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Azaserine

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Identification
Molecular formula
C5H7N3O4
CAS number
115-02-6
IUPAC name
(2S)-2-amino-6-diazo-5-oxo-hexanoic acid
State
State

The compound is in a solid state at room temperature.

Melting point (Celsius)
219.00
Melting point (Kelvin)
492.15
Boiling point (Celsius)
290.00
Boiling point (Kelvin)
563.15
General information
Molecular weight
173.12g/mol
Molar mass
173.1430g/mol
Density
1.3530g/cm3
Appearence

Azaserine typically appears as a white to light yellow crystalline powder. It is hygroscopic and decomposes in light.

Comment on solubility

Solubility of (2S)-2-amino-6-diazo-5-oxo-hexanoic acid

(2S)-2-amino-6-diazo-5-oxo-hexanoic acid, often referred to as a complex amino acid derivative, exhibits notable characteristics concerning its solubility. Understanding the solubility profile of this compound is essential for various applications, including biological and pharmaceutical contexts.


Key Aspects of Solubility

  • Polarity: The presence of both amino and keto functional groups contributes to the polar nature of the compound, which generally facilitates solubility in polar solvents, particularly water.
  • Hydrophilicity: The amino group can form hydrogen bonds with water molecules, enhancing solubility. Additionally, the diazo group may influence solubility under specific conditions.
  • Guiding Factors: Factors that can affect solubility include:
    • pH of the solution
    • Temperature
    • Concentration of other solutes

It is often noted that "like dissolves like," meaning compounds with similar polarities tend to dissolve well in each other. Consequently, (2S)-2-amino-6-diazo-5-oxo-hexanoic acid is expected to be soluble in aqueous solutions due to its polar functional groups. However, it may exhibit limited solubility in non-polar solvents.


In conclusion, the solubility of (2S)-2-amino-6-diazo-5-oxo-hexanoic acid is influenced by its structural characteristics, primarily due to the polarity introduced by functional groups present in its formula.

Interesting facts

Interesting Facts about (2S)-2-amino-6-diazo-5-oxo-hexanoic acid

(2S)-2-amino-6-diazo-5-oxo-hexanoic acid, also known as ADAH, is a fascinating compound that belongs to the class of amino acids. Below are some intriguing aspects of this compound that chemistry enthusiasts may find captivating:

  • Unique Structure: This compound is a member of the α-amino acid family, which features an amine group, a carboxylic acid, and a distinctive diazo group that contributes to its reactivity and overall properties.
  • Role in Biochemistry: Due to its structural features, ADAH can serve as a precursor for various biochemical pathways. The diazo functionality can give rise to interesting biological applications, including potential roles in medicinal chemistry.
  • Potential Applications: Researchers are exploring the utility of diazo-containing compounds like ADAH in fields such as:
    • Drug Development: Due to their unique reactivity and ability to form bonds with different biomolecules.
    • Organic Synthesis: These compounds can be valuable intermediates in synthetic chemistry.
  • Scientific Interest: Compounds with diazo groups are often of significant interest in the realm of material science and pharmacology, owing to their ability to engage in a diverse array of chemical reactions.
  • Research Frontier: The study of ADAH and similar compounds continues to be a vibrant area of research, offering insights into both fundamental chemistry and innovative applications in technology and medicine.

In essence, (2S)-2-amino-6-diazo-5-oxo-hexanoic acid not only provides a window into the complexities of amino acid chemistry but also presents exciting possibilities for future scientific advancements!

Synonyms
6-diazo-5-oxo-L-norleucine
157-03-9
diazooxonorleucine
L-DON
L-Norleucine, 6-diazo-5-oxo-
DON (pharmaceutical)
6-Diazo-5-oxo-L-nor-Leucine
NSC 7365
NSC-7365
L-6-Diazo-5-oxonorleucine
UNII-03J0H273KZ
BRN 1725815
AI3-26441
Norleucine, 6-diazo-5-oxo, L-
MFCD00037218
(S)-2-Amino-6-diazo-5-oxocaproic acid
CHEBI:138889
03J0H273KZ
4-04-00-03278 (Beilstein Handbook Reference)
6-DIAZO-5-OXO-L-NORLEUCINE [MI]
(2S)-2-amino-6-diazo-5-oxohexanoic acid
NSC7365
L-Norleucine,6-diazo-5-oxo-
H-6-Diazo-5-oxo-Nle-OH
Norleucine,6-diazo-5-oxo-
6 Diazo 5 oxo L norleucine
NCIMech_000302
NCIStruc1_000220
NCIStruc2_000175
(L)-DON
CHEMBL97485
CHEMBL4303391
L-DON;H-Glu(diazomethylketone)-OH;6-Diazo-5-oxo-L-2-aminohexanoic acid
SCHEMBL15349013
SCHEMBL15349015
KMX-010
NCI7365
YCWQAMGASJSUIP-YFKPBYRVSA-N
DTXSID501028846
EX-A1965
CCG-35449
CCG-37571
NCGC00013078
NSC823855
AKOS030213039
FD49029
L-Norleucine, 6-diazo-5-oxo-(9CI)
NSC-823855
NCGC00013078-02
NCGC00096202-01
6-Diazo-5-oxo-L-norleucine, crystalline
HY-108357
(2S)-2-amino-6-diazo-5-oxo-hexanoic acid
CS-0028442
NS00011811
C22429
F82153
Q245487
L-Nle(6-Diazo-5-oxo)-OH;6-Diazo-5-oxo-L-2-aminohexanoic acid