CAS 76410-58-7

L-p-Boronophenylalanine

Description:

L-p-Boronophenylalanine (BPA) is a boron-containing amino acid derivative of phenylalanine, characterized by the presence of a boron atom attached to the phenyl group. It is primarily recognized for its potential applications in boron neutron capture therapy (BNCT), a targeted cancer treatment that exploits the unique properties of boron to selectively destroy cancer cells when exposed to neutron radiation. BPA is typically a white to off-white crystalline solid, soluble in water and various organic solvents, which facilitates its use in biological systems. The compound exhibits properties typical of amino acids, including the ability to participate in peptide bond formation and interactions with biological receptors. Its unique boron functionality allows for specific interactions in biological environments, making it a subject of interest in medicinal chemistry and cancer research. Additionally, the stability and reactivity of L-p-Boronophenylalanine can be influenced by pH and temperature, which are important factors to consider in therapeutic applications.

Formula: C₉H₁₂BNO₄

InChI: InChI=1/C9H12BNO4/c11-8(9(12)13)5-6-1-3-7(4-2-6)10(14)15/h1-4,8,14-15H,5,11H2,(H,12,13)/t8-/m0/s1

InChI key: InChIKey=NFIVJOSXJDORSP-QMMMGPOBSA-N

SMILES: C([C@@H](C(O)=O)N)C1=CC=C(B(O)O)C=C1

Synonyms:

• 10B-Bpa
• 4-(Dihydroxyboranyl)Phenylalanine
• 4-(Dihydroxyboryl)-<span class="text-smallcaps">L</span>-phenylalanine
• 4-(dihydroxyboranyl)-L-phenylalanine
• 4-Borono-<span class="text-smallcaps">L</span>-phenylalanine
• 4-Boronophenylalanine
• 4-Dihydroxyborylphenylalanine
• <span class="text-smallcaps">L</span>-BPA
• <span class="text-smallcaps">L</span>-Phenylalanine, 4-borono-
• <span class="text-smallcaps">L</span>-p-Boronophenylalanine
• L-Phenylalanine, 4-borono-
• para-Borono-L-phenylalanine
• para-Boronophenylalanine
• 4-(Dihydroxyboryl)-L-phenylalanine
• 4-Borono-L-phenylalanine
• L-BPA
• L-p-Boronophenylalanine
• 4-BORONO-L-PHENYLALANINE B10 ENRICHED
• L-4-PHENYLALANINEBORONIC ACID
• (S)-(4-BORONIC ACID)-PHENYLALANINE
• 4-L-BPA
• 4-Dihydroxyboryl-L-phenylalanine, L-BPA
• L-PHE[B(OH)2]

4-Borono-L-phenylalanine (contains varying amounts of Anhydride)

CAS: 76410-58-7

Formula: C₉H₁₂BNO₄

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 209.01

Ref: 3B-B6405

(S)-2-Amino-3-(4-boronophenyl)propanoic acid

CAS: 76410-58-7

Formula: C₉H₁₂BNO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 209.0069

Ref: IN-DA005Y45

4-Borono-L-phenylalanine

CAS: 76410-58-7

4-Borono-L-phenylalanine

Purity: ≥95%

Molecular weight: 209.01g/mol

Ref: 54-BUP17237

4-Borono-L-phenylalanine

CAS: 76410-58-7

Molecular weight: 209.01

Ref: 7W-GM4799

L-4-(2-Amino-2-carboxyethyl)benzeneboronic acid

CAS: 76410-58-7

L-4-(2-Amino-2-carboxyethyl)benzeneboronic acid

Formula: C₉H₁₂BNO₄

Purity: ≥95%

Color and Shape: white solid

Molecular weight: 209.01g/mol

Ref: 54-OR60018

4-Borono-L-phenylalanine

CAS: 76410-58-7

4-Borono-L-phenylalanine: antitumor agent for melanoma, glioblastoma trials in boron neutron capture therapy.

Formula: C₉H₁₂BNO₄

Purity: 96.45%

Color and Shape: Solid

Molecular weight: 209.01

Ref: TM-T77706

4-Borono-L-phenylalanine

Controlled Product

CAS: 76410-58-7

Applications 4-Borono-L-phenylalanine is an unnatural derivative of L-Phenylalanine (P319415). a nonpolar, essential amino acid that naturally occurs in the human body and is also used to treat patients with depression. 4-Borono-L-phenylalanine is also being used as a mediator in sequential boron neutron capture therapy, a new method of treating oral cancer.
References Birkmayer, W., et al.: J. Neural Transm., 59, 81 (1984); Johnson, D.,et al.: Nat. Chem. Biol., 7, 779 (2011); Kankaanranta, L., et al.: Int. J. Radiat. Oncol., 80, 369 (2011); Molinari, A., et al.: Radiat. Res., 175, 463 (2011)

Formula: C₉H₁₂BNO₄

Color and Shape: Neat

Molecular weight: 209.01

Ref: TR-B675600

4-Borono-L-phenylalanine

CAS: 76410-58-7

4-Borono-L-phenylalanine is a boron-containing compound that has been used to study the biological effects of radiation. 4-Borono-L-phenylalanine is an analytical tool for measuring neutron scattering and other physical properties. It has also been used as a biochemical probe in studies of DNA duplexes. 4-Borono-L-phenylalanine is toxic to cells, inhibiting protein synthesis, and it can induce apoptosis in tumor cells. In experimental models, 4-borono-L phenylalanine can be administered orally or intravenously and has shown acute toxicity in animals at doses of up to 1000 mg/kg body weight.

Formula: C₉H₁₂BNO₄

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 209.01 g/mol

Ref: 3D-FB139059

L-4-Phenylalanineboronic acid

CAS: 76410-58-7

Formula: C₉H₁₂BNO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 209.01

Ref: 10-F011054