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Merck
CN

17755

4-Borono-L-phenylalanine

≥95.0% (HPLC)

Synonym(s):

4-Dihydroxyboryl-L-phenylalanine, L-BPA

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About This Item

Empirical Formula (Hill Notation):
C9H12BNO4
CAS Number:
Molecular Weight:
209.01
UNSPSC Code:
12352209
NACRES:
NA.21
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4458616
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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

SMILES string

N[C@@H](Cc1ccc(cc1)B(O)O)C(O)=O

InChI key

NFIVJOSXJDORSP-QMMMGPOBSA-N

assay

≥95.0% (HPLC)

storage temp.

2-8°C

Quality Level

Application

4-Borono-L-phenylalanine can be used as a building block in solid-phase peptide synthesis. It can also be used to synthesize substituted triazine derivatives as potential tryptophan hydroxylase inhibitors via Suzuki cross-coupling reaction using palladium as a catalyst.

Other Notes

Tyrosine analogue; employed for treatment of melanom cells by boron neutron capture therapy

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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W Yang et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 67(7-8 Suppl), S328-S331 (2009-05-27)
In the present report we have summarized studies carried out over the past five years on molecular targeting of the epidermal growth factor receptor (EGFR) and its mutant isoform, EFGRvIII, for BNCT of genetically engineered F98 rat gliomas, expressing either
Substituted 3-(4-(1, 3, 5-triazin-2-yl)-phenyl)-2-aminopropanoic acids as novel tryptophan hydroxylase inhibitors
Jin Haihong, et al.
Bioorganic & Medicinal Chemistry Letters, 19(17), 5229-5232 (2009)
C. Malan et al.
The Journal of Organic Chemistry, 63, 8019-8019 (1998)
Romina F Aromando et al.
Oral oncology, 46(5), 355-359 (2010-03-24)
Mast cell (MC) activation in the hamster cheek pouch cancerization model is associated with the increase in tumor cell proliferation, mediated in turn by tryptase, a protease released from mast cell granules after activation. Tryptase induces tumor cell proliferation through
Tsubasa Watanabe et al.
BMC cancer, 16(1), 859-859 (2016-11-09)
Boron neutron capture therapy (BNCT) is a cellular-level particle radiation therapy that combines the selective delivery of boron compounds to tumour tissue with neutron irradiation. L-p-Boronophenylalanine (L-BPA) is a boron compound now widely used in clinical situations. Determination of the

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