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Lacto-N-fucopentaose I

Alias: LNF I; LNF-I; Lacto-N-fucopentaose I
Cat No.:V23654 Purity: ≥98%
Lacto-N-fucopentaose I (LNFPI) is a human breast milk oligosaccharide (HMO) with antiviral and anti-bacterial effect.
Lacto-N-fucopentaose I
Lacto-N-fucopentaose I Chemical Structure CAS No.: 7578-25-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes
Official Supplier of:
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Product Description
Lacto-N-fucopentaose I (LNFPI) is a human breast milk oligosaccharide (HMO) with antiviral and anti-bacterial effect. Lacto-N-fucopentaose I blocks virus adsorption by reducing capsid protein VP1, increases CDK2, and reduces cyclin E to restore cell cycle S phase arrest. Lacto-N-fucopentaose I inhibits apoptosis of virus-infected cells. Lacto-N-fucopentaose I also inhibits ROS production. Lacto-N-fucopentaose I can also modulate intestinal flora and influence immune system development.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Lacto-N-fucopentose I (25-3200 μg/mL; 48 h) exhibits no hazardous reaction below 1600 μg/mL, but above 3200 μg/mL it exhibits some cytotoxicity [1]. For 14–18 hours, lacto-N-fucopentose I (25–1600 μg/mL) prevents EV71-infected RD cells from dying [1]. In EV71-infected RD cells, lacto-N-fucopentose I (100–400 μg/mL; 16 hours) dramatically decreased VP1 mRNA levels and ROS production at 400 μg/mL, leading to EV71-induced RD cells recovery from S phase arrest[1]. Lacto-N-fucopentose I (100 and 200 μg/mL; 3 days) dramatically lowers the levels of Egl-1, Ced-3, and Ced-4 and slows the apoptosis of Caenorhabditis elegans cells [1]. The amount of Micromonospora, Vibrio, Acidobacter, Gaelicella, Steroidobacterium, Variobacterium, Dactylosporium, RB41, Pir4_lineage, Pyridella, Haliangium, Roseiflexus, Pedomicrobium, and Bradyrhizobium can all be increased while the abundance of Sphingomonas, Stenotrophomonas, and Achromobacter can be decreased.
Cell Assay
Cell viability assay [1]
Cell Types: RD Cell
Tested Concentrations: 25, 50, 100, 200, 400, 800, 1600 and 3200 μg/mL
Incubation Duration: 48 h
Experimental Results: Certain cytotoxicity was demonstrated at 3200 μg/mL , but no toxic reaction below 1600 micrograms/ml.

RT-PCR[1]
Cell Types: RD cells (infected with EV71)
Tested Concentrations: 100, 200 and 400 μg/mL
Incubation Duration: 16 hrs (hours)
Experimental Results: VP1 mRNA levels were Dramatically diminished only at 400 μg/mL.

Apoptosis analysis [1]
Cell Types: RD cells (infected with EV71)
Tested Concentrations: 100, 200 and 400 μg/mL
Incubation Duration: 16 h
Experimental Results: The early apoptosis rate was diminished to 10.9% ± 1.26% at 400 μg/mL mL, compared with 27.7% ± 2.13% in the untreated EV71 group. Dramatically inhibits the activities of caspase-3, caspase-8 and caspase-9. Restore diminished PAPR, NF-κB and Bcl-2 mRNA expression, and appropriately regulate Bad and Fas to normal levels.

Cell cycle analysis [1]
Cell Types: RD cells (infected with EV71)
Tested Concentrations: 100, 200 and 400 μg/mL
Incubation Duration: 12 h
Experimental Results: Rescued EV71-induced S phase arrest, which promoted the transition of the G1 phase to the S phase.
References

[1]. Fucosylated oligosaccharide Lacto-N-fucopentaose I ameliorates enterovirus 71 infection by inhibiting apoptosis. Food Chem X. 2022 Feb 4;13:100244.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C32H55NO25
Molecular Weight
853.77
Exact Mass
853.306
CAS #
7578-25-8
PubChem CID
53477883
Appearance
White to off-white solid powder
LogP
-9.3
Hydrogen Bond Donor Count
16
Hydrogen Bond Acceptor Count
25
Rotatable Bond Count
17
Heavy Atom Count
58
Complexity
1290
Defined Atom Stereocenter Count
22
SMILES
C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H](O[C@@H]([C@H]3O)CO)O[C@H]4[C@H]([C@H](O[C@H]([C@@H]4O)O[C@H]([C@@H](CO)O)[C@@H]([C@H](C=O)O)O)CO)O)NC(=O)C)CO)O)O)O)O)O
InChi Key
DTVXXTISAIGIBA-LDODJJGTSA-N
InChi Code
InChI=1S/C32H55NO25/c1-8-16(42)21(47)23(49)30(51-8)58-28-22(48)18(44)12(5-36)54-32(28)56-26-15(33-9(2)39)29(52-13(6-37)19(26)45)57-27-20(46)14(7-38)53-31(24(27)50)55-25(11(41)4-35)17(43)10(40)3-34/h3,8,10-32,35-38,40-50H,4-7H2,1-2H3,(H,33,39)/t8-,10-,11+,12+,13+,14+,15+,16+,17+,18-,19+,20-,21+,22-,23-,24+,25+,26+,27-,28+,29-,30-,31-,32-/m0/s1
Chemical Name
N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxyoxan-4-yl]oxy-4-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Synonyms
LNF I; LNF-I; Lacto-N-fucopentaose I
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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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 1.1713 mL 5.8564 mL 11.7128 mL
5 mM 0.2343 mL 1.1713 mL 2.3426 mL
10 mM 0.1171 mL 0.5856 mL 1.1713 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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.

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  • Click the “Calculate” button
  • 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.

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