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Tryptophan

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

At room temperature, tryptophan is a solid. It is typically found as crystalline powder and is one of the 20 standard amino acids used by cells in protein biosynthesis.

Melting point (Celsius)
289.00
Melting point (Kelvin)
562.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
204.23g/mol
Molar mass
204.2290g/mol
Density
1.3400g/cm3
Appearence

Tryptophan appears as a nearly white crystalline powder. It is typically colorless to white when pure. This amino acid is not soluble in ether but soluble in water, forming colorless solutions. It is a neutral amino acid and can exhibit different appearances depending on its salt form.

Comment on solubility

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

The solubility of 2-acetamido-3-(1H-indol-3-yl)propanoic acid (C11H12N2O2) in various solvents is a nuanced topic, influenced by its unique molecular structure. Here are some key points regarding its solubility:

  • Water Solubility: This compound exhibits ***moderate solubility in water***, mainly due to the presence of the carboxylic acid group which can ionize and interact with water molecules.
  • Organic Solvents: It tends to be more soluble in organic solvents such as ethanol and DMSO, owing to the hydrophobic indole moiety.
  • pH Dependence: The solubility can also be affected by pH levels; at lower pH values, the acid group may exist predominantly in its protonated form, enhancing solubility in aqueous environments.
  • Temperature Influence: Increased temperature generally leads to higher solubility of organic compounds; therefore, heating the solution might increase its solubility in water.

In summary, understanding the solubility profile of 2-acetamido-3-(1H-indol-3-yl)propanoic acid is essential for its application in various scientific fields, particularly in drug formulation and biochemical experiments. The compound demonstrates a balance in solubility across different mediums, influenced by several factors such as temperature and pH.

Interesting facts

Interesting Facts about 2-acetamido-3-(1H-indol-3-yl)propanoic Acid

2-acetamido-3-(1H-indol-3-yl)propanoic acid, a fascinating compound, is often discussed in the realm of pharmaceuticals and biochemistry due to its structural complexity and potential biological activities. Here are some exceptional insights into this compound:

  • Structural Uniqueness: The molecule features an indole moiety, known for its wide occurrence in nature and significant role in many biological processes. The indole structure contributes to the compound's varied reactivity and interaction with biological targets.
  • Pharmaceutical Profiles: Compounds with similar structures have been studied for their potential therapeutic effects. Some may exhibit anti-inflammatory, analgesic, or even anticancer properties, making them relevant in drug development and medicinal chemistry.
  • Biochemical Significance: The acetamido group is known for influencing biological activity and solubility. In biochemical pathways, derivatives of this compound could serve as enzyme inhibitors or modulators, highlighting their importance in metabolic processes.
  • Research Applications: In recent years, compounds like this have seen extensive research. They are often evaluated for their potential to treat disorders such as depression or anxiety, thanks to the link between indole derivatives and the central nervous system.
  • Intriguing History: The development of indole-related compounds dates back to the 19th century, yet their exploration has propelled into modern-day synthetic and medicinal chemistry, showcasing the evolution of research paradigms over the decades.

In conclusion, 2-acetamido-3-(1H-indol-3-yl)propanoic acid is not just a compound with chemical significance but a beacon of ongoing research and potential discovery in science. As we delve deeper into its applications, the prospect of unlocking new therapeutic avenues continues to grow.

Synonyms
N-Acetyl-DL-tryptophan
87-32-1
Ac-DL-Trp-OH
N-Acetyltryptophan
acetyltryptophan
DL-Acetyltryptophan
2-acetamido-3-(1H-indol-3-yl)propanoic acid
Tryptophan, N-acetyl-
DL-N-Acetyltryptophan
N-Acetyl-DL-tryptophane
DL-Tryptophan, N-acetyl-
NSC49124
n-acetyltryptophane
MFCD00005644
NSC 49124
CHEBI:70976
4460NBV53F
AC-Try
EINECS 201-739-3
NSC-49124
ACETYLTRYPTOPHAN, DL-
Tryptophan, N-acetyl-, DL-
Acetyl tryptophan
d,l-alpha-Acetylamino-3-indolepropionic acid
ACETYLTRYPTOPHAN [WHO-DD]
DTXSID40861672
2-(acetylamino)-3-(1H-indol-3-yl)propanoic acid
N-ACETYLTRYPTOPHAN [EP MONOGRAPH]
ACETYLTRYPTOPHAN, DL-(II)
ACETYLTRYPTOPHAN, DL-[II]
N-acetyl tryptophan
EINECS 214-935-9
N-Acetyltryptophan #
N-acetyltryptophanate sodium
N-ACETYLTRYPTOPHAN (EP MONOGRAPH)
N-alpha-Acetyl-DL-Tryptophan
Nalpha-acetyl-DL-tryptophan
UNII-4460NBV53F
MFCD00065021
DLAcetyltryptophan
DLNAcetyltryptophan
NAcetylDLtryptophane
Acetyl-dl-tryptophan
Na-Acetyl-D-tryptophan
Na-Acetyl-L-tryptophan
NalphaAcetylDLtryptophan
N-Acetyl DL-Tryptophan
N-acetyl-D,L-tryptophan
Cambridge id 5117020
2-Acetylamino-3-(1H-indol-3-yl)propionic acid
NCIOpen2_005595
Oprea1_817403
SCHEMBL57140
CBDivE_014228
MLS000686793
Acetyltryptophan;Ac-DL-Trp-OH
CHEMBL1905494
ACon1_001308
BDBM91686
DZTHIGRZJZPRDV-UHFFFAOYSA-
DTXCID30204473
HMS2271L03
HMS3372O11
ACETYLTRYPTOPHAN, DL- [II]
NSC90726
BBL000688
CCG-41706
STK367673
AKOS000120599
AKOS016040255
CS-W012698
d,lalphaAcetylamino3indolepropionic acid
FA10866
HY-W011982
AC-19242
AC-27041
NCI60_004180
SMR000339886
SY036184
SY036799
SY040644
VS-00668
DB-041633
DB-045994
DB-056991
A0120
dl-.alpha.-Acetamidoindole-3-propionic acid
NS00014999
DL-.alpha.-Acetylamino-3-indolepropionic acid
EN300-18555
2-acetamido-3-(1H-indol-3-yl)-propionic acid
d,l-.alpha.-Acetylamino-3-indolepropionic acid
M03109
AB00637124-07
SR-01000597217
SR-01000597217-1
SR-01000597217-2
BRD-A18626878-001-01-6
Q27139225
Z85881713
3AD26BD1-C587-4301-9682-DA13678CE54F
InChI=1/C13H14N2O3/c1-8(16)15-12(13(17)18)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7,12,14H,6H2,1H3,(H,15,16)(H,17,18)