L-p-Boronophenylalanine

L-p-Boronophenylalanine is a boron-containing substrate for L-type amino acid transporters (LAT1 and LAT2) . L-p-Boronophenylalanine enters tumor cells by competing with natural amino acids for LAT, selectively accumulating boron in cancer cells. L-p-Boronophenylalanine can be used in boron neutron capture therapy (BNCT) . When boron-10 captures thermal neutrons, a nuclear reaction occurs, producing high-energy alpha particles and lithium nuclei, which kill cancer cells at close range with little damage to surrounding tissues. L-p-Boronophenylalanine can be used in cancer research, especially glioblastoma and anaplastic astrocytoma[1][2].

Product Specifications

CAS Number

[76410-58-7]

UNSPSC

12352005

Hazard Statement

H315, H319, H335

Target

Biochemical Assay Reagents

Type

Peptides

Related Pathways

Others

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/l-p-boronophenylalanine.html

Purity

99.84

Solubility

1 M HCl : 10 mg/mL (ultrasonic; warming; adjust pH to 2 with 1 M HCl; heat to 60°C) |DMSO : 10.94 mg/mL (ultrasonic; adjust pH to 2 with 1 M HCl)

Smiles

O=C(O)[C@@H](N)CC1=CC=C(B(O)O)C=C1

Molecular Formula

C9H12BNO4

Molecular Weight

209.01

Precautions

H315, H319, H335

References & Citations

[1]Fukuda T, et al. 4-Iodobenzonitrile as a fluorogenic derivatization reagent for chromatographic analysis of L-p-boronophenylalanine in whole blood samples using Suzuki coupling reaction. Anal Chim Acta. 2024 Jul 18;1313:342700.|[2]Shull Brian K, et al. Evidence for spontaneous, reversible paracyclophane formation. Aprotic solution structure of the boron neutron capture therapy drug, Lp-boronophenylalanine. Journal of the Chemical Society, Perkin Transactions 2 3 (2000) : 557-561.