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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
Mammalian lens dipeptidyl aminopeptidase III.
A A Swanson et al.
Biochemical and biophysical research communications, 84(4), 1151-1159 (1978-10-30)
Identification of periodontopathic bacteria based upon their peptidase activities.
H Suido et al.
Advances in dental research, 2(2), 304-309 (1988-11-01)
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)
Heung Sik Hahm et al.
Nature chemical biology, 16(2), 150-159 (2019-11-27)
Covalent probes serve as valuable tools for global investigation of protein function and ligand binding capacity. Despite efforts to expand coverage of residues available for chemical proteomics (e.g., cysteine and lysine), a large fraction of the proteome remains inaccessible with
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