A2010

N_α-Acetyl-L-lysine

Name: <I>N</I><SUB>&#945;</SUB>-Acetyl-<SC>L</SC>-lysine
Brand: SIGMA
Price: 3390 CZK

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

Nα-Acetyl-L-lysine

Synonym(s):

N²-acetyl-L-lysine

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1 G

CZK 3,390.00

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About This Item

Linear Formula:

H₂N(CH₂)₄CH(NHCOCH₃)CO₂H

CAS Number:

1946-82-3

Molecular Weight:

188.22

UNSPSC Code:

12352209

eCl@ss:

32160406

PubChem Substance ID:

24890614

NACRES:

NA.26

EC Number:

217-747-5

MDL number:

MFCD00008233

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

Related Categories

Amino Acids – Building Blocks of Life Science

Biochemicals

Cell Culture Supplements & Reagents

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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

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

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)

Crystal structure of the human BRD2 bromodomain: insights into dimerization and recognition of acetylated histone H4.

Yoshihiro Nakamura et al.

The Journal of biological chemistry, 282(6), 4193-4201 (2006-12-07)

The BET (bromodomains and extra terminal domain) family proteins recognize acetylated chromatin through their bromodomain and act as transcriptional activators. One of the BET proteins, BRD2, associates with the transcription factor E2F, the mediator components CDK8 and TRAP220, and RNA

A method for genetically installing site-specific acetylation in recombinant histones defines the effects of H3 K56 acetylation.

Heinz Neumann et al.

Molecular cell, 36(1), 153-163 (2009-10-13)

Lysine acetylation of histones defines the epigenetic status of human embryonic stem cells and orchestrates DNA replication, chromosome condensation, transcription, telomeric silencing, and DNA repair. A detailed mechanistic explanation of these phenomena is impeded by the limited availability of homogeneously

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Global Trade Item Number

SKU	GTIN
A2010-100MG	04061833343319
A2010-500MG	04061832420998
A2010-1G	04061833343326

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