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BMPS Crosslinker

Cat No.:V12883 Purity: ≥98%
BMPS is a non-cleavable (non-degradable) ADC linker that may be utilized to prepare antibody-conjugated active molecules (ADC).
BMPS Crosslinker
BMPS Crosslinker Chemical Structure CAS No.: 55750-62-4
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
BMPS is a non-cleavable (non-degradable) ADC linker that may be utilized to prepare antibody-conjugated active molecules (ADC).
BMPS Crosslinker (CAS#: 55750-62-4), also known as N-Succinimidyl 3-maleimidopropionate, is a non-cleavable, water-insoluble, heterobifunctional crosslinker. Its molecular formula is C11H10N2O6 and its molecular weight is 266.21 g/mol. BMPS features an NHS ester reactive toward primary amines and a maleimide reactive toward sulfhydryl groups. It is commonly used in ADC linker design to bridge antibodies and payloads via stable thioether bonds. BMPS has a short spacer arm of 5.9 Å.
Biological Activity I Assay Protocols (From Reference)
Targets
BMPS does not have a specific biological target. It is a chemical crosslinking reagent used to covalently link molecules containing primary amines (e.g., lysine residues in proteins) and sulfhydryl groups (e.g., cysteine residues). Its "targets" are these functional groups on biomolecules. By reacting with both an amine and a thiol, BMPS forms a stable amide bond and a stable thioether bond, creating a covalent linkage between two molecules.
ln Vitro
The in vitro activity of BMPS is defined by its chemical reactivity and crosslinking efficiency. Its ability to form stable conjugates between amine-containing and thiol-containing molecules is assessed in various bioconjugation assays. The compound's utility as a crosslinker is evaluated by measuring the yield and purity of the resulting conjugates using techniques such as SDS-PAGE, HPLC, or mass spectrometry. The stability of the conjugates under various conditions is also assessed.
ln Vivo
BMPS is not a therapeutic agent and is not administered in vivo. It is used as a research tool for the synthesis of bioconjugates, including antibody-drug conjugates (ADCs). The compounds synthesized using BMPS may be evaluated in vivo, but the crosslinker itself is not. Its role is to provide a stable, non-cleavable linkage between the antibody and the payload in ADC development.
Enzyme Assay
The reactivity of BMPS is assessed using chemical conjugation assays. The NHS ester is reacted with a primary amine-containing compound (e.g., a model amine or a protein), and the maleimide is reacted with a thiol-containing compound (e.g., a model thiol or a peptide). The formation of the conjugates is monitored by analytical techniques such as HPLC, mass spectrometry, or SDS-PAGE. The efficiency of crosslinking is determined by measuring the degree of conjugation.
Cell Assay
BMPS is used in the synthesis of bioconjugates for cellular assays. For example, it can be used to conjugate a targeting ligand to a fluorescent dye or a cytotoxic payload. The resulting conjugate can be tested for cellular uptake, binding affinity, and biological activity in cell-based assays. The crosslinker's non-cleavable nature ensures that the conjugate remains intact within the cell.
Animal Protocol
BMPS is not administered in animal models. It is used to synthesize conjugates that are subsequently tested in vivo. The linker's stability and its effect on the pharmacokinetics and pharmacodynamics of the conjugate are evaluated through the performance of the conjugate in animal studies. The non-cleavable nature of BMPS may provide advantages in terms of conjugate stability in circulation.
ADME/Pharmacokinetics
BMPS has a molecular weight of 266.21 g/mol and a molecular formula of C11H10N2O6. It is a white to off-white solid powder with a melting point of 168-170°C. It is soluble in DMSO at ≥45 mg/mL. The compound should be stored as a powder at -20°C for up to 3 years or in solvent at -80°C for up to 6 months, in a sealed and protected environment (e.g., under nitrogen) to avoid exposure to moisture.
Toxicity/Toxicokinetics
BMPS is a chemical reagent and is not intended for human use. It can cause skin and eye irritation upon contact. The compound should be handled with appropriate safety precautions, including the use of gloves, safety glasses, and proper ventilation. It is not a pharmaceutical drug and is not intended for therapeutic use. Standard laboratory safety precautions should be followed when handling the compound.
Additional Infomation
BMPS (N-Succinimidyl 3-maleimidopropionate) is a non-cleavable, heterobifunctional crosslinker commonly used in ADC linker design. It features an NHS ester reactive toward primary amines and a maleimide reactive toward sulfhydryl groups. BMPS is used to prepare antibody-conjugated active molecules (ADCs). The compound is not approved for clinical use and is intended for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H10N2O6
Molecular Weight
266.21
Exact Mass
266.054
CAS #
55750-62-4
PubChem CID
4620597
Appearance
White to off-white solid powder
Density
1.55g/cm3
Boiling Point
448.8ºC at 760mmHg
Melting Point
168-170 °C(lit.)
Flash Point
225.2ºC
Index of Refraction
1.605
LogP
-1.6
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
5
Heavy Atom Count
19
Complexity
475
Defined Atom Stereocenter Count
0
InChi Key
JKHVDAUOODACDU-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H10N2O6/c14-7-1-2-8(15)12(7)6-5-11(18)19-13-9(16)3-4-10(13)17/h1-2H,3-6H2
Chemical Name
(2,5-dioxopyrrolidin-1-yl) 3-(2,5-dioxopyrrol-1-yl)propanoate
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 (e.g. under nitrogen), 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 : ≥ 45 mg/mL (~169.04 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.39 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 25.0 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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.7564 mL 18.7822 mL 37.5643 mL
5 mM 0.7513 mL 3.7564 mL 7.5129 mL
10 mM 0.3756 mL 1.8782 mL 3.7564 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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