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H6875

Hippuryl-L-phenylalanine

Name: Hippuryl-<SC>L</SC>-phenylalanine
Brand: SIGMA

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

UNSPSC Code:

12352204

NACRES:

NA.32

PubChem Substance ID:

24895770

EC Number:

212-016-7

Beilstein/REAXYS Number:

2167818

MDL number:

MFCD00037265

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Properties

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

Description

General description

Substrate for carboxypeptidase A

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Protocols

Enzymatic Assay: Carboxypeptidase

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

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)

Design of new immobilized-stabilized carboxypeptidase a derivative for production of aromatic free hydrolysates of proteins.

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

Direct chemical evidence for the mixed anhydride intermediate of carboxypeptidase A in ester and peptide hydrolysis.

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.

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Global Trade Item Number

SKU	GTIN
H6875-1G	04061833802182
H6875-500MG	04061833802212