588423
Phenethylboronic acid
Synonym(s):
2-Phenylethaneboronic acid
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About This Item
Linear Formula:
C6H5CH2CH2B(OH)2
CAS Number:
Molecular Weight:
149.98
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C8H11BO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5,10-11H,6-7H2
SMILES string
OB(O)CCc1ccccc1
InChI key
VPRUMANMDWQMNF-UHFFFAOYSA-N
mp
76-81 °C (lit.)
functional group
phenyl
Quality Level
Related Categories
Application
Reactant involved in:
Reactant used in studies of the stability of boronic esters to hydrolysis
- Suzuki-Miyaura cross-coupling reactions
- Reactions with α-diazocarbonyl compounds
- C-H functionalization of quinones
- Cross-coupling with aromatic amines
- Arylation and alkylation of diphenylisoxazole
Reactant used in studies of the stability of boronic esters to hydrolysis
Other Notes
Contains varying amounts of anhydride
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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B Goz et al.
Biochemical pharmacology, 35(20), 3587-3591 (1986-10-15)
Several compounds have been tested for their ability to inhibit bovine pancreatic alpha-chymotrypsin (Ki) and their ability to inhibit cell replication (IC50). There is good agreement over three orders of magnitude between the Ki and the IC50 values of these
A calorimetric investigation of the binding of indole and phenylethane boronic acid to chymotrypsin.
J B Jones et al.
The Journal of biological chemistry, 258(4), 2135-2142 (1983-02-25)
The heat of formation of the chymotrypsin-phenylethane boronic acid complex has been observed calorimetrically from pH 4 to 8 at 25 degrees C and is found to be pH-dependent, changing from near -6 kcal/mol at pH 4 to -13 kcal/mol
Structure of a tetrahedral transition state complex of alpha-chymotrypsin dimer at 1.8-A resolution.
A Tulinsky et al.
The Journal of biological chemistry, 262(16), 7737-7743 (1987-06-05)
A 1.8-A resolution x-ray crystallographic restrained least squares refinement has been carried out on the phenylethane boronic acid (PEBA) complex of alpha-chymotrypsin dimer (alpha-CHT), and it has been compared to the 1.67-A resolution structure of the native enzyme. PEBA has
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