CAS 79055-67-7

(2S)-2-ammonio-5-phosphonatopentanoate

Description:

(2S)-2-ammonio-5-phosphonatopentanoate, also known as L-2-amino-5-phosphonopentanoic acid (L-AP5), is an amino acid derivative characterized by the presence of both an amino group and a phosphonate group. This compound is a zwitterion, meaning it carries both a positive and a negative charge at physiological pH, which contributes to its solubility in water. L-AP5 is primarily recognized for its role as a competitive antagonist of the NMDA receptor, a subtype of glutamate receptor in the central nervous system, making it significant in neuropharmacology and research related to synaptic plasticity and neurodegenerative diseases. Its structural features include a five-carbon backbone with a phosphonate group at the fifth carbon, which is crucial for its biological activity. The compound is typically stable under standard laboratory conditions but may undergo hydrolysis or other reactions under extreme pH or temperature conditions. Overall, (2S)-2-ammonio-5-phosphonatopentanoate serves as an important tool in neuroscience research and has implications in understanding excitatory neurotransmission.

Formula: C₅H₁₂NO₅P

InChI: 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)/p-2/t4-/m0/s1

SMILES: C(C[C@@H](C(=O)[O-])N)CP(=O)([O-])O

Synonyms:

• L(+)-2-Amino-5-phosphonovaleric acid,95% ( >99% ee)
• (2S)-2-Amino-5-phosphonovaleric acid
• L(+)-2-AMINO-5-PHOSPHONOPENTANOIC ACID
• L-AP5
• (S)-5-Phosphono-2-aminovaleric acid
• L(+)-2-AMINO-5-PHOSPHONOVALERIC ACID

L(+)-2-Amino-5-phosphonovaleric acid

Controlled Product

CAS: 79055-67-7

Formula: C₅H₁₂NO₅P

Color and Shape: Neat

Molecular weight: 197.126

Ref: TR-L300100

L(+)-2-Amino-5-phosphonovaleric acid

CAS: 79055-67-7

L-2-Amino-5-phosphonovaleric acid is an inhibitory neurotransmitter that binds to the GABAA receptor. It is used in the treatment of bladder disorders, such as urinary frequency, urgency, and incontinence. L-2-Amino-5-phosphonovaleric acid has been shown to have a depressant effect on the central nervous system and can cause symptoms such as nausea, vomiting, and headache. This drug also has antimicrobial properties due to its ability to inhibit bacterial enzyme activities. L-2-Amino-5-phosphonovaleric acid blocks glutamate receptors in mouse hippocampal cells by binding the alpha1 subunit of the GABAA receptor. This prevents the influx of calcium ions into cells and inhibits phosphorylation of protein kinase C. L(+)-2-Amino-5-phosphonovaleric acid also inhibits pentosan polysulfate sodium,

Formula: C₅H₁₂NO₅P

Purity: Min. 95%

Molecular weight: 197.13 g/mol

Ref: 3D-EDA05567

L-AP5

CAS: 79055-67-7

L-AP5 is a NMDA antagonist.

Formula: C₅H₁₂NO₅P

Purity: 98%

Color and Shape: Solid

Molecular weight: 197.13

Ref: TM-T22909