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L-Methylaspartic acid

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Identification
Molecular formula
C5H9NO4
CAS number
4025-13-4
IUPAC name
(2R)-2-(methylamino)butanedioic acid
State
State

At room temperature, L-Methylaspartic acid is typically in a solid state. This solid state is characterized by its crystalline structure, which is common among amino acids and their derivatives.

Melting point (Celsius)
253.00
Melting point (Kelvin)
526.15
Boiling point (Celsius)
253.00
Boiling point (Kelvin)
526.00
General information
Molecular weight
147.13g/mol
Molar mass
147.1380g/mol
Density
1.4540g/cm3
Appearence

The compound generally appears as a crystalline solid or powder. It is white or off-white in color.

Comment on solubility

Solubility of (2R)-2-(methylamino)butanedioic acid

(2R)-2-(methylamino)butanedioic acid, also known as R-2-methylamino-succinic acid, presents an interesting profile in terms of solubility due to its unique structure. This compound contains both carboxylic acid groups and a methylamino group, which significantly influence its interaction with solvents.

Key features affecting solubility include:

  • Hydrophilicity: The presence of two carboxylic acid functional groups enhances the hydrophilicity of the compound, allowing it to readily interact with polar solvents such as water.
  • Molecular Interactions: The methylamino group can form hydrogen bonds with water molecules, further increasing the solubility in aqueous environments.
  • Concentration Dependence: Like many organic acids, solubility may vary with changes in pH, where increased acidity can ionize the carboxylic groups, enhancing solubility.

In summary, (2R)-2-(methylamino)butanedioic acid is expected to have good solubility in water, particularly at varying pH levels. Its capacity to engage in multiple interactions makes it a versatile compound for various applications in biochemical and pharmaceutical fields. As with many soluble compounds, precise solubility values can depend on factors like temperature and specific solvent conditions.

Interesting facts

Interesting Facts about (2R)-2-(methylamino)butanedioic acid

(2R)-2-(methylamino)butanedioic acid, often referred to in the context of its biochemical significance, showcases fascinating properties that make it a compound of interest in various fields, particularly in medicinal chemistry and biochemistry.

Biological Relevance

  • Intermediate in Metabolism: This compound plays a crucial role as a metabolic intermediate in the synthesis of amino acids and other essential biomolecules.
  • Potential Therapeutic Applications: Its structural characteristics may be exploited in the design of new drugs, particularly in the treatment of metabolic disorders.

Chemical Characteristics

  • Stereochemistry: The (2R) configuration is crucial for the biological activity of this compound, influencing how it interacts with enzymes and receptors in biological systems.
  • Functional Groups: The presence of both carboxylic acid and amine functional groups provides this compound with unique reactivity, allowing it to participate in various chemical reactions.

Considerations for Researchers

When working with (2R)-2-(methylamino)butanedioic acid, researchers often consider:

  • Chirality: The compound's chirality can have significant implications in pharmacodynamics and pharmacokinetics.
  • Solubility and Reactivity: Understanding how it behaves in different environments is essential for successful applications in both synthetic and biological systems.

In summary, (2R)-2-(methylamino)butanedioic acid is more than just a molecule; it represents a link between structure and function in biological systems, making it a topic of ongoing research and exploration in scientific studies.

Synonyms
N-methyl-D-aspartic acid
NMDA
6384-92-5
N-Methylaspartate
N-Methyl-D-aspartate
D-Aspartic acid, N-methyl-
Methyl aspartic acid
(R)-2-(Methylamino)succinic acid
n-methyl-d-aspartic acid (nmda)
(2R)-2-(methylamino)butanedioic acid
N-Me-D-Asp-OH
(R)-2-Ethylbutannedioic acid
NMDA (N-Methyl-D-aspartic acid)
N-Methyl aspartic acid
MFCD00004226
2-Methylamino-succinic acid
CHEMBL291278
CHEBI:31882
1903B9Q6PI
N methyl D aspartate
(R)-2-(Methylamino)succinic acid hydrochloride
SMR000326806
BRN 1724431
UNII-1903B9Q6PI
LC-488A
(R)-2-(Methylamino)succinic acid;NMDA;(2R)-2-Methylaminobutanedioic acid;N-Methyl-D-aspartate
OEM
N-Methyl-Daspartate
N-methyl D-aspartate
Me-D-Asp-OH
methyl-d-aspartic acid
Spectrum_001456
Tocris-0114
Spectrum2_001580
Spectrum3_001601
Spectrum4_000318
Spectrum5_001209
Lopac-M-3262
N-methyl D-aspartic acid
(NMDA)
NMDA [MI]
SCHEMBL2220
Lopac0_000775
BSPBio_003201
KBioGR_000936
KBioSS_001936
3-04-00-01522 (Beilstein Handbook Reference)
MLS000859947
MLS001333165
MLS001333166
DivK1c_000392
SPECTRUM1503636
SPBio_001520
GTPL4268
DTXSID8041082
HMS501D14
KBio1_000392
KBio2_001936
KBio2_004504
KBio2_007072
KBio3_002421
(R)-2-(Methylamino)succinicacid
(R)-2-Methylamino-succinic acid
METHYL ASPARTIC ACID, D-
NINDS_000392
GLXC-06522
HMS1922G08
HMS2233F23
HMS3262K12
HMS3886P09
Tox21_500775
AC2467
BDBM50013876
CCG-39358
HB0454
PDSP1_000779
PDSP2_000767
s7072
AKOS016843186
FM12671
LP00775
SDCCGSBI-0050753.P003
IDI1_000392
NCGC00015666-01
NCGC00024476-01
NCGC00024476-02
NCGC00024476-03
NCGC00024476-04
NCGC00024476-05
NCGC00024476-06
NCGC00024476-14
NCGC00261460-01
AC-24119
AS-15576
BM164154
HY-17551
EU-0100775
M1360
SW219059-1
N-Methyl-D-aspartic acid - Bio-X trade mark
M 3262
N-Methyl-D-aspartic acid, >=98% (TLC), solid
Q632856
SR-01000075456
SR-01000597701
SR-01000075456-1
SR-01000597701-1
BRD-K62414032-001-12-0
N-Methyl-D-aspartic Acid, Hydrate - CAS 6384-92-5