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L-Tryptophan

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Identification
Molecular formula
C11H12N2O2
CAS number
73-22-3
IUPAC name
(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid
State
State

At room temperature, L-Tryptophan is in a solid state, specifically as a crystalline powder. It is stable under normal conditions and can be stored in a dry, well-ventilated area.

Melting point (Celsius)
289.00
Melting point (Kelvin)
562.15
Boiling point (Celsius)
290.00
Boiling point (Kelvin)
563.15
General information
Molecular weight
204.23g/mol
Molar mass
204.2290g/mol
Density
1.3400g/cm3
Appearence

L-Tryptophan appears as a white to slightly yellowish crystalline powder. It is usually available in its pure form and is typically found as a dietary supplement or for use in specific chemical applications.

Comment on solubility

Solubility of (2R)-2-amino-3-(1H-indol-3-yl)propanoic acid

(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid, commonly known as tryptophan, exhibits interesting solubility characteristics that are influenced by its amino acid structure. Here are some key points regarding its solubility:

  • Water Solubility: Tryptophan is generally soluble in water due to its polar side chains. This property allows it to participate in various biological processes within aqueous environments.
  • Solvent Interaction: It shows variable solubility in different solvents. While it readily dissolves in water, it has lower solubility in alcohols and non-polar solvents, making it more compatible with hydrophilic substances.
  • pH Dependency: The solubility of tryptophan can fluctuate based on pH. At very acidic or basic conditions, it may become less soluble, which is an important factor to consider during experimental applications.
  • Temperature Influence: Increasing temperature typically enhances solubility, allowing for a higher saturation point in solution.
  • Cation Interactions: Tryptophan can form complexes with metal ions, which may further affect its solubility in various environments.

Overall, the solubility of (2R)-2-amino-3-(1H-indol-3-yl)propanoic acid showcases how the structural characteristics of amino acids contribute significantly to their behavior in different solvents. Understanding these solubility properties is essential for their application in biochemical and pharmaceutical fields.

Interesting facts

Interesting Facts about (2R)-2-amino-3-(1H-indol-3-yl)propanoic acid

(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid, often referred to as a derivative of the amino acid L-tryptophan, plays a significant role in biochemistry and pharmacology. This compound is noteworthy for its structural similarity to neurotransmitters, which allows it to influence various biological processes.

Key Features:

  • Biological Significance: This compound is involved in the synthesis of neurotransmitters such as serotonin, highlighting its importance in mood regulation and mental health.
  • Structural Diversity: The presence of the indole moiety grants this compound unique physicochemical properties, making it an interesting subject of study in medicinal chemistry.
  • Potential Therapeutic Applications: Research suggests that derivatives of this compound could be potential candidates for treatments in various neurological disorders, including depression and anxiety.
  • Natural Occurrence: As a metabolite of the essential amino acid L-tryptophan, this compound is naturally occurring in various dietary sources, including meat, eggs, and dairy products.

It is also fascinating to note that the stereochemistry of this compound plays a vital role in its biological activity. The (2R) configuration can significantly influence how the compound interacts with receptors in the body. Furthermore, the relationship between its structure and function continues to be an area of active research.

Dr. Paul A. G. Shaya, a noted biochemist, aptly stated, "The interplay between small molecules and biological systems is where the magic of chemistry unfolds." This quote perfectly encapsulates the essence of studying compounds like (2R)-2-amino-3-(1H-indol-3-yl)propanoic acid, which exemplifies the intersection of chemistry, biology, and medicine.


Synonyms
D-Tryptophan
153-94-6
H-D-Trp-OH
D(+)-Tryptophan
D-TRYPTOPHANE
(R)-Tryptophan
(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid
(+)-Tryptophan
D-Trytophane
Tryptophan, D-
D-(+)-Tryptophan
H-D-Typ-OH
D-Trp
EINECS 205-819-9
MFCD00005647
NSC 97942
7NS97N9H1G
DTXSID0046989
CHEBI:16296
NSC-97942
(R)-2-Amino-3-(3-indolyl)propionic acid
CHEMBL292303
DTR
DTXCID8026989
(R)-(+)-2-Amino-3-(3-indolyl)propionic Acid
D-Tryptophan-d5
D-alpha-Amino-3-indolepropionic acid
NCGC00093372-02
CAS-153-94-6
D-Trp-OH
(R)-(+)-tryptophan
(2R)-2-amino-3-(1H-indol-3-yl)propanoate
UNII-7NS97N9H1G
DTryptophane
delta-trytophane
D-Trypophan
delta-tryptophane
DTrp
(R)Tryptophan
Tryptophan, D
D(+)Tryptophan
HDTrpOH
H-delta-TRP-oh
3,3'Indolyl2alanine
delta-(+)-tryptophan
H-D-Trp-OH (Standard)
SCHEMBL92677
MLS000069477
GTPL5798
2Amino3,3'indolylpropanoic acid
(R)alphaAmino3indolepropionic acid
(R)alphaAminoindole3propanoic acid
3,3'-INDOLYL-2-ALANINE
alphaAmino3,3'indolylpropanoic acid
BCP16808
HY-W012479R
NSC97942
Tox21_111205
Tox21_301300
2-amino-3-indol-3-ylpropanoic acid
BDBM50043799
MSK159595
s6253
AKOS001426593
AKOS015924228
D-Tryptophan, >=98.0% (HPLC)
Tox21_111205_1
CCG-231118
CS-W013195
DB03225
FT10794
HY-W012479
delta-alpha-Amino-3-indolepropionic acid
NCGC00093372-03
NCGC00094437-05
NCGC00257553-01
AC-24064
CS-11234
SMR000059103
2-AMINO-3,3'-INDOLYLPROPANOIC ACID
NS00068209
T0539
EN300-53346
(R)-ALPHA-AMINO-3-INDOLEPROPIONIC ACID
(R)-ALPHA-AMINOINDOLE-3-PROPANOIC ACID
ALPHA-AMINO-3,3'-INDOLYLPROPANOIC ACID
C00525
Q27077125
Q27115085
AFA369F6-7A19-42E1-B9E9-0156A2BCE50B
Z256709618
InChI=1/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s