L3271
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)
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
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
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| L3271-50MG | 04061833272350 |