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A2010

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 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

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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