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Tryptophan

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Identification
Molecular formula
C11H12N2O2
CAS number
73-22-3
IUPAC name
2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
State
State

At room temperature, tryptophan is a solid.

Melting point (Celsius)
289.00
Melting point (Kelvin)
562.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
204.23g/mol
Molar mass
204.2280g/mol
Density
1.3400g/cm3
Appearence

Tryptophan appears as a white or slightly yellow crystalline powder. It is generally odorless and has a slightly bitter taste.

Comment on solubility

Solubility of 2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid (C11H12N2O2)

The solubility of a compound in a solvent plays a crucial role in its applications and biological activity. In the case of 2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid, several points are notable regarding its solubility:

  • Polar Nature: This compound contains both amino (-NH2) and hydroxyl (-OH) groups, making it polar. Polar compounds generally have higher solubility in polar solvents.
  • Hydrophilic Characteristics: The presence of the indole ring and additional hydroxyl group suggests potential for hydrogen bonding with water molecules, enhancing solubility in aqueous conditions.
  • pH Dependency: As an amino acid, its solubility can be affected by the pH of the solution. It may demonstrate increased solubility in acidic or basic environments due to the protonation or deprotonation of amino and carboxylic functional groups.
  • Importance in Biological Systems: Its solubility in physiological conditions is essential for its function in biological processes, likely influencing its transport and uptake within living organisms.

In conclusion, the solubility of 2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid is influenced by its structural features and the environmental conditions, making it a fascinating compound for both chemists and biologists alike.

Interesting facts

Exploring 2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid

2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid, often referred to as a derivative of tryptophan, presents a fascinating subject of study in the realm of biochemistry and pharmacology. This compound is notable for its structural complexity and its role in various biological processes.

Biological Significance

This compound serves as a precursor to several important biomolecules, contributing to the synthesis of:

  • Serotonin: Often dubbed the "feel-good" neurotransmitter, serotonin plays a crucial role in mood regulation.
  • Melatonin: Known for its role in regulating sleep-wake cycles, melatonin is synthesized from serotonin.

Potential Health Benefits

The presence of the indole structure in its composition implies that 2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid may have antioxidant properties, which can be beneficial in:

  • Reducing oxidative stress
  • Supporting cognitive function
  • Enhancing mood and reducing anxiety

"The interface between chemistry and biology reveals a world of intricate connections, making compounds like 2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid not just fascinating in structure but also essential in function."

Research Implications

Continued research into 2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid has the potential to uncover:

  • Effects on neuropsychiatric disorders
  • Mechanisms of action in metabolic pathways
  • Innovative therapeutic applications

Although relatively less known compared to other amino acids, this compound's unique properties make it an intriguing subject for future scientific inquiry and exploration.

Synonyms
5-hydroxytryptophan
56-69-9
5-Hydroxy-DL-tryptophan
DL-5-Hydroxytryptophan
2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
114-03-4
5-HTP
DL-Hydroxytryptophan
(+-)-5-Hydroxytryptophan
DL-5-HTP
5-Hydroxytryptophan DL-form
MFCD00005651
5-hydroxy tryptophan
(+/-)-5-Hydroxytryptophan
5-hydroxytryptophan (5-HTP)
CHEBI:28171
9181P3OI6N
NSC-92523
DL-Pretonine
72572-98-6
Dl-oxitriptan
hydroxytryptophan
H-L-Trp(5-OH)-OH
USAF CB-96
5-hydroxytryptophan, dl-
5-Hydroxytryptophan L form
HSDB 4295
NCI-C56644
Tryptophan, 5-hydroxy-, dl
5-22-14-00278 (Beilstein Handbook Reference)
D,L-5-hydroxytryptophan
EINECS 200-284-8
Tryptophan, 5-hydroxy-, L-
NSC 92523
BRN 0088199
DL-Tryptophan, 5-hydroxy-
UNII-9181P3OI6N
(+/-)-5-Hydroxytryptophan; 5-HTP; 5-Hydroxy-DL-tryptophan; DL-Hydroxytryptophan; NSC 92523;
5-Hydroxytryptophan #
5-HTP/5-Hydroxytryptophan
SCHEMBL43242
MLS006011926
2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoicacid
(.+-.)-5-Hydroxytryptophan
CHEMBL162789
5-Hydroxytryptophan, AldrichCPR
SCHEMBL19871232
5-HYDROXYTRYPTOPHAN [MI]
DTXSID50859863
HMS3372G05
HMS3656M11
HMS3884H15
WLN: T56 BMJ D1YZVQ GQ
5-HYDROXYTRYPTOPHAN [HSDB]
HY-N0122
NSC92523
BBL012270
s2374
STK803137
AKOS003382640
AKOS016050369
CCG-235444
FH05792
5-Hydroxy-L-tryptophan from fermentation
NCGC00015526-02
NCGC00015526-04
AC-13632
AC-23979
SMR000326745
SY030569
SY048412
VS-03256
DB-051092
CS-0007832
NS00093559
SW219417-1
C01017
DL-2-Amino-3-(5-hydroxyindolyl)propionic acid
EN300-244707
N88462
SR-01000003309
propanoic acid, 2-amino-3-(5-hydroxyindol-3-yl)-
SR-01000003309-1
BRD-A73930134-001-02-2
BRD-A73930134-001-03-0
Q27103541