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14580

Sigma-Aldrich

Nα,Nα-Bis(carboxymethyl)-L-lysine hydrate

≥97.0% (TLC), for peptide synthesis

Synonym(s):

(S)-N-(5-Amino-1-carboxypentyl)iminodiacetic acid

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About This Item

Empirical Formula (Hill Notation):
C10H18N2O6 · xH2O
CAS Number:
Molecular Weight:
262.26 (anhydrous basis)
Beilstein:
9141770
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

product name

Nα,Nα-Bis(carboxymethyl)-L-lysine hydrate, ≥97.0% (TLC)

Quality Level

Assay

≥97.0% (TLC)

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

SMILES string

O.NCCCC[C@H](N(CC(O)=O)CC(O)=O)C(O)=O

InChI

1S/C10H18N2O6.H2O/c11-4-2-1-3-7(10(17)18)12(5-8(13)14)6-9(15)16;/h7H,1-6,11H2,(H,13,14)(H,15,16)(H,17,18);1H2/t7-;/m0./s1

InChI key

WTVPNZLAZFGAFK-FJXQXJEOSA-N

General description

Nα,Nα-Bis(carboxymethyl)-L-lysine hydrate is a synthetic amino acid used in solution phase peptide synthesis.

Application

<ul>
<li><strong>N and alpha;N and alpha;-Bis(carboxymethyl)-lysine hydrate in Biosensor Development:</strong> Zhang et al. explored the use of functionalized graphene oxide for the fabrication of biosensors aimed at detecting paraoxon, a nerve agent, where N and alpha;N and alpha;-Bis(carboxymethyl)-lysine hydrate is used as a part of the step-by-step process to anchor onto the GO-based materials (Zhang et al., 2014).</li>
<li><strong>Protein Purification Enhancements:</strong>N,N-Bis(carboxymethyl)-l-lysine hydrate (ANTA) is used in the synthesis of superparamagnetic Fe3O4/Au nanoparticles as a conjugating agent. It facilitates the attachment of Co2+ ions to the surface-modified Fe3O4/Au nanoparticles, resulting in the formation of Fe3O4/Aun and ndash;ANTA and ndash;Co2+ nanoparticles (Zhang et al., 2013).</li>
</ul>

Analysis Note

may contain up ~2 mol water and ~10% inorganic salts

Other Notes

Tricarboxylic acid used for preparing chelating resins employed for the chromatography of proteins

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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E Hochuli et al.
Journal of chromatography, 411, 177-184 (1987-12-18)
A novel nitrilotriacetic acid adsorbent has been prepared for metal chelate affinity chromatography. The new resin is a quadridentate chelate former and specially suitable for metal ions with coordination numbers of six, since two valencies remain for the reversible binding

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