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H2508

Sigma-Aldrich

Hippuryl-Arg

carboxypeptidase substrate, chromogenic, ≥98% (TLC), powder

Synonym(s):

N-Benzoyl-Gly-Arg

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About This Item

Empirical Formula (Hill Notation):
C15H21N5O4
CAS Number:
744-46-7
Molecular Weight:
335.36
EC Number:
212-015-1
MDL number:
MFCD00055706
UNSPSC Code:
12352204
PubChem Substance ID:
24895502
NACRES:
NA.32

product name

Hippuryl-Arg, carboxypeptidase substrate

Assay

≥98% (TLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

NC(=N)NCCC[C@H](NC(=O)CNC(=O)c1ccccc1)C(O)=O

InChI

1S/C15H21N5O4/c16-15(17)18-8-4-7-11(14(23)24)20-12(21)9-19-13(22)10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,19,22)(H,20,21)(H,23,24)(H4,16,17,18)/t11-/m0/s1

InChI key

GFLCPYUSPYXNBV-NSHDSACASA-N

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Application

Hippuryl-Arg has been used as a substrate for:
  • aminopeptidase from Trogoderma granarium
  • exopeptidase from Bactrocera oleae Gmelin, midgut of Plagiodera versicolora
  • carboxypeptidase from Pichia pastoris

Biochem/physiol Actions

Hippuryl-Arg is a synthetic substrate for carboxypeptidase B, and aminopeptidase. The enzyme carboxypeptidase acts on C terminal of arginine and lysine.

Substrates

Substrate for carboxypeptidase B and carboxypeptidase N.

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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K Shibata et al.
Journal of bacteriology, 168(2), 1045-1047 (1986-11-01)
Mycoplasma salivarium produced citrulline, ammonia, and ATP from N-benzoylglycyl-L-arginine. The activity was inhibited by EDTA and was therefore concluded to be due to an arginine-specific carboxypeptidase. The activity was also found to exist in M. orale, M. buccale, M. faucium
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, 37-41 (2017)
H Schweisfurth et al.
Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie, 21(10), 605-609 (1983-10-01)
Kininase I (carboxypeptidase N; EC 3.4.17.3) consists of carboxypeptidase N1 (CN1) and carboxypeptidase N2 (CN2); these two enzymes can be differentiated by their activities towards hippuryl-L-arginine and hippuryl-L-lysine, respectively. A spectrophotometric assay for both carboxypeptidases in human serum is described
Expression, purification and characterization of porcine pancreatic Carboxypeptidase B from Pichia pastoris for the conversion of recombinant human insulin
Mansur M, et al.
Enzyme and Microbial Technology, 40(3), 476-480 (2007)
Hidefumi Komura et al.
Microbiology and immunology, 46(2), 115-117 (2002-04-10)
Carboxypeptidases (CP) in plasma and sera serve as regulators of anaphylatoxins such as C3a and C5a. The activity of CP can be measured by determining hippuric acid after cleavage of the small synthetic substrate hippuryl-L-arginine. Although a colorimetric assay is
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