L-p-Boronophenylalanine

CAT: 0804-HY-W087830-01Size: 250 mgDry Ice: NoHazardous: No

1 / 1

CAT#:0804-HY-W087830-01Size:250 mg

Selected

24/48H Stock Items & 2 to 6 Weeks non Stock Items.

Quick Request Actions

Description

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].

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.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Peptides

Clinical Information

No Development Reported

Chemical Information

L-p-Boronophenylalanine

P-Borono-L-phenylalanine is an organic molecular entity.

CAS Number	76410-58-7
PubChem CID	150315
IUPAC Name	(2S)-2-amino-3-(4-boronophenyl)propanoic acid
Molecular Formula	C9H12BNO4
Molecular Weight	209.01
Topological Polar Surface Area	104
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Heavy Atom Count	15
Formal Charge	0
Complexity	216

SMILES

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

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

InChIKey

NFIVJOSXJDORSP-QMMMGPOBSA-N

Chemical Structure

2D Structure

CAS: 76410-58-7

CID: 150315

Formula: C9H12BNO4

MW: 209.01

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	209.01
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Exact Mass	209.0859380
Monoisotopic Mass	209.0859380
Topological Polar Surface Area	104 Å²
Heavy Atom Count	15
Formal Charge	0
Complexity	216
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Related Products

Catalog	Name
HY-W795259-01	L-Val-P
HY-P4670	L-Valine p-nitroanilide
HY-W002291-01	P-Fluoro-L-phenylalanine
HY-134429-01	P-Nitrophenyl α-L-arabinopyranoside
HY-134420-01	P-Nitrophenyl α-L-fucoside
HY-W011391A-01	L-γ-Glutamyl-p-nitroanilide
HY-W141962-01	L-Methionine p-nitroanilide
HY-W345421-01	L-γ-Glutamyl-p-nitroanilide (hydrate)
HY-W011155-01	L-Proline p-nitroanilide (TFA)
HY-137895-01	L-Arginine p-nitroanilide dihydrochloride, 98%

Alternative Products

Catalog	Name
T202995-01	Boronophenylalanine HCl
GTR19242255-01	Boronophenylalanine B-10 HCl
RG-N162008-01	L-P-Chlorophenylalanine
T207185-01	L-Val-P
abx184156-01	L-p-Benzoylphenylalanine
A2710-01	NA-P--L-
MP161178	P -Coumaroyl L-arabinofuranoside
TXB-00081-01	P-Nitrophenyl α-L-fucoside
002466	P-Amino-L-phenylalanine
T41274	P-Fluoro-L-phenylalanine

L-p-Boronophenylalanine

Chemical Information

Related Products

Alternative Products

Popular Products