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Merck
CN

A3261

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
UNSPSC Code:
12352204
PubChem Substance ID:
24890755
NACRES:
NA.32
MDL number:
MFCD00058045

Key Documents

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Product Name

Arg-Arg β-naphthylamide trihydrochloride,

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

assay

≥99% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

Quality Level

200

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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.

General description

Arg-Arg β-naphthylamide is a dipeptide and a β-naphthylamide derivative.
Substrate for dipeptidyl aminopeptidase III.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H351

pcodes

P281

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM2252
BCCL7844
BCCK7861
BCCH9987
BCCG5733

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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)
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)
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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