Atomfair Boronophenylalanine BPA, 4-BPA, L-BPA, Borofalan, 7N8 C9H12BNO4 CAS 76410-58-7

Description

Boronophenylalanine (C₉H₁₂BNO₄, CAS 76410-58-7) is a high-purity boronic acid derivative of phenylalanine, specifically designed for advanced research and clinical applications. This compound, also known as 4-Borono-L-phenylalanine (BPA), is a critical agent in Boron Neutron Capture Therapy (BNCT), a targeted radiotherapy for treating malignancies such as glioblastoma and melanoma. Its molecular structure features a boronic acid group at the para position of the phenyl ring, enabling selective accumulation in tumor cells for neutron irradiation. Our product is synthesized under stringent GMP-like conditions, ensuring ≥95% purity (HPLC) with minimal anhydride content, as confirmed by NMR and mass spectrometry. Supplied as a white to off-white crystalline powder, it is soluble in alkaline aqueous solutions and DMSO, making it ideal for in vitro and in vivo studies. Each batch undergoes rigorous QC testing for identity, potency, and endotoxin levels, meeting ISO 9001 standards for traceability.

Key Features:

• High radiopharmaceutical-grade purity (≥95%)
• Optimized for BNCT and boron delivery research
• Stable under controlled storage (2-8°C, desiccated)
• Compatible with PET tracer synthesis (e.g., ¹⁸F-labeled derivatives)
• Supported by comprehensive analytical data (COA, MSDS)

Properties

• CAS Number: 76410-58-7
• Complexity: 216
• IUPAC Name: (2S)-2-amino-3-(4-boronophenyl)propanoic acid
• InChI: InChI=1S/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: NFIVJOSXJDORSP-QMMMGPOBSA-N
• Exact Mass: 209.0859380
• Molecular Formula: C9H12BNO4
• Molecular Weight: 209.01
• SMILES: B(C1=CC=C(C=C1)C[C@@H](C(=O)O)N)(O)O
• Topological: 104
• Monoisotopic Mass: 209.0859380
• Synonyms: 4-Borono-L-phenylalanine, boronophenylalanine, L-p-boronophenylalanine, Borofalan, JSM63LV5MD, (2S)-2-amino-3-[4-(dihydroxyboranyl)phenyl]propanoic acid, 4-(2-amino-2-carboxyethyl)benzeneboronic acid, (2S)-2-amino-3-(4-(dihydroxyboranyl)phenyl)propanoic acid, 622-791-7, 807-298-9, 76410-58-7, (s)-2-amino-3-(4-boronophenyl)propanoic acid, 4-Boronophenylalanine, p-Boronophenylalanine, (2S)-2-amino-3-(4-boronophenyl)propanoic acid, L-Phenylalanine, 4-borono-, MFCD01075172, para-Boronophenylalanine, 10B-Bpa, para-Borono-L-phenylalanine, UNII-JSM63LV5MD, 4-(Dihydroxyboryl)-L-phenylalanine; L-BPA; L-p-Boronophenylalanine, l-phe[b(oh)2], l-4-boronophenylalanine, L-para-boronophenylalanine, (S)-4-boronophenylalanine, L-4-(2-Amino-2-carboxyethyl)benzeneboronic acid, L-4-Phenylalanineboronic acid, SCHEMBL204496, (s)-4-borono-l-phenylalanine, 4-(dihydroxyboryl)phenylalanine, CHEMBL125582, 4-Dihydroxyboryl-L-phenylalanine, DTXSID70227242, CHEBI:232826, NFIVJOSXJDORSP-QMMMGPOBSA-N, (2S)-2-azanyl-3-[4-(dihydroxyboranyl)phenyl]propanoic acid, (s)-(4-boronic acid)-phenylalanine, AKOS022172460, DS-6558, HY-W087830, AC-30249, FB139059, CS-0128618, (s)-2-amino-3-(4-boronophenyl)propanoicacid, 4-Borono-L-phenylalanine, >=95.0% (HPLC), W18622, A843586, BRD-K50122911-001-01-2, Q27281677, (2S)-2-amino-3-[4-(dihydroxyboryl)phenyl]propanoic acid, 4-Borono-L-phenylalanine (contains varying amounts of Anhydride), 7N8

Boronophenylalanine is primarily utilized in Boron Neutron Capture Therapy (BNCT) as a tumor-targeting boron carrier, where it selectively accumulates in cancer cells for subsequent neutron-induced fission. Researchers employ it to study boron pharmacokinetics and biodistribution in preclinical models of glioblastoma and head/neck cancers. It also serves as a precursor for synthesizing boronated amino acid analogs in radiopharmaceutical development. In biochemistry, it acts as a reversible inhibitor of enzymes like chymotrypsin via boronate affinity interactions.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (97.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.