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Sigma-Aldrich

Nα-Acetyl-L-lysine

≥98% (TLC), suitable for ligand binding assays

Synonym(s):

N2-acetyl-L-lysine

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About This Item

Linear Formula:
H2N(CH2)4CH(NHCOCH3)CO2H
CAS Number:
1946-82-3
Molecular Weight:
188.22
EC Number:
217-747-5
MDL number:
MFCD00008233
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24890614
NACRES:
NA.26

product name

Nα-Acetyl-L-lysine,

assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

colorless to white

mp

256-258 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

CC(=O)N[C@@H](CCCCN)C(O)=O

InChI

1S/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1

InChI key

VEYYWZRYIYDQJM-ZETCQYMHSA-N

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Application

Nα-Acetyl-L-lysine has been used as a substrate for lysyl oxidase for synthesis of authentic α-aminoadipic semialdehyde (AAS)-p-aminobenzoic acid (ABA). It may be used in the synthesis of amino acid adducts of 4,4′-Methylenediphenyl diisocyanate (MDI).

Biochem/physiol Actions

Nα-Acetyl-L-lysine is a biologically available N-terminal capped form of the proteinogenic α amino acid L-lysine. Nα-Acetyl-L-lysine is a substrate used to study and characterize lysyl oxidase(s).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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N Murata-Kamiya et al.
Nucleic acids research, 29(16), 3433-3438 (2001-08-16)
Methylglyoxal, a known endogenous and environmental mutagen, is a reactive alpha-ketoaldehyde that can modify both DNA and proteins. To investigate the possibility that methylglyoxal induces a crosslink between DNA and DNA polymerase, we treated a 'primed template' DNA and the
Jing Bi et al.
Emerging microbes & infections, 7(1), 108-108 (2018-06-15)
The DosR regulon is believed to be a key factor in latency adaptation of Mycobacterium tuberculosis and is strongly induced by multiple stresses, including hypoxia. Previous studies have revealed reversible acetylation of the conserved core DNA-binding lysine residue 182 (K182)
Osama Abo Alrob et al.
Cardiovascular research, 103(4), 485-497 (2014-06-27)
Lysine acetylation is a novel post-translational pathway that regulates the activities of enzymes involved in both fatty acid and glucose metabolism. We examined whether lysine acetylation controls heart glucose and fatty acid oxidation in high-fat diet (HFD) obese and SIRT3
Yael Belo et al.
Biochimica et biophysica acta. General subjects, 1863(9), 1343-1350 (2019-06-07)
The signal transducer and activator of transcription 3 (STAT3) protein is activated by phosphorylation of a specific tyrosine residue (Tyr705) in response to various extracellular signals. STAT3 activity was also found to be regulated by acetylation of Lys685. However, the
K Seyssel et al.
The Journal of clinical endocrinology and metabolism, 99(7), E1254-E1262 (2014-04-02)
The aim of this study was to evaluate the regulation of the fuel partitioning and energy metabolism in skeletal muscle during lipid overfeeding in healthy men. Design/Participants/Intervention: Thirty-nine healthy volunteers were overfed for 56 days with a high-fat diet (3180
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