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Key Documents

A3913

Sigma-Aldrich

L-Argininamide dihydrochloride

≥98%, suitable for ligand binding assays

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About This Item

Empirical Formula (Hill Notation):
C6H15N5O · 2HCl
CAS Number:
Molecular Weight:
246.14
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

L-Argininamide dihydrochloride,

Assay

≥98%

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

storage temp.

−20°C

SMILES string

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

InChI

1S/C6H15N5O.ClH/c7-4(5(8)12)2-1-3-11-6(9)10;/h4H,1-3,7H2,(H2,8,12)(H4,9,10,11);1H/t4-;/m0./s1

InChI key

BPQLYFCEVVKLLX-WCCKRBBISA-N

Application

L-Argininamide dihydrochloride has been used as an additive to compare its effect over L-arg in egg lysozyme refolding studies. It has also been used as a component of substrate stock solution for enzymatic kyotorphin synthesis.

Biochem/physiol Actions

L-Argininamide (L-Arm) is a hydrophilic amino acid derivative that is used as a model compound in physicochemical characteristic studies of ligand binding DNA aptamers and their potential development as fluorescent aptasensors.

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 1

Target Organs

Eyes

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

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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Veli Cengiz Ozalp
Analytical and bioanalytical chemistry, 402(2), 799-804 (2011-11-01)
An interferometry-based method was developed for detection of a small molecule, argininamide. The quantification of argininamide was demonstrated using aptamers immobilized on silicone oxynitride sensor surface via avidin-biotin binding. The aptamers formed a thin film over avidin layer corresponding to
Max Keller et al.
Journal of medicinal chemistry, 51(24), 8168-8172 (2008-12-05)
Synthesis and characterization of (R)-N(alpha)-(2,2-diphenylacetyl)-N-(4-hydroxybenzyl)-N(omega)-([2,3-(3)H]-propanoyl)argininamide ([(3)H]-UR-MK114), an easily accessible tritium-labeled NPY Y(1) receptor (Y(1)R) antagonist (K(B): 0.8 nM, calcium assay, HEL cells) derived from the (R)-argininamide BIBP 3226, is reported. The radioligand binds with high affinity (K(D), saturation: 1.2 nM
Po-Hsun Lin et al.
Biotechnology journal, 7(11), 1367-1375 (2012-06-09)
Aptamers are rare functional nucleic acids with binding affinity to and specificity for target ligands. Recent experiments have lead to the proposal of an induced-fit binding mechanism for L-argininamide (Arm) and its binding aptamer. However, at the molecular level, this
Stefan Weiss et al.
Bioorganic & medicinal chemistry, 18(17), 6292-6304 (2010-08-07)
N(G)-Acylated argininamides, covering a broad range of lipophilicity (calculated logD values: -1.8-12.5), were synthesized and investigated for NPY Y(1) receptor (Y(1)R) antagonism, Y(1)R affinity and stability in buffer (N(G)-deacylation, yielding BIBP 3226). Broad structural variation of substituents was tolerated. The
Hiroaki Ozaki et al.
Bioorganic & medicinal chemistry letters, 16(16), 4381-4384 (2006-06-08)
Fluorescent DNA probes for L-argininamide were developed by a combination of DNA aptamers and fluorophore-quencher pairs. These molecules were synthesized by a combination of pre- and post-synthetic modification methods. The fluorescence-labeled aptamer could detect L-argininamide specifically. The binding affinities were

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