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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:
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
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Product Name

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

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

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General description

Nα,Nα-Bis(carboxymethyl)-L-lysine hydrate is a synthetic amino acid used in solution phase peptide synthesis.[1]

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[1]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH8302
BCCH3912
BCCH3334
BCCH2696
BCCH5050

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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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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