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14580

Sigma-Aldrich

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

≥97.0% (TLC)

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:
941689-36-7
Molecular Weight:
262.26 (anhydrous basis)
Beilstein:
9141770
MDL number:
MFCD24387945
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57647179
NACRES:
NA.22

Quality Level

100

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

Related Categories

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)

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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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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