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Sulfo-NHS-LC-Biotin sodium

Cat No.:V67094 Purity: ≥98%
Sulfo-NHS-LC-Biotin sodium can be used for antibody labeling through amine reactions.
Sulfo-NHS-LC-Biotin sodium
Sulfo-NHS-LC-Biotin sodium Chemical Structure CAS No.: 191671-46-2
Product category: Fluorescent Dye
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: =99.4%

Product Description
Sulfo-NHS-LC-Biotin sodium can be used for antibody labeling through amine reactions.
Sulfo-NHS-LC-Biotin sodium (CAS#: 191671-46-2) is a water-soluble and amine-reactive biotinylation reagent. It has the molecular formula C₂₀H₂₉N₄NaO₉S₂ and a molecular weight of 556.59 g/mol. The compound contains a spacer arm connecting biotin to the NHS ester, which reduces steric hindrance. It is commonly used for labeling amine-containing proteins, antibodies, and other molecules. The reagent cannot penetrate intact membranes and serves as a useful tool for evaluating vascular permeability in both cerebral and retinal vasculature. Sulfo-NHS-LC-Biotin sodium is an amine-reactive biotinylation reagent used for antibody labeling.
Biological Activity I Assay Protocols (From Reference)
Targets
The NHS ester functional group on Sulfo-NHS-LC-Biotin sodium targets primary amines (-NH₂) on proteins, antibodies, and other biomolecules. The compound does not target a specific protein or enzyme but rather serves as a covalent labeling reagent that attaches biotin to amine-containing molecules. The biotin moiety then serves as a high-affinity ligand for avidin, streptavidin, and neutravidin proteins. The spacer arm reduces steric hindrance for improved binding. The compound is water-soluble and cannot penetrate intact membranes.
ln Vitro
The in vitro activity of Sulfo-NHS-LC-Biotin sodium is its function as an amine-reactive biotinylation reagent. The NHS ester reacts with primary amines to form stable amide bonds. The biotinylated product can be detected or purified using streptavidin-conjugated reagents. The compound is commonly used for labeling proteins and antibodies. The water solubility and membrane impermeability make it suitable for cell surface labeling applications.
ln Vivo
In vivo, Sulfo-NHS-LC-Biotin sodium is not used as a therapeutic agent. However, it serves as a useful tool for evaluating vascular permeability in both cerebral and retinal vasculature. The compound cannot cross the intact blood-retinal barrier, making it valuable for studying barrier function.
Enzyme Assay
In vitro biotinylation assays for Sulfo-NHS-LC-Biotin sodium involve incubating the NHS ester with amine-containing biomolecules in appropriate buffer conditions (typically pH 7-9). The reaction proceeds through nucleophilic attack of the primary amine on the NHS ester carbonyl, forming a stable amide bond and releasing N-hydroxysuccinimide as a byproduct. The biotinylated product can be detected using streptavidin-conjugated probes in Western blot, ELISA, or other assays.
Cell Assay
For in vitro cellular experiments, Sulfo-NHS-LC-Biotin sodium is used to label cell surface proteins. The compound is added to cell culture medium, where it reacts with primary amines on extracellular proteins. Because the reagent cannot penetrate intact membranes, it specifically labels surface-exposed proteins. After labeling, cells can be lysed and the biotinylated proteins can be isolated using streptavidin beads for further analysis.
Animal Protocol
For in vivo animal experiments, Sulfo-NHS-LC-Biotin sodium can be used to evaluate vascular permeability. The compound is administered intravenously, and because it cannot cross the intact blood-retinal barrier, its leakage into tissues indicates barrier disruption. Tissues can be collected and analyzed for biotin content using streptavidin-based detection methods.
ADME/Pharmacokinetics
Pharmacokinetic properties of Sulfo-NHS-LC-Biotin sodium have not been extensively characterized. The compound has a molecular weight of 556.59 g/mol and is water-soluble. It should be stored under appropriate conditions.
Toxicity/Toxicokinetics
The compound is intended for research use only and not for human therapeutic or diagnostic applications. Standard laboratory safety precautions should be observed when handling this chemical reagent.
References

[1]. A Novel Intravascular Drug Delivery Method Using Endothelial Biotinylation and Avidin-Biotin Binding. Drug Deliv. Oct-Dec 2001;8(4):215-22.

Additional Infomation
Sulfo-NHS-LC-Biotin sodium (CAS#: 191671-46-2) is a water-soluble amine-reactive biotinylation reagent with a spacer arm that reduces steric hindrance. It is used for labeling proteins and antibodies and for evaluating vascular permeability. The compound has no clinical or therapeutic applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H29N4NAO9S2
Molecular Weight
556.59
Exact Mass
556.127
CAS #
191671-46-2
PubChem CID
71571497
Appearance
White to yellow solid powder
LogP
1.586
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
14
Heavy Atom Count
36
Complexity
959
Defined Atom Stereocenter Count
3
SMILES
C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCCCCC(=O)ON3C(=O)CC(C3=O)S(=O)(=O)[O-])NC(=O)N2.[Na+]
InChi Key
JJGWLCLUQNFDIS-GTSONSFRSA-M
InChi Code
InChI=1S/C20H30N4O9S2.Na/c25-15(7-4-3-6-13-18-12(11-34-13)22-20(29)23-18)21-9-5-1-2-8-17(27)33-24-16(26)10-14(19(24)28)35(30,31)32;/h12-14,18H,1-11H2,(H,21,25)(H2,22,23,29)(H,30,31,32);/q;+1/p-1/t12-,13-,14?,18-;/m0./s1
Chemical Name
sodium;1-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoyloxy]-2,5-dioxopyrrolidine-3-sulfonate
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: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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)
DMSO: 83.33 mg/mL (149.72 mM)
H2O: 20 mg/mL (35.93 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (3.74 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (3.74 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (3.74 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.7967 mL 8.9833 mL 17.9665 mL
5 mM 0.3593 mL 1.7967 mL 3.5933 mL
10 mM 0.1797 mL 0.8983 mL 1.7967 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.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
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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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