- SIA Crosslinker
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- $0.00 / 100mg
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2026-01-04
- CAS:39028-27-8
- Min. Order:
- Purity:
- Supply Ability: 10g
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| | IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER Basic information |
| | IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER Chemical Properties |
| Melting point | 148°C | | Boiling point | 315.6±44.0 °C(Predicted) | | density | 2.11±0.1 g/cm3(Predicted) | | storage temp. | -20°C | | solubility | DMF: 50 mg/mL | | form | powder | | color | White to Off-White | | Major Application | peptide synthesis | | InChI | InChI=1S/C6H6INO4/c7-3-6(11)12-8-4(9)1-2-5(8)10/h1-3H2 | | InChIKey | VRDGQQTWSGDXCU-UHFFFAOYSA-N | | SMILES | C(ON1C(=O)CCC1=O)(=O)CI |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HS Code | 29251900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER Usage And Synthesis |
| Description | SIA Crosslinker is a non-cleavable, water-soluble crosslinker containig an NHS ester and an iodine group. The NHS ester is reactive toward amines while the iodine reacts with thiol groups. | | Chemical Properties | White Solid | | Uses | A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent.
Spacer Arm: 1.5 Angstroms | | Uses | forms water soluble carboxylate derivatives | | Uses | A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent. Spacer Arm: 1.5 Angstroms | | reaction suitability | reagent type: cross-linking reagent | | Biological Activity | SIA Crosslinker is a non-cleavable ADC linker that can be used to synthesize antibody drug conjugates (ADCs). | | Synthesis | N-hydroxysuccinimide (12.6 mmol) and dicyclohexylcarbodiimide (20.3 mmol) were dissolved in an appropriate amount of solvent at 0 °C, followed by the addition of iodoacetic acid (6 mmol). The reaction mixture was gradually warmed up to room temperature with continuous stirring for 4 hours. For the synthesis of compound VIa, maleic anhydride (10 mmol) was pre-reacted with β-alanine in N,N-dimethylformamide for 1 hour. After completion of the reaction, the solvent was removed by distillation under reduced pressure and the crude product was dissolved in dichloromethane and washed with water. The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated to dryness. The residue was purified by recrystallization to afford the target product succinimidyl iodoacetate (VIb) in 30% yield. The structure of the product was confirmed by 1H NMR (CDCl3) and 13C NMR (CDCl3): 1H NMR (CDCl3) δppm: 2.87 (2H, s), 3.96 (1H, s); 13C NMR (CDCl3) δppm: -12.47 (1C, s) 25.85 (2C, s) 164.78 (1C, s) 168.78 (2C, s). | | in vitro | ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker. | | References | [1] Organic and Biomolecular Chemistry, 2016, vol. 14, # 32, p. 7777 - 7791
[2] Patent: US2013/273581, 2013, A1. Location in patent: Page/Page column 0092; 0111-0112; 0114
[3] Farmaco, 1992, vol. 47, # 11, p. 1367 - 1383 |
| | IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER Preparation Products And Raw materials |
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