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
Beilstein/REAXYS Number:
4458616
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.21
Recommended Products
Quality Level
assay
≥95.0% (HPLC)
storage temp.
2-8°C
SMILES string
N[C@@H](Cc1ccc(cc1)B(O)O)C(O)=O
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
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
Makoto Shirakawa et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 67(7-8 Suppl), S88-S90 (2009-05-19)
We aimed at securing sufficient concentrations of (10)B in boron neutron capture therapy (BNCT) by developing a new drug delivery system. We have designed and developed a novel lipid analog and succeeded in using it to develop the new boron
The preparation of solid-supported peptide boronic acids derived from 4-borono-L-phenylalanine and their affinity for alizarin
Duggan PJ and Offermann DA
Australian Journal of Chemistry, 60(11), 829-834 (2007)
C. Malan et al.
The Journal of Organic Chemistry, 63, 8019-8019 (1998)
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