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S-allylcysteine

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Identification
Molecular formula
C8H15NO2S
CAS number
2405-92-9
IUPAC name
(2R)-2-amino-3-(3-methylbut-2-enylsulfanyl)propanoic acid
State
State

At room temperature, S-allylcysteine is generally found in a solid state. The compound remains stable and maintains its integrity when stored in standard conditions away from moisture.

Melting point (Celsius)
191.00
Melting point (Kelvin)
464.00
Boiling point (Celsius)
294.70
Boiling point (Kelvin)
567.90
General information
Molecular weight
179.28g/mol
Molar mass
179.2760g/mol
Density
1.0620g/cm3
Appearence

S-allylcysteine appears as a white crystalline powder, often exhibiting slight hygroscopicity. It is commonly used in various biochemical applications and appears uniform and free-flowing.

Comment on solubility

Solubility of (2R)-2-amino-3-(3-methylbut-2-enylsulfanyl)propanoic acid

(2R)-2-amino-3-(3-methylbut-2-enylsulfanyl)propanoic acid, a compound containing both an amino group and a carboxylic acid group, is expected to exhibit interesting solubility characteristics. The solubility of this compound can be influenced by several factors:

  • Polarity: Due to the presence of polar functional groups, the compound is likely to be soluble in polar solvents such as water.
  • Hydrogen Bonding: The amino and carboxyl groups can form hydrogen bonds, enhancing solubility in aqueous environments.
  • Chain Length: The presence of the (3-methylbut-2-enyl) group introduces some hydrophobic character, which may reduce solubility slightly in very polar solvents.
  • pH Dependency: The acidity of the carboxylic group can lead to increased solubility at higher pH levels where the compound exists predominantly in its anionic form.

In summary, we can say that:

“Solubility is a balance between polar and non-polar interactions.”

The solubility of (2R)-2-amino-3-(3-methylbut-2-enylsulfanyl)propanoic acid is likely to be substantial in polar solvents while balancing the hydrophobic influences from its aliphatic side chain. This can lead to varying solubility depending on solvent conditions.

Interesting facts

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

(2R)-2-amino-3-(3-methylbut-2-enylsulfanyl)propanoic acid, commonly known as a unique amino acid, offers a fascinating insight into the world of biochemistry and organic chemistry. Here are some intriguing aspects of this compound:

  • Role in Biology: As an amino acid, this compound plays a vital role in the building blocks of proteins. Amino acids are essential for the growth and repair of tissues, making this compound significantly important.
  • Sulfur Content: The presence of the sulfanyl group introduces unique properties that can influence the behavior of proteins in which this amino acid is incorporated. Sulfur-containing amino acids often play roles in the stability and folding of protein structures.
  • Potential Therapeutic Applications: Researchers continue to explore the role of various amino acids in health. Compounds like this one have been investigated for their potential effects on metabolic pathways, which may influence various health conditions.
  • Chirality: The "R" configuration at the 2nd carbon indicates that this amino acid is chiral, meaning it can exist in two enantiomeric forms. This chirality can have profound effects on how the compound interacts with biological systems, potentially leading to different biological responses.

In conclusion, (2R)-2-amino-3-(3-methylbut-2-enylsulfanyl)propanoic acid not only demonstrates the complexity of amino acids but also highlights the intricate interplay between chemistry and biology. As scientists continue to study such compounds, they unravel new possibilities that enhance our understanding of life and its underlying chemical processes.

Synonyms
Prenisteine
5287-46-7
S-Prenyl-L-cysteine
Prenisteina
Prenisteine [INN]
Prenisteinum
ITA-275
2-Amino-3-prenylthiopropionic acid
S-(3-Methyl-2-butenyl-L-cysteine)
2-Amino-3-prenylmercaptopropionic acid
3-((3-Methyl-2-butenyl)thio)-L-alanine
S-dimethylallyl-L-cysteine
Prenisteina [Spanish]
(2R)-2-amino-3-(3-methylbut-2-enylsulfanyl)propanoic acid
CHEBI:47914
Prenisteinum [INN-Latin]
Prenisteina [INN-Spanish]
S-(3-methylbut-2-en-1-yl)-L-cysteine
99TA452185
(2R)-2-amino-3-[(3-methylbut-2-en-1-yl)sulfanyl]propanoic acid
BRN 4307045
UNII-99TA452185
L-ALANINE, 3-((3-METHYL-2-BUTENYL)THIO)-
SCHEMBL1423580
CHEMBL2105861
DTXSID60200908
AKOS010388974
HY-121553
CS-0082734
NS00125714
H27402
EN300-1270343
Q27104600
Z760035506