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Merck

L3271

Sigma-Aldrich

Lys-Tyr-Lys -acetat (Salz)

≥97% (HPLC)

Synonym(e):

Lysyltyrosyllysine, acetate

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About This Item

Empirische Formel (Hill-System):
C21H35N5O5 · xC2H4O2
Molekulargewicht:
437.53 (free base basis)
MDL-Nummer:
UNSPSC-Code:
12352209
PubChem Substanz-ID:
NACRES:
NA.26

Qualitätsniveau

Assay

≥97% (HPLC)

Form

powder

Farbe

white to off-white

Lagertemp.

−20°C

SMILES String

CC(O)=O.NCCCC[C@H](N)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CCCCN)C(O)=O

InChI

1S/C21H35N5O5.C2H4O2/c22-11-3-1-5-16(24)19(28)26-18(13-14-7-9-15(27)10-8-14)20(29)25-17(21(30)31)6-2-4-12-23;1-2(3)4/h7-10,16-18,27H,1-6,11-13,22-24H2,(H,25,29)(H,26,28)(H,30,31);1H3,(H,3,4)/t16-,17-,18-;/m0./s1

InChIKey

OXXOYNFTOCTMGG-UVJOBNTFSA-N

Amino Acid Sequence

Lys-Tyr-Lys

Anwendung

Lysyltyrosyllysine (Lys-Tyr-Lys, KYK) is used together with uracil DNA glycosylase to quantify uracil. Lysyltyrosyllysine is also used as a model peptide to study free radical oxidation and electron capture mechanisms.

Biochem./physiol. Wirkung

Tripeptide can induce nicks at apurinic/apyrimidinic sites in circular DNA.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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1 of 2

R Barthwal et al.
Journal of molecular recognition : JMR, 4(2-3), 45-52 (1991-03-01)
The complete sequential assignment and conformation of d-GpCpGpC in D2O has been determined from 1D NMR spectra at 285-320 K and room temperature 2D-COSY and NOESY spectra. The tetradeoxynucleotide exists primarily as a right handed double helix at 285 K
The effect of neighboring amino acid residues and solution environment on the oxidative stability of tyrosine in small peptides.
Zhang J, Kalonia DS.
AAPS PharmSci, 8, E102-E102 (2007)
James S Prell et al.
Journal of the American Chemical Society, 130(38), 12680-12689 (2008-09-03)
The effects of water on electron capture dissociation products, molecular survival, and recombination energy are investigated for diprotonated Lys-Tyr-Lys solvated by between zero and 25 water molecules. For peptide ions with between 12 and 25 water molecules attached, electron capture
C L Limoli et al.
Mutagenesis, 12(6), 443-447 (1997-12-31)
Exposure to UVA radiation of SV40 DNA substituted with bromodeoxyuridine (BrdU) in the presence of Hoechst dye 33258 results in the production of uracil. The yield of uracil was determined by measuring the increase in the single-strand break (SSB) yield
J Pierre et al.
The Journal of biological chemistry, 256(20), 10217-10220 (1981-10-25)
Tripeptides containing aromatic residues between basic ones, such as Lys-Trp-Lys and Lys-Tyr-Lys can nick supercoiled or relaxed DNAs containing apurinic/apyrimidinic sites (AP-sites). The nicking, which is ionic strength-dependent, occurs at AP-sites, since native PM2 DNA is not hydrolyzed. The nicking

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