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L3271

Sigma-Aldrich

Lys-Tyr-Lys acetate salt

≥97% (HPLC)

Synonym(s):

Lysyltyrosyllysine, acetate

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About This Item

Empirical Formula (Hill Notation):
C21H35N5O5 · xC2H4O2
Molecular Weight:
437.53 (free base basis)
MDL number:
MFCD00079406
UNSPSC Code:
12352209
PubChem Substance ID:
24896335
NACRES:
NA.26
Pricing and availability is not currently available.

Quality Level

100

Assay

≥97% (HPLC)

form

powder

color

white to off-white

storage temp.

−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

InChI key

OXXOYNFTOCTMGG-UVJOBNTFSA-N

Related Categories

Amino Acid Sequence

Lys-Tyr-Lys

Application

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 Actions

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF3997
BCCB5733
BCBW6337
BCBS0872V
BCBS0872

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Arg-Gly-Asp ≥97% (TLC)

Sigma-Aldrich

A8052

Arg-Gly-Asp

Gly-Tyr

Sigma-Aldrich

G3502

Gly-Tyr

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
V Favaudon
International journal of radiation biology, 55(3), 353-364 (1989-03-01)
OH.-induced covalent peptide-nucleotide adducts have been isolated by reverse-phase chromatography from the enzymic hydrolyzates of gamma-ray irradiated solutions containing double-stranded poly(deoxyadenylic-deoxythymidylic acid) and one of the tripeptides, lysyl-tryptophyl-lysine or lysyl-tyrosyl-lysine. Numerous compounds were formed, resulting presumably from different modes of
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
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
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