A2010

N_α-Acetyl-L-lysine

Name: <I>N</I><SUB>α</SUB>-Acetyl-<SC>L</SC>-lysine
Brand: SIGMA

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

Nα-Acetyl-L-lysine

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

Key Documents

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Product Name

N_α-Acetyl-L-lysine,

assay

≥98% (TLC)

Quality Level

200

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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Amino Acids

Biochemicals

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Chemistry & Biochemicals

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Show Differences

1 of 4

This Item	A4021	A3626	C3647
Sigma-Aldrich A2010 N_α-Acetyl-L-lysine	Sigma-Aldrich A4021 N_ε-Acetyl-L-lysine	Sigma-Aldrich A3626 N_α-Acetyl-L-ornithine	Sigma-Aldrich C3647 Z-L-Lys-SBzl hydrochloride
form powder	form powder	form powder	form powder
assay ≥98% (TLC)	assay ≥98% (TLC)	assay ≥98% (TLC)	assay ≥98% (TLC)
technique(s) ligand binding assay: suitable	technique(s) -	technique(s) ligand binding assay: suitable	technique(s) ligand binding assay: suitable
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
color colorless to white	color colorless to white	color colorless to white	color white

Application

N_α-Acetyl-L-lysine has been used as a substrate for lysyl oxidase for synthesis of authentic α-aminoadipic semialdehyde (AAS)-p-aminobenzoic acid (ABA).[1] It may be used in the synthesis of amino acid adducts of 4,4′-Methylenediphenyl diisocyanate (MDI).[2]

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)

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Acetylation of lysine 182 inhibits the ability of Mycobacterium tuberculosis DosR to bind DNA and regulate gene expression during hypoxia.

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)

Unexpected implications of STAT3 acetylation revealed by genetic encoding of acetyl-lysine.

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

Regulation of energy metabolism and mitochondrial function in skeletal muscle during lipid overfeeding in healthy men.

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

The novel histone de acetylase 6 inhibitor, MPT0G211, ameliorates tau phosphorylation and cognitive deficits in an Alzheimer's disease model.

Sheng-Jun Fan et al.

Cell death & disease, 9(6), 655-655 (2018-05-31)

Alzheimer's disease (AD) is a dreadful neurodegenerative disease that leads to severe impairment of cognitive function, leading to a drastic decline in the quality of life. The primary pathological features of AD include senile plaques (SPs) and intracellular neurofibrillary tangles

Proteomics, Post-translational Modifications, and Integrative Analyses Reveal Molecular Heterogeneity within Medulloblastoma Subgroups.

Tenley C Archer et al.

Cancer cell, 34(3), 396-410 (2018-09-12)

There is a pressing need to identify therapeutic targets in tumors with low mutation rates such as the malignant pediatric brain tumor medulloblastoma. To address this challenge, we quantitatively profiled global proteomes and phospho-proteomes of 45 medulloblastoma samples. Integrated analyses

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