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Merck

608041

L-Lysine-13C6,15N2 hydrochloride

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

Synonym(s):

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

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About This Item

Linear Formula:
H215N(13CH2)413CH(15NH2)13CO2H · HCl
CAS Number:
1200447-00-2
Molecular Weight:
190.59
NACRES:
NA.12
PubChem Substance ID:
24881987
UNSPSC Code:
12352209
MDL number:
MFCD00144647
Isotopic purity:
99 atom % 13C, 99 atom % 15N
Assay:
95% (CP)
Mass shift:
M+8
Form:
solid

Key Documents

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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;

SMILES string

Cl.[15NH2][13CH2][13CH2][13CH2][13CH2][13C@H]([15NH2])[13C](O)=O

InChI key

BVHLGVCQOALMSV-GSMNGUNQSA-N

isotopic purity

99 atom % 13C, 99 atom % 15N

assay

95% (CP)

form

solid

optical activity

[α]25/D +20.7°, c = 2 in 5 M HCl

technique(s)

bio NMR: suitable, protein expression: suitable

mp

263-264 °C (dec.) (lit.)

mass shift

M+8

storage temp.

room temp

Quality Level

200

Related Categories

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.

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.

Packaging

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MBBD8575
MBBD6543
MBBD6743
MBBD1130
MBBC8734

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Deep Phosphoproteomic Measurements Pinpointing Drug Induced Protective Mechanisms in Neuronal Cells.
Yu C, et al.
Frontiers in Physiology, 7, 635-635 (2016)
Whole cell proteome regulation by microRNAs captured in a pulsed SILAC mass spectrometry approach.
Ebner OA and Selbach M
Methods in Molecular Biology, 725, 315-331 (2011)
Ivan V Zhukov et al.
The journal of physical chemistry letters, 11(17), 7291-7296 (2020-08-14)
Multidimensional nuclear magnetic resonance (NMR) is based on a combination of well-established building blocks for polarization transfer. These blocks are used to design correlation experiments through one or a few chemical bonds or through space. Here, we introduce a building
Cell-specific labeling enzymes for analysis of cell-cell communication in continuous co-culture.
Tape CJ, et al.
Molecular and Cellular Proteomics, 13, 1866-1876 (2014)
Alex A Makarov et al.
Nature communications, 10(1), 3056-3056 (2019-07-13)
Lamin A is a nuclear intermediate filament protein critical for nuclear architecture and mechanics and mutated in a wide range of human diseases. Yet little is known about the molecular architecture of lamins and mechanisms of their assembly. Here we
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