteristics that can be influenced by several factors:

  • Polarity: The presence of amino and carboxylic acid functional groups increases the polarity of the molecule, enabling solubility in polar solvents such as water.
  • Hydrophobicity: The benzhydryl moiety contributes to hydrophobic characteristics, which may limit solubility in high-polarity solvents. Thus, it might be more soluble in organic solvents like ethanol or methanol.
  • pH Dependency: The solubility of this acid can change significantly with pH. At low pH, it exists in a protonated form, enhancing solubility, whereas at higher pH levels, it may precipitate out of solution as it deprotonates.

In practice, the solubility of (2R)-2-amino-3-benzhydrylsulfanyl-propanoic acid can be summarized as follows:

  1. More soluble in polar solvents such as water under acidic conditions.
  2. Moderately soluble in less polar solvents, like ethanol.
  3. Poor solubility in non-polar solvents, such as hexane.

As a general approach, conducting solubility tests in various pH conditions and solvents could provide a comprehensive understanding of this compound’s solubility profile. Thus, it is recommended to evaluate the solubility under specific conditions that mimic the intended application or environment.

Interesting facts

Interesting Facts about (2R)-2-amino-3-benzhydrylsulfanyl-propanoic acid

(2R)-2-amino-3-benzhydrylsulfanyl-propanoic acid, commonly known in scientific circles as a novel amino acid derivative, offers intriguing possibilities due to its unique structural features and potential applications. Here are some noteworthy points about this compound:

  • Amino Acid Variation: As a potent derivative of amino acids, it plays a crucial role in synthetic chemistry, particularly in the creation of biologically active compounds.
  • Biological Relevance: The incorporation of the benzhydryl group may enhance interactions with biological receptors, indicating potential use in pharmaceuticals.
  • Research Potential: Scientists are investigating its properties, exploring angles such as chiral synthesis, and understanding its role in drug design.
  • Dual Functionalities: This compound represents both an amino acid and a thioether, which may allow for unique bioconjugation techniques in biochemical research.
  • Chirality Matters: The (2R) configuration denotes its chirality, highlighting the importance of three-dimensional molecular shape in drug efficacy and interactions.

This compound exemplifies the fascinating intersection of organic chemistry, biochemistry, and pharmacology. As researchers continue to unravel its properties, the findings will likely contribute to advancements in tailored therapeutics and the understanding of amino acid functionalities in biological systems.

Synonyms
5191-80-0
S-Diphenylmethyl-L-cysteine
S-Benzhydryl-L-cysteine
L-3-(Diphenylmethylthio)alanine
L-Cysteine, S-(diphenylmethyl)-
CYSTEINE, S-DIPHENYLMETHYL-, L-
NSC 86162
Alanine, 3-(diphenylmethylthio)-, L-
BRN 2565688
Alanine, 3-((diphenylmethyl)thio)-, L-
DTXSID90199876
Alanine, 3-[(diphenylmethyl)thio]-, L-
S-(Diphenylmethyl)-L-cysteine
DTXCID50122367
L-Cysteine, S-(diphenylmethyl)-(9CI)
Alanine, 3-((diphenylmethyl)thio)-, L-(8CI)
684-370-4
H-Cys(Dpm)-OH
(R)-2-amino-3-(benzhydrylthio)propanoic acid
(2R)-2-amino-3-benzhydrylsulfanylpropanoic acid
CHEMBL433998
(2R)-2-azaniumyl-3-benzhydrylsulfanylpropanoate
Benzhydrylcysteine #
MFCD00065211
SCHEMBL1913648
L-Cysteine,S-(diphenylmethyl)-
BDBM23773
SHOGZCIBPYFZRP-AWEZNQCLSA-N
AKOS024323381
FD21333
(2R)-2-amino-3-[(diphenylmethyl)sulfanyl]propanoic acid