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N-Acetyl lysyltyrosylcysteine amide

Product Name
N-Acetyl lysyltyrosylcysteine amide
CAS No.
1287585-40-3
Chemical Name
N-Acetyl lysyltyrosylcysteine amide
Synonyms
Ac-Lys-Tyr-Cys-NH2;N-acetyl lysyltyrosylcysteine amide;L-Cysteinamide, N2-acetyl-L-lysyl-L-tyrosyl-;N-acetyl lysyltyrosylcysteine amide(Myeloperoxidase inhibitor KYC)
CBNumber
CB56226324
Molecular Formula
C20H31N5O5S
Formula Weight
453.56
MOL File
1287585-40-3.mol
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N-Acetyl lysyltyrosylcysteine amide Property

Boiling point:
902.5±65.0 °C(Predicted)
Density 
1.273±0.06 g/cm3(Predicted)
storage temp. 
-20°C, protect from light
pka
9.18±0.10(Predicted)
form 
Solid
color 
White to off-white
InChIKey
JTHKLTJLEVKKFW-ULQDDVLXSA-N
SMILES
C(N)(=O)[C@H](CS)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CCCCN)NC(C)=O
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0088748
Product name
N-Acetyllysyltyrosylcysteineamide
Purity
99.81%
Packaging
1mg
Price
$90
Updated
2021/12/16
ChemScene
Product number
CS-0088748
Product name
N-Acetyllysyltyrosylcysteineamide
Purity
99.81%
Packaging
5mg
Price
$225
Updated
2021/12/16
ChemScene
Product number
CS-0088748
Product name
N-Acetyllysyltyrosylcysteineamide
Purity
99.81%
Packaging
10mg
Price
$380
Updated
2021/12/16
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N-Acetyl lysyltyrosylcysteine amide Chemical Properties,Usage,Production

Description

N-acetyl lysyltyrosylcysteine amide: an effective inhibitor of Myeloperoxidase activity
N-Acetyl lysyltyrosylcysteine amide is a potent, reversible, specific, and non-toxic tripeptide inhibitor of myeloperoxidase (MPO). This amide effectively inhibits the MPO generation of toxic oxidants in vivo. It reduces neuronal damage and preserves brain tissue and neurological function in the stroked brain. N-Acetyl lysyltyrosylcysteine amide inhibits MPO-dependent hypochlorous acid (HOCl) generation, protein nitration, and LDL oxidation[1].

Uses

N-Acetyl lysyltyrosylcysteine amide is a potent, reversible, specific, and non-toxic tripeptide inhibitor of myeloperoxidase (MPO). N-Acetyl lysyltyrosylcysteine amide effectively inhibits MPO generation of toxic oxidants in vivo. N-Acetyl lysyltyrosylcysteine amide reduces neuronal damage and preserves brain tissue and neurological function in the stroked brain. N-Acetyl lysyltyrosylcysteine amide inhibits MPO-dependent hypochlorous acid (HOCl) generation, protein nitration, and LDL oxidation[1][2].

Cytotoxicity

BAECs (passages 4–10) were seeded onto 96-well plates and cultured in MEM medium containing 10% FBS in a 5% CO2 and 100% humidity environment at 37°C. Increasing concentrations of KYC (0 to 4 mM, final concentration) were added to the culture medium and cells were incubated for another 24 h. The MTS assay determined the effects of KYC on cell viability. Caspase activities for apoptosis in the treated BAECs were measured with the Homogeneous Caspases Assay kit from Roche. Necrosis and mitochondrial functions were analyzed by the Mitochondrial ToxGlo? Assay kit.
Based on data from these studies, we conclude that KYC does not induce cell damage even at concentrations up to 4,000 μM. Compared with the basal levels of caspase activity (in the group without KYC treatment), BAECs treated with high KYC concentrations tended to decrease caspase activity, which may indicate that KYC protects cells at high concentrations through its free thiol antioxidant properties. This may explain why protease activity decreased in BAEC cultures incubated with 4,000 μM KYC.

in vivo

N-Acetyl lysyltyrosylcysteine amide (KYC) significantly decreases infarct size, blood-brain barrier leakage, infiltration of myeloid cells, loss of neurons, and apoptosis in the brains of middle cerebral artery occlusion (MCAO) mice[1].
N-Acetyl lysyltyrosylcysteine amide (10 mg/kg; i.p.; daily for 3-7 days) significantly reduces neurological severity scores and infarct size in MCAO mice[1].
N-Acetyl lysyltyrosylcysteine amide (10 mg/kg; i.p.; daily 7 days) significantly protects BBB function and decreased neutrophil infiltration. N-Acetyl lysyltyrosylcysteine amide (10 mg/kg; i.p.; daily 7 days) significantly reduces microglia/macrophage activation and neuron loss in MCAO mice. N-Acetyl lysyltyrosylcysteine amide (10 mg/kg; i.p.; daily for 3-7 days) decreases apoptosis and cell injury in the brains of MCAO mice. N-Acetyl lysyltyrosylcysteine amide reduced MPO in the brains of MCAO mice. N-Acetyl lysyltyrosylcysteine amide reduces NO2Tyr and 4-HNE in MCAO mice[1].

Animal Model:8-10 weeks old C57BL/6J mice (middle cerebral artery occlusion (MCAO) mode)[1]
Dosage:10 mg/kg
Administration:I.p.; daily for 3-7 days
Result:Significantly reduced neurological deficit and brain infarct size in mice subjected to MCAO.

References

[1] Zhang, Hao et al. “N-acetyl lysyltyrosylcysteine amide inhibits myeloperoxidase, a novel tripeptide inhibitor.” Journal of lipid research vol. 54,11 (2013): 3016-29. doi:10.1194/jlr.M038273

N-Acetyl lysyltyrosylcysteine amide Preparation Products And Raw materials

Raw materials

Preparation Products

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1287585-40-3, N-Acetyl lysyltyrosylcysteine amide Related Search:


  • N-acetyl lysyltyrosylcysteine amide(Myeloperoxidase inhibitor KYC)
  • L-Cysteinamide, N2-acetyl-L-lysyl-L-tyrosyl-
  • Ac-Lys-Tyr-Cys-NH2
  • N-acetyl lysyltyrosylcysteine amide
  • 1287585-40-3