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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

CEP-Lysine-d4 Exclusive

Cayman Chemical Item Number 9000595

CEP-Lysine-d4

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Description

CEP-Lysine-d4 contains four deuterium atoms at the carboxyethyl 2,3',3,3' positions. It is intended for use as an internal standard for the quantification of CEP-lysine by GC- or LC-mass spectrometry (MS). Docosahexaenoic acid (DHA) is an ω-3 polyunsaturated fatty acid that is abundant in the brain and in photoreceptor cell membranes in the retina. Oxidative cleavage of phospholipids containing DHA produces reactive electophilic phospholipid fragments, including 4-hydroxy-7-oxohept-5-enoates.1 These can interact with the primary amine group of lysyl residues to produce 2-(ω-carboxyethyl)pyrrole (CEP) derivatives, which are abundant in certain diseases.2,3 Advanced glycation end products, including CEP-lysine are biomarkers for age-related macular degeneration.(18413,18415} CEP-lysine-d4 is a deuterated form of CEP-lysine.

1 Lu, L., Gu, X., Hong, L., et al. Synthesis and structural characterization of carboxyethylpyrrole-modified proteins: Mediators of age-related macular degeneration. Bioorg Med Chem 17 7548-7561 (2009).

2 Gu, X., Sun, M., Gugiu, B., et al. Oxidatively truncated docosahexaenoate phospholipids: Total synthesis, generation, and peptide adduction chemistry. J Org Chem 68 3749-3761 (2003).

3 Crabb, J.W., Miyagi, M., Gu, X., et al. Drusen proteome analysis: An approach to the etiology of age-related macular degeneration. Proc Natl Acad Sci USA 99(23) 14682-14687 (2002).

Formal Name (S)-​2-​amino-​6-​(2-​(2-​carboxy-​ethyl)-​1H-​pyrrol-​1-​yl)-​hexanoic-​2,​2',​3,​3'-​d4-​acid
Molecular Formula C13H16D4N2O4
Formula Weight 272.3
Formulation A crystalline solid
Purity ≥99% deuterated product
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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OC(C([2H]​)​([2H]​)​C([2H]​)​([2H]​)​C1=CC=CN1CCCC[C@H]​(N)​C(O)​=O)​=O

Background Reading

Crabb, J.W., Miyagi, M., Gu, X., et al. Drusen proteome analysis: An approach to the etiology of age-related macular degeneration. Proc Natl Acad Sci USA 99(23) 14682-14687 (2002).

Gu, X., Sun, M., Gugiu, B., et al. Oxidatively truncated docosahexaenoate phospholipids: Total synthesis, generation, and peptide adduction chemistry. J Org Chem 68 3749-3761 (2003).

Gu, J., Pauer, G.J.T., Yue, X., et al. Assessing susceptibility to age-related macular degeneration with proteomic and genomic biomarkers. Mol Cell Proteomics 8 1338-1349 (2009).

Lu, L., Gu, X., Hong, L., et al. Synthesis and structural characterization of carboxyethylpyrrole-modified proteins: Mediators of age-related macular degeneration. Bioorg Med Chem 17 7548-7561 (2009).

Ni, J., Yuan, X., Gu, J., et al. Plasma protein pentosidine and carboxymethyllysine, biomarkers for age-related macular degeneration. Mol Cell Proteomics 8 1921-1933 (2009).

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Size Price Quantity Subtotal
500 µg $168.00 $0.00
1 mg $319.00 $0.00
5 mg $1,344.00 $0.00
10 mg $2,352.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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