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Arg-Arg β-naphthylamide trihydrochloride

Name: Arg-Arg &#946;-naphthylamide trihydrochloride
Brand: SIGMA

≥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

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Product Name

Arg-Arg β-naphthylamide trihydrochloride,

assay

≥99% (HPLC)

Quality Level

200

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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This Item	G1013	S9009	P4157
Sigma-Aldrich A3261 Arg-Arg β-naphthylamide trihydrochloride	Sigma-Aldrich G1013 Gly-Arg 4-methoxy-β-naphthylamide dihydrochloride	Sigma-Aldrich S9009 Sar-Pro-Arg p-nitroanilide dihydrochloride	Sigma-Aldrich P4157 Phe-Arg β-naphthylamide dihydrochloride
assay ≥99% (HPLC)	assay ≥98% (TLC)	assay ≥97% (HPLC)	assay ≥98% (TLC)
solubility water: 50 mg/mL, clear, colorless to faintly yellow	solubility ethanol: 20 mg/mL, clear, colorless to yellow	solubility water: 25 mg/mL, clear, colorless to light yellow	solubility water: 50 mg/mL, clear, colorless to faintly yellow
Quality Level 200	Quality Level 200	Quality Level 300	Quality Level 200
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. 2-8°C	storage temp. −20°C	storage temp. −20°C

General description

Arg-Arg β-naphthylamide is a dipeptide and a β-naphthylamide derivative.[1]

Substrate for dipeptidyl aminopeptidase III.

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)[2] and as a substrate for peptidase from black-pigmented bacteroides (BPB) and spirochetes.[1]

pictograms

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

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Dipeptidyl-aminopeptidases and aminopeptidases in Dictyostelium discoideum.

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)

Global targeting of functional tyrosines using sulfur-triazole exchange chemistry.

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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Global Trade Item Number

SKU	GTIN
A3261-250MG	04061832912783
A3261-5MG	04061832912790

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