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L-Citrulline

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Identification
Molecular formula
C6H13N3O3
CAS number
372-75-8
IUPAC name
2-amino-5-ureido-pentanoic acid
State
State

At room temperature, L-Citrulline is in a solid state, typically existing as a powder form.

Melting point (Celsius)
214.00
Melting point (Kelvin)
487.15
Boiling point (Celsius)
260.00
Boiling point (Kelvin)
533.15
General information
Molecular weight
175.19g/mol
Molar mass
175.1890g/mol
Density
1.4254g/cm3
Appearence

L-Citrulline is a white crystalline powder. It is often seen in dietary supplements where it is used to support increased energy production and improve athletic performance.

Comment on solubility

Solubility Characteristics of 2-amino-5-ureido-pentanoic acid

2-amino-5-ureido-pentanoic acid, with the chemical formula C6H13N3O3, exhibits notable solubility features due to its unique structural components. This compound is classified as an amino acid derivative, which influences its interaction with solvents, particularly water. Here are some key points regarding its solubility:

  • Water Solubility: Being an amino acid, it is highly soluble in water, attributed to the presence of both carboxylic and amino functional groups that can engage in hydrogen bonding with water molecules.
  • Solvent Interaction: The compound’s capacity to dissolve can be influenced by temperature and pH. Higher temperatures generally promote increased solubility.
  • Organic Solvents: The solubility in organic solvents is typically lower compared to water, as the compound is more hydrophilic due to its polar functional groups.
  • Effect of Salts: The presence of salts can also affect its solubility through phenomena known as salting in and salting out, which can complicate its behavior in solution.

In summary, the solubility of 2-amino-5-ureido-pentanoic acid is primarily governed by its hydrophilic characteristics, making it readily soluble in aqueous environments while exhibiting limited solubility in non-polar organic solvents. This property is particularly significant in biochemical applications and research involving protein synthesis and enzymatic activity.

Interesting facts

Interesting Facts About 2-Amino-5-ureido-pentanoic Acid

2-Amino-5-ureido-pentanoic acid is a unique compound that belongs to the class of amino acids, showcasing the fascinating interplay between biology and chemistry. Here are some interesting points about this compound:

  • Biological Significance: This compound is related to the structure of several important biomolecules, including certain peptides and proteins, thus playing a potential role in biological processes.
  • Enzyme Interaction: It is known to interact with various enzymes within biological systems, potentially influencing metabolic pathways.
  • Analytical Applications: 2-Amino-5-ureido-pentanoic acid can serve as a valuable reagent in biochemical assays due to its distinct functional groups.
  • Research Potential: Scientists are exploring its potential applications in drug development and therapeutic interventions, given its unique structural properties.
  • Peptide Synthesis: This compound offers intriguing possibilities in the synthesis of modified peptides, which can lead to the design of novel drug candidates.

As a chemistry student, you might find it particularly interesting how this compound's functional groups can lead to various reactivity patterns. The versatility of its structure allows for exciting applications in both biological and synthetic chemistry. As one researcher noted, "The beauty of amino acid derivatives is their ability to bridge the gap between natural and synthetic compounds."

In conclusion, 2-amino-5-ureido-pentanoic acid is more than just a simple compound; it embodies the rich tapestry of biochemical interactions and synthetic possibilities that make the study of chemical compounds endlessly fascinating.

Synonyms
DL-Citrulline
627-77-0
2-Amino-5-ureidopentanoic acid
Citrullin
DL-2-Amino-5-ureidovaleric acid
2-amino-5-(carbamoylamino)pentanoic acid
citrulina
Citrulline, (+/-)-
1OYO2NV4NM
CITRULLINE, (DL)
DL-Ornithine, N5-(aminocarbonyl)-
Ornithine, N5-carbamoyl-, DL-
EINECS 211-012-2
MFCD00007955
NSC-46711
DL-Ornithine, N(5)-(aminocarbonyl)-
N(5)-carbamoyl-DL-ornithine
N(5)-(aminocarbonyl)ornithine
CHEBI:18211
NSC27425
NSC46711
N(5)-(aminocarbonyl)-DL-ornithine
NSC 46711
N~5~-carbamoylornithine
H-D-Orn(carbamoyl)-OH
NORVALINE, 5-((AMINOCARBONYL)AMINO)-
N(5)-carbamoylornithine
N~5~-carbamoyl-L-ornithine
2-Amino-5-uredovaleric acid
cit
H-Orn(carbamoyl)-OH;L-Citrulline
MFCD00216469
Citrulline,(l)
citrulline (DL-form)
Spectrum_000037
.delta.-Ureidonorvaline
CITRULLINE, DL-
SpecPlus_000523
L(+)CITRULLINE
Spectrum2_001371
Spectrum3_001045
Spectrum4_001185
Spectrum5_001792
UNII-1OYO2NV4NM
N.delta.-Carbamylornithine
bmse000209
Epitope ID:141797
SCHEMBL20587
BSPBio_002570
KBioGR_001849
KBioSS_000397
N(.delta.)-Carbamylornithine
DivK1c_006619
SPBio_001322
SGCUT00061
SCHEMBL13282334
KBio1_001563
KBio2_000397
KBio2_002965
KBio2_005533
KBio3_001790
DTXSID40861910
to_000034
BBL027668
CCG-38847
NSC206276
s5124
STK802460
STL455121
AKOS005622468
L-(+)-2-Amino-5-ureidovaleric acid
L-CITRULLINE (1.12117)
N~5~-[hydroxy(imino)methyl]ornithine
CS-W017450
HY-W016734
PB48354
SDCCGMLS-0066976.P001
2aAminoa5a(carbamoylamino)pentanoic acid
2-azaniumyl-5-(carbamoylamino)pentanoate
NCGC00178596-01
.alpha.-Amino-.delta.-ureidovaleric acid
AS-60168
SY023288
SY032853
SY048344
DB-049088
DB-054282
NS00013538
D89239
EN300-1168657
L000975
SR-05000002410
SR-05000002410-1
BRD-A12237696-001-04-2
Q27102910