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N-(Benzyloxycarbonyloxy)succinimide

N-(Benzyloxycarbonyloxy)succinimide is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
N-(Benzyloxycarbonyloxy)succinimide
N-(Benzyloxycarbonyloxy)succinimide Chemical Structure CAS No.: 13139-17-8
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1kg
Other Sizes
Official Supplier of:
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Product Description
N-(Benzyloxycarbonyloxy)succinimide is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
N-(Benzyloxycarbonyloxy)succinimide (Z-OSu, N-(Benzyloxycarbonyloxy)succinimide) (CAS 13139-17-8) is a succinimide derivative with molecular formula C₁₂H₁₁NO₅ and molecular weight 249.22 g/mol. It appears as a white to off-white fine crystalline powder with a decomposition temperature of 81°C. The compound is moisture sensitive. N-(Benzyloxycarbonyloxy)succinimide is a biochemical compound used as a biomaterial or organic/chemical reagent for biomedical research.
Biological Activity I Assay Protocols (From Reference)
Targets
N-(Benzyloxycarbonyloxy)succinimide does not have a defined pharmacological target. It is a chemical reagent used primarily in peptide chemistry for the protection of amines, especially useful for the protection of the ε-amino group in lysine and ornithine. The compound is used in the preparation of peptide thioacids and peptide precursors. It is also used in the preparation of aminoglycoside derivatives for the inhibition of topoisomerase in both human and bacterial systems.
ln Vitro
In vitro, N-(Benzyloxycarbonyloxy)succinimide is primarily used as a chemical reagent for peptide synthesis and protein modification. It is a reagent used in the preparation of peptide thioacids and peptide precursors. The compound is also used in the preparation of aminoglycoside derivatives for the inhibition of topoisomerase. It is commonly used as a reagent for the modification of proteins and peptides.
ln Vivo
In vivo activity data for N-(Benzyloxycarbonyloxy)succinimide itself are not available, as the compound is not intended for in vivo administration. It is a chemical reagent used exclusively in vitro for peptide synthesis and protein modification applications. The compound is not designed for therapeutic use and has no established in vivo pharmacokinetic or pharmacodynamic profile.
Enzyme Assay
For in vitro enzyme/receptor binding studies, N-(Benzyloxycarbonyloxy)succinimide is not evaluated as a test compound. Instead, it serves as a reagent for the synthesis of test compounds. The compound's properties include a molecular weight of 249.22 g/mol and it is moisture sensitive. It is used in the preparation of aminoglycoside derivatives for topoisomerase inhibition studies.
Cell Assay
For in vitro cell-based experiments, N-(Benzyloxycarbonyloxy)succinimide is not used directly in cell culture. It is a chemical reagent used for the synthesis of compounds that may subsequently be tested in cell-based assays. The compound itself is not evaluated in cell-based assays. Standard cell culture protocols are not applicable for this reagent.
Animal Protocol
In vivo animal studies for N-(Benzyloxycarbonyloxy)succinimide are not applicable, as the compound is a chemical reagent used exclusively for in vitro peptide synthesis and protein modification. No animal studies have been conducted for this compound, and it is not intended for therapeutic or diagnostic use in animals or humans.
ADME/Pharmacokinetics
Pharmacokinetic data for N-(Benzyloxycarbonyloxy)succinimide are not available, as the compound is not a drug and is not administered to living organisms. The compound is a chemical reagent used in peptide synthesis and has no therapeutic applications requiring pharmacokinetic characterization.
Toxicity/Toxicokinetics
N-(Benzyloxycarbonyloxy)succinimide is a research chemical and should be handled with appropriate laboratory safety precautions. As a succinimide derivative, it may pose risks of skin and eye irritation. The compound is moisture sensitive and should be stored in a dry environment. Specific LD₅₀ values, acute toxicity classifications, and chronic toxicity data are not available in the public literature. Standard safety practices include the use of personal protective equipment and working in a fume hood.
Additional Infomation
N-(Benzyloxycarbonyloxy)succinimide (Z-OSu, CAS 13139-17-8) is a research-grade chemical reagent, not an FDA-approved pharmaceutical drug. Its primary applications are in peptide synthesis for the protection of amines, especially the ε-amino group in lysine and ornithine. The compound is used in the preparation of peptide thioacids and peptide precursors, as well as in the preparation of aminoglycoside derivatives for topoisomerase inhibition. It is available from chemical suppliers for laboratory research use only. No clinical trials or approved indications exist for this compound.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H11NO5
Molecular Weight
249.22
Exact Mass
249.063
CAS #
13139-17-8
PubChem CID
83172
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
369.0±35.0 °C at 760 mmHg
Melting Point
80-82 °C(lit.)
Flash Point
177.0±25.9 °C
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.583
LogP
0.42
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
5
Heavy Atom Count
18
Complexity
332
Defined Atom Stereocenter Count
0
SMILES
O(C(=O)OC([H])([H])C1C([H])=C([H])C([H])=C([H])C=1[H])N1C(C([H])([H])C([H])([H])C1=O)=O
InChi Key
MJSHDCCLFGOEIK-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H11NO5/c14-10-6-7-11(15)13(10)18-12(16)17-8-9-4-2-1-3-5-9/h1-5H,6-8H2
Chemical Name
benzyl (2,5-dioxopyrrolidin-1-yl) carbonate
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)
DMSO: 100 mg/mL (401.25 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (10.03 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 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 25.0 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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0125 mL 20.0626 mL 40.1252 mL
5 mM 0.8025 mL 4.0125 mL 8.0250 mL
10 mM 0.4013 mL 2.0063 mL 4.0125 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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
  • 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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