H6875
Hippuryl-L-phenylalanine
Synonym(s):
Hippuryl-Phe, N-Benzoyl-Gly-Phe
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About This Item
Empirical Formula (Hill Notation):
C18H18N2O4
CAS Number:
Molecular Weight:
326.35
Beilstein:
2167818
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32
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Assay
≥98% (TLC)
Quality Level
form
powder
solubility
acetic acid: 50 mg/mL, clear, colorless
storage temp.
−20°C
SMILES string
OC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)c2ccccc2
InChI
1S/C18H18N2O4/c21-16(12-19-17(22)14-9-5-2-6-10-14)20-15(18(23)24)11-13-7-3-1-4-8-13/h1-10,15H,11-12H2,(H,19,22)(H,20,21)(H,23,24)/t15-/m0/s1
InChI key
CCLJGZGVIQBNDH-HNNXBMFYSA-N
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Application
Hippuryl-L-phenylalanine has been used as a substrate for screening carboxypeptidase activity in Trogoderma granarium, Bactrocera oleae Gmelin and Apodiphus amygdali.
Biochem/physiol Actions
Hippuryl-L-phenylalanine is a substrate for carboxypeptidase A enzyme.
Substrates
Substrate for carboxypeptidase A
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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E Normant et al.
Neuropeptides, 30(1), 13-17 (1996-02-01)
We have designed two radioactive substrates, hippuryl-L-[3H]phenylalanine and 3-(p-hydroxy, m-[125I]phenyl)propionic acid ([125I]Bolton reagent) derivative of L-arginyl-L-phenylalanine, i.e. [125I]BRF, for a highly sensitive assay of carboxypeptidase A (CPA) activity. After cleavage of the C-terminal phenylalanine residue by CPA, the radioactive product
Determination of kininase I and kininase II activities in human urine by high-performance liquid chromatography.
G Porcelli et al.
Journal of chromatography, 414(2), 423-428 (1987-03-06)
Anke Schwarzenberger et al.
Frontiers in microbiology, 11, 586120-586120 (2020-11-17)
The harmful bloom-forming cyanobacterium Planktothrix is commonly considered to be nutritionally inadequate for zooplankton grazers, resulting in limited top-down control. However, interactions between Planktothrix and zooplankton grazers are poorly understood. The food quality of Planktothrix is potentially constrained by morphological
J F Sebastian et al.
Canadian journal of biochemistry, 56(5), 329-333 (1978-05-01)
3,3-Diphenylpropanoate (DPP) activates the carboxypeptidase A catalyzed hydrolysis of benzoylglycyl-L-phenylalanine (BzGly-L-Phe) (Ka = 2.1 x 10 (-3) M) and inhibits ester hydrolysis uncompetitively (K1 =2.1 X 10 (-3) M). A common modifier binding site located adjacent to the peptide and
J H Cho et al.
Biochemistry, 40(34), 10197-10203 (2001-08-22)
We have investigated the function of Tyr248 using bovine wild-type CPA and its Y248F and Y248A mutants to find that the K(M) values were increased by 4.5-11-fold and the k(cat) values were reduced by 4.5-10.7-fold by the replacement of Tyr248
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