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H6875

Sigma-Aldrich

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:
744-59-2
Molecular Weight:
326.35
Beilstein:
2167818
EC Number:
212-016-7
MDL number:
MFCD00037265
UNSPSC Code:
12352204
PubChem Substance ID:
24895770
NACRES:
NA.32

Assay

≥98% (TLC)

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

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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Product stabilization of the two forms of carboxypeptidase A from buffalo pancreas
Sud M and Dua RD
Journal of Biosciences, 9(1-2), 83-90 (1985)
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
Digestion and protein metabolism of Trogoderma granarium (Coleoptera: Dermestidae) fed on different barley varieties
Mardani-Talaee M, et al.
Journal of Stored Products Research, 73(1-2), 37-41 (2017)
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
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Protocols

Enzymatic Assay: Carboxypeptidase

Carboxypeptidase A activity measured via continuous spectrophotometric rate determination assay with hippuryl-L-phenylalanine substrate.

Enzymatic Assay: Carboxypeptidase

Carboxypeptidase A activity measured via continuous spectrophotometric rate determination assay with hippuryl-L-phenylalanine substrate.

Enzymatic Assay: Carboxypeptidase

Carboxypeptidase A activity measured via continuous spectrophotometric rate determination assay with hippuryl-L-phenylalanine substrate.

Enzymatic Assay: Carboxypeptidase

Carboxypeptidase A activity measured via continuous spectrophotometric rate determination assay with hippuryl-L-phenylalanine substrate.

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