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A2010

N_α-Acetyl-L-lysine

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

≥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

UNSPSC Code:

12352209

eCl@ss:

32160406

PubChem Substance ID:

24890614

NACRES:

NA.26

EC Number:

217-747-5

MDL number:

MFCD00008233

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Properties

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

Description

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). 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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Methylglyoxal, an endogenous aldehyde, crosslinks DNA polymerase and the substrate DNA.

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

Bromodomain protein Brd3 promotes Ifnb1 transcription via enhancing IRF3/p300 complex formation and recruitment to Ifnb1 promoter in macrophages.

Wenhui Ren et al.

Scientific reports, 7, 39986-39986 (2017-01-04)

As members of bromodomain and extra-terminal motif protein family, bromodomain-containing proteins regulate a wide range of biological processes including protein scaffolding, mitosis, cell cycle progression and transcriptional regulation. The function of these bromodomain proteins (Brds) in innate immune response has

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)

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Global Trade Item Number

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