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17755

Sigma-Aldrich

4-Borono-L-phenylalanine

≥95.0% (HPLC)

Synonym(s):

4-Dihydroxyboryl-L-phenylalanine, L-BPA

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250 MG
$323.00

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250 MG
$323.00

About This Item

Empirical Formula (Hill Notation):
C9H12BNO4
CAS Number:
76410-58-7
Molecular Weight:
209.01
Beilstein/REAXYS Number:
4458616
MDL number:
MFCD01075172
UNSPSC Code:
12352209
PubChem Substance ID:
329751559
NACRES:
NA.21

$323.00

In StockDetails

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Quality Level

100

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.[1] 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.[2]

Other Notes

Tyrosine analogue; employed for treatment of melanom cells by boron neutron capture therapy[3]

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM8654
BCCJ7825
BCCJ7032
BCCG7404
BCCF1519

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C. Malan et al.
The Journal of Organic Chemistry, 63, 8019-8019 (1998)
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)
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)
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