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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/REAXYS Number:
2167818
EC Number:
212-016-7
MDL number:
MFCD00037265
UNSPSC Code:
12352204
PubChem Substance ID:
24895770
NACRES:
NA.32

assay

≥98% (TLC)

Quality Level

200

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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)
P W Tardioli et al.
Biotechnology progress, 19(2), 565-574 (2003-04-05)
This paper presents stable carboxypeptidase A (CPA)-glyoxyl derivatives, to be used in the controlled hydrolysis of proteins. They were produced after immobilizing-stabilizing CPA on cross-linked 6% agarose beads, activated with low and high concentrations of aldehyde groups, and different immobilization
M E Sander et al.
Biochemical and biophysical research communications, 132(2), 681-687 (1985-10-30)
Carboxypeptidase A was incubated at -60 degrees C with an excess of O-(trans-p-chlorocinnamoyl)-L-phenyllactate, O-(hippuryl)-glycolate or N-(hippuryl)-L-phenylalanine. After rapid denaturation with trichloracetic acid the precipitated protein was reduced with [3H]NaCNBH3. 3H Labeled enzyme was isolated by gel chromatography on Sephadex G-25.
Digestive proteolytic activity in Apodiphus amygdali Germar (Hemiptera: Pentatomidae): effect of endogenous inhibitors
Ramzi S and Zibaee A
Journal of Entomological and Acarological Research, 46(2), 35-41 (2014)
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)
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