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18055

Sigma-Aldrich

4-Bromo-L-phenylalanine

≥98.0% (NT)

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About This Item

Empirical Formula (Hill Notation):
C9H10BrNO2
CAS Number:
24250-84-8
Molecular Weight:
244.09
Beilstein:
2212159
MDL number:
MFCD00063062
UNSPSC Code:
12352200
PubChem Substance ID:
57647705
NACRES:
NA.22

Assay

≥98.0% (NT)

form

solid

optical activity

[α]20/D −22.0±2°, c = 0.5% in H2O

reaction suitability

reaction type: solution phase peptide synthesis

mp

~265 °C (dec.)

application(s)

peptide synthesis

SMILES string

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

InChI

1S/C9H10BrNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1

InChI key

PEMUHKUIQHFMTH-QMMMGPOBSA-N

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Thermal neutron capture therapy: the Japanese-Australian clinical trial for malignant melanoma.
B J Allen et al.
Basic life sciences, 50, 69-73 (1989-01-01)
Inchan Kwon et al.
Journal of the American Chemical Society, 128(36), 11778-11783 (2006-09-07)
Introduction of a yeast suppressor tRNA (ytRNA(Phe)(CUA)) and a mutant yeast phenylalanyl-tRNA synthetase (yPheRS (T415G)) into an Escherichia coli expression host allows in vivo incorporation of phenylalanine analogues into recombinant proteins in response to amber stop codons. However, high-fidelity incorporation
Dose fractionation in neutron capture therapy for malignant melanoma.
B J Allen et al.
Basic life sciences, 50, 63-67 (1989-01-01)
James M Turner et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(17), 6483-6488 (2006-04-19)
Recently, tRNA aminoacyl-tRNA synthetase pairs have been evolved that allow one to genetically encode a large array of unnatural amino acids in both prokaryotic and eukaryotic organisms. We have determined the crystal structures of two substrate-bound Methanococcus jannaschii tyrosyl aminoacyl-tRNA
M Ibba et al.
FEBS letters, 364(3), 272-275 (1995-05-15)
It has previously been demonstrated that the unnatural amino acid p-Cl-phenylalanine can be attached to tRNA(Phe) by a modified phenylalanyl-tRNA synthetase with relaxed amino acid substrate specificity. We show that this modification to the translational machinery of Escherichia coli is
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