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A3261

Sigma-Aldrich

Arg-Arg β-naphthylamide trihydrochloride

≥99% (HPLC), powder

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About This Item

Empirical Formula (Hill Notation):
C22H33N9O2 · 3HCl
CAS Number:
100900-26-3
Molecular Weight:
564.94
MDL number:
MFCD00058045
UNSPSC Code:
12352204
PubChem Substance ID:
24890755
NACRES:
NA.32

product name

Arg-Arg β-naphthylamide trihydrochloride,

Assay

≥99% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

SMILES string

Cl.Cl.Cl.N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(=O)Nc1ccc2ccccc2c1

InChI

1S/C22H33N9O2.3ClH/c23-17(7-3-11-28-21(24)25)19(32)31-18(8-4-12-29-22(26)27)20(33)30-16-10-9-14-5-1-2-6-15(14)13-16;;;/h1-2,5-6,9-10,13,17-18H,3-4,7-8,11-12,23H2,(H,30,33)(H,31,32)(H4,24,25,28)(H4,26,27,29);3*1H/t17-,18-;;;/m0.../s1

InChI key

RNVXXFQJTJQVER-NCXIRTITSA-N

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General description

Arg-Arg β-naphthylamide is a dipeptide and a β-naphthylamide derivative.

Application

Arg-Arg β-naphthylamide trihydrochloride has been used as a substrate for the enzyme dipeptidyl peptidase 3 expressed in human embryonic kidney cells (HEK293T) and as a substrate for peptidase from black-pigmented bacteroides (BPB) and spirochetes.

Substrates

Substrate for dipeptidyl aminopeptidase III.

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H351

Precautionary Statements

P281

Hazard Classifications

Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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S A Chan et al.
Biochemical and biophysical research communications, 127(3), 962-968 (1985-03-29)
Extracts prepared from culminating cells of Dictyostelium discoideum have been found to contain dipeptidyl-aminopeptidases I (EC 3.4.14.1), II (EC 3.4.14.2), III (EC 3.4.14.4), arginine aminopeptidase (EC 3.4.11.6) and valine aminopeptidase. Dipeptidyl-aminopeptidase III was the most active of the dipeptidyl-aminopeptidases; its
Dipeptidyl arylamidase III of the pituitary. Purification and characterization.
S Ellis et al.
The Journal of biological chemistry, 242(20), 4623-4629 (1967-10-25)
Mammalian lens dipeptidyl aminopeptidase III.
A A Swanson et al.
Biochemical and biophysical research communications, 84(4), 1151-1159 (1978-10-30)
A rapid assay for dipeptidyl aminopeptidase III in human erythrocytes.
T H Jones et al.
Analytical biochemistry, 119(2), 418-423 (1982-01-15)

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