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AP5

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Identification
Molecular formula
C5H12NO5P
CAS number
79055-68-8
IUPAC name
2-amino-5-phosphono-pentanoic acid
State
State

At room temperature, AP5 is a solid substance.

Melting point (Celsius)
250.00
Melting point (Kelvin)
523.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
183.10g/mol
Molar mass
183.0970g/mol
Density
1.4900g/cm3
Appearence

AP5 is typically found as a white crystalline powder. It is frequently used in research and can be found in a laboratory setting in this powdered form.

Comment on solubility

Solubility of 2-amino-5-phosphono-pentanoic acid

The solubility of 2-amino-5-phosphono-pentanoic acid (C5H12NO5P) exhibits some interesting characteristics due to its unique molecular structure. This compound is classified as an amino acid with a phosphonic acid group, which significantly influences its solubility profile.

Key points regarding its solubility include:

  • Water Solubility: 2-amino-5-phosphono-pentanoic acid is known to be highly soluble in water. This is primarily attributed to the presence of both amino (-NH2) and phosphonic acid (-PO3H2) functional groups that can form hydrogen bonds with water molecules.
  • Effect of pH: The solubility can be affected by the pH of the solution. In an acidic environment, the phosphonic group tends to remain protonated, which aids in solubility. Conversely, at higher pH levels, deprotonation of this group may influence its interaction with water.
  • Influence of Ionic Strength: The solubility may also vary with ionic strength, making it more soluble in solutions with lower concentrations of other salts. This aligns with the principle that organic compounds with polar functional groups can be solubilized by polar solvents.

In summary, the solubility behavior of 2-amino-5-phosphono-pentanoic acid can be characterized as highly soluble in aqueous environments, and is influenced by factors such as pH and ionic strength, making it versatile for various applications in biochemical research.

Interesting facts

Interesting Facts about 2-Amino-5-Phosphono-Pentanoic Acid

2-amino-5-phosphono-pentanoic acid, commonly referred to as AP5, is a fascinating compound widely recognized for its role as a selective antagonist of the NMDA receptor. This compound holds particular significance in the field of neuroscience due to its influence on synaptic plasticity and neurological research. Here are some intriguing aspects of AP5:

  • Role in Neurotransmission: AP5 acts specifically on NMDA receptors, which are critical for synaptic transmission and memory function. Its antagonistic properties make it a valuable tool in studying the mechanisms underlying excitatory neurotransmission.
  • Research Applications: Scientists often use AP5 in experimental settings to inhibit NMDA receptors, enabling them to explore the roles these receptors play in learning, memory, and various neurodegenerative diseases.
  • Clinical Interest: Due to its function, AP5 is a candidate for investigation in conditions such as Alzheimer's disease and other cognitive disorders, as researchers look for ways to modulate receptor activity to improve cognitive functions.
  • Structural Characteristics: The unique structure of AP5 includes a phosphonate group, which is essential for its receptor binding characteristics. This aspect makes AP5 a stimulating subject of study in medicinal chemistry.
  • Challenges in Development: While the compound shows great promise in research, developing drugs based on AP5 or similar compounds requires overcoming challenges related to bioavailability and specificity in vivo.

As a compound that bridges the gap between chemistry and neuroscience, 2-amino-5-phosphono-pentanoic acid exemplifies how a chemical’s unique properties can lead to groundbreaking discoveries in understanding brain function and developing potential therapeutic approaches. Its study continues to reveal complex interactions within the brain, contributing significantly to our knowledge of neuropharmacology.

Synonyms
76326-31-3
DL-AP5
2-Amino-5-phosphonopentanoic acid
DL-2-Amino-5-phosphonopentanoic acid
5-Phosphononorvaline
2-Amino-5-phosphonovaleric Acid
2-AMINO-5-PHOSPHONOVALERATE
2-Amino-5-phosphovaleric acid
DL-2-Amino-5-phosphonovaleric acid
2-Amino-5-phosphopentanoic acid
76726-92-6
2-APV
(+/-)-2-Amino-5-phosphonopentanoic acid
CHEBI:138644
DL-Norvaline, 5-phosphono-
CHEMBL28862
39PJ29YY8Z
App acid
C5H12NO5P
dl-APV
2-Amino-5-phosphono-pentanoic acid
Apv acid
SR-01000075417
Norvaline, 5-phosphono-
5-Phosphono-DL-norvaline
UNII-39PJ29YY8Z
(R)-2-amino-5-phosphonopentanoicacid
5-Phosphononorvaline; (+/-)-2-Amino-5-phosphonovaleric acid; 2-APV; AP 5; APV
MFCD00010515
Lopac0_000018
AP 5 (AMINO ACID)
DL-AP-5
DL-AP5?
MLS002153456
SCHEMBL158652
D-AP5?
L-2-Amino-5-phosphonopentanoic acid; L-2-Amino-5-phosphonovaleric acid
VOROEQBFPPIACJ-UHFFFAOYSA-
DTXSID90893701
VOROEQBFPPIACJ-UHFFFAOYSA-N
HMS3260C17
EDA05567
EX-A7666
DL-2-amino-5-phosphono valericacid
Tox21_500018
BDBM50004897
HB0251
STL565728
AKOS005067826
AKOS037623587
(y)-2-Amino-5-phosphonopentanoic acid
APV (+/-)-
CCG-204114
LP00018
SDCCGSBI-0050007.P002
(?)-2-Amino-5-phosphonopentanoic acid
(+/-)-2-amino-5-phosphonovaleric acid
(R)-2-Amino-5-phosphono-pentanoic acid
NCGC00015065-03
NCGC00015065-04
NCGC00015065-05
NCGC00015065-09
NCGC00024470-02
NCGC00024470-03
NCGC00260703-01
(+/-)-Amino-5-phosphono-pentanoic acid
(APV)2-Amino-5-phosphono-pentanoic acid
2-Amino-5-phosphono-pentanoic acid anion
BD162539
SMR000326892
DB-056047
DL-2-Amino-5-phosphonovaleric acid (AP5)
DL-2-Amino-5-phosphonovaleric acid, 98%
HY-100714
NORVALINE, 5-PHOSPHONO- (+/-)-
2-Amino-5-phosphono-pentanoic acid(D-AP5)
2-Amino-5-phosphono-pentanoic acid(R-AP5)
2-Amino-5-phosphono-pentanoic acid(S-AP5)
CS-0020138
DL-2-Amino-5-phosphonopentanoic acid, solid
EU-0100018
AP 5 (+/-)-
AP-5 (+/-)-
(+/-)-AMINO-5-PHOSPHONOPENTANOIC ACID
A 5282
D93187
SR-01000075417-1
SR-01000075417-3
Q27105144
( inverted question mark)-2-Amino-5-phosphonopentanoic acid
( inverted question mark)-AP-5; ( inverted question mark)-AP-V
5-Phosphononorvaline; ()-2-Amino-5-phosphonovaleric acid; 2-APV; AP 5; APV
636-035-9
InChI=1/C5H12NO5P/c6-4(5(7)8)2-1-3-12(9,10)11/h4H,1-3,6H2,(H,7,8)(H2,9,10,11)