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608041 Sigma-Aldrich

L-Lysine-13C6,15N2 hydrochloride

99 atom % 15N, 99 atom % 13C, 95% (CP)

Synonym: (S)-2,6-Diaminohexanoic acid-13C6,15N2 hydrochloride, 13C and 15N Labeled Lys, 13C and 15N Labeled lysine hydrochloride, SILAC Amino Acid

  • CAS Number 1200447-00-2

  • Linear Formula H215N(13CH2)413CH(15NH2)13CO2H · HCl

  • Molecular Weight 190.59

  •  MDL number MFCD00144647

  •  PubChem Substance ID 24881987

  •  NACRES NA.12

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Properties

Related Categories Alphabetical Listings, Amino Acids & Derivatives, Amino Acids and Derivatives, Biomolecular NMR, I-L,
Quality Level   200
isotopic purity   99 atom % 13C
  99 atom % 15N
assay   95% (CP)
optical activity   [α]25/D +20.7°, c = 2 in 5 M HCl
mp   263-264 °C (dec.) (lit.)
mass shift   M+8
SMILES string   Cl.[15NH2][13CH2][13CH2][13CH2][13CH2][13C@H]([15NH2])[13C](O)=O
InChI   1S/C6H14N2O2.ClH/c7-4-2-1-3-5(8)6(9)10;/h5H,1-4,7-8H2,(H,9,10);1H/t5-;/m0./s1/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1;
InChI key   BVHLGVCQOALMSV-GSMNGUNQSA-N

Description

General description

Lysine is a basic ketogenic amino acid with a protonated alkyl amino group. Lysine degradation results in the formation of acetoacetate. Acetylation/deacetylation of lysine residues in histones is a mechanism to regulate chromatin organization in eukaryotes. Isotope labeled amino acids are required for the production of isotopically labeled proteins.

Application

• L-Lysine-13C6,15N2 hydrochloride has been used in pSILAC (pulsed stable isotope labeling by amino acids in cell culture) mass spectrometry to study protein profile in cells transfected with microRNAs.
• It has been used in SILAC isotopic labeling for the characterization of lysine racemase.
• It has been used in SILAC labeling for phosphoproteomic measurements in neuro-2a cells treated with and without GFKP-19 (2-pyrrolidone derivative).

Pulsed Stable Isotope labeling of amino acid has been used to study host-cell function, survival, the precise intracellular pathways in protein synthesis of HIV-1 infected human monocytederived macrophages.

Packaging

1, 2 g in glass bottle

100, 250 mg in glass bottle

This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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D9443 Dulbecco’s Modified Eagle’s Medium - low glucose, liquid, sterile-filtered, suitable for cell culture, designed for isotope labeling in cell culture applications
R1780 RPMI-1640 Medium, With L-glutamine and sodium bicarbonate. Without arginine, leucine, lysine, and phenol red, liquid, sterile-filtered, suitable for cell culture, designed for isotope labeling for cell culture applications

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