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LCKLSL

Cat No.:V12565 Purity: ≥98%
LCKLSL is an N-terminal hexapeptide and a competitive annexin A2 (AnxA2) inhibitor that can effectively inhibit the binding of tissue plasminogen activator (tPA) to AnxA2.
LCKLSL
LCKLSL Chemical Structure CAS No.: 533902-29-3
Product category: Peptides
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
25mg
50mg
100mg
250mg
Other Sizes

Other Forms of LCKLSL:

  • LCKLSL hydrochloride
Official Supplier of:
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Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description
LCKLSL is an N-terminal hexapeptide and a competitive annexin A2 (AnxA2) inhibitor that can effectively inhibit the binding of tissue plasminogen activator (tPA) to AnxA2. LCKLSL also inhibits plasmin production and has anti-angiogenic effects.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
LCKLSL (0–2 mg) therapy reduced plasmin generation and VEGF-induced tPA activity in human retinal microvascular endothelial cells (RMVEC) in hypoxic circumstances [1].
ln Vivo
The angiogenic response was shown to be inhibited by application of LCKLSL in two in vivo models of angiogenesis (mouse Matrigel plug assay and chicken chorioallantoic membrane). The length of the channel was dramatically reduced by LCKLSL peptide treatment. Vascular branches, junctions, and endpoints were drastically reduced by LCKLSL peptide at a dosage of 5 μg/mL [1].
References
[1]. Mallika Valapala, et al. A Competitive Hexapeptide Inhibitor of Annexin A2 Prevents Hypoxia-Induced Angiogenic Events. J Cell Sci. 2011 May 1;124(Pt 9):1453-64.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H57N7O8S
Molecular Weight
675.881
Exact Mass
675.398
CAS #
533902-29-3
Related CAS #
LCKLSL hydrochloride
PubChem CID
146681222
Appearance
Typically exists as solid at room temperature
LogP
-2.1
Hydrogen Bond Donor Count
10
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
23
Heavy Atom Count
46
Complexity
998
Defined Atom Stereocenter Count
6
SMILES
CC(C)C[C@@H](C(=O)N[C@@H](CS)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)O)N
InChi Key
HTBYABHLBWELKC-BTNSXGMBSA-N
InChi Code
InChI=1S/C30H57N7O8S/c1-16(2)11-19(32)25(39)37-24(15-46)29(43)33-20(9-7-8-10-31)26(40)34-21(12-17(3)4)27(41)36-23(14-38)28(42)35-22(30(44)45)13-18(5)6/h16-24,38,46H,7-15,31-32H2,1-6H3,(H,33,43)(H,34,40)(H,35,42)(H,36,41)(H,37,39)(H,44,45)/t19-,20-,21-,22-,23-,24-/m0/s1
Chemical Name
(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2R)-2-[[(2S)-2-amino-4-methylpentanoyl]amino]-3-sulfanylpropanoyl]amino]hexanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]-4-methylpentanoic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.4796 mL 7.3978 mL 14.7955 mL
5 mM 0.2959 mL 1.4796 mL 2.9591 mL
10 mM 0.1480 mL 0.7398 mL 1.4796 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Effect of the LCKLSL hexapeptide on hypoxia-induced plasmin generation. (A) Confluent RMVECs exposed to hypoxia for 7 hours were incubated in the presence of biotinylated test (LCKLSL) and control (LGKLSL) hexapeptides, and the biotinylated proteins were isolated by conjugation with streptavidin. The pulled down extracts were subjected to immunoblotting with anti-AnxA2 antibody. (B) A chromogenic plasmin generation assay of RMVECs treated with the LCKLSL and LGKLSL peptides, and exposed to hypoxic conditions for 7 hours in the presence of recombinant plasminogen and a plasmin substrate. The fold increase in plasmin generation was calculated by normalizing the initial rates of plasmin generation in untreated cells, which was assigned a value of 1. The data are means+s.e.m. (n=7 for untreated controls and n=5 for peptide treatments). (C) Phase-contrast images and quantification of capillary tube formation of RMVECs seeded on Matrigel basement membrane and incubated with the LCKLSL or LGKLSL peptide in the presence of recombinant plasminogen. The cells exposed to normoxic conditions were used as controls to measure the baseline levels of tube formation. Images were acquired using a phase-contrast microscope and quantified using the NIH ImageJ software. The data are the mean tube length (+s.e.m.), and the tubes were quantified in five different microscope fields per sample. Each experiment was performed in triplicate and repeated at least twice. The topological parameters (number of branching points per field and the number of meshes per field) were evaluated and the data are represented. Scale bar: 200 μm. [1].Mallika Valapala, et al. A Competitive Hexapeptide Inhibitor of Annexin A2 Prevents Hypoxia-Induced Angiogenic Events. J Cell Sci. 2011 May 1;124(Pt 9):1453-64.
  • Effect of the LCKLSL hexapeptide on VEGF-induced activity of tPA in RMVECs under hypoxic conditions. (A) Effect of VEGF on the secreted and cell-surface levels of tPA was determined by ELISA of the EDTA eluates in the presence of the indicated concentrations of VEGF. Exposure to VEGF resulted in a significantly increased production of secreted and cell-surface levels of tPA. Data are the mean concentration of tPA in ng/ml. The experiments were performed in triplicate at least three times. (B) VEGF-induced increase in the activity of tPA was measured in the EDTA eluates using an ELISA-based activity assay. Data are the mean tPA activity in units per ml. The experiments were performed in triplicate at least three times. (C) RMVECs were exposed to hypoxia by co-incubating the cells with VEGF and the LCKLSL or LGKLSL peptides. The efficiency of the peptides in inhibiting VEGF-induced plasmin generation was measured by performing chromogenic plasmin generation assay. The data are represented as absorbance units (AUs). Cells exposed to normoxic conditions and treated with vehicle control were used as negative controls. The experiments were performed in triplicate at least three times. *P<0.05; **P<0.01 (compared with the control).[1].Mallika Valapala, et al. A Competitive Hexapeptide Inhibitor of Annexin A2 Prevents Hypoxia-Induced Angiogenic Events. J Cell Sci. 2011 May 1;124(Pt 9):1453-64.
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