Iodoacetic acid N-hydroxysuccinimide ester
- CAS No.
- 39028-27-8
- Chemical Name:
- Iodoacetic acid N-hydroxysuccinimide ester
- Synonyms
- SIA;SIA Crosslinker;NHS IODOACETATE;N-IodoacetoxysucciniMide;Succinimidyl iodoacetate;N-SUCCINIMIDYL IODOACETATE;SIA (succinimidyl iodoacetate);N-Succinimidyl Iodoacetate >N-SucciniMidyl iodoacetate(SIA);N-Succinimidyl Iodoacetate, 95+%
- CBNumber:
- CB9364435
- Molecular Formula:
- C6H6INO4
- Molecular Weight:
- 283.02
- MDL Number:
- MFCD00058451
- MOL File:
- 39028-27-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| UNSPSC Code | 12352005 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| 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 |
|||||||||
| NFPA 704 |
|
Iodoacetic acid N-hydroxysuccinimide ester price More Price(64)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | I9760 | Iodoacetic acid N-hydroxysuccinimide ester powder | 39028-27-8 | 50mg | $334 | 2026-04-30 | Buy |
| Sigma-Aldrich | I9760 | Iodoacetic acid N-hydroxysuccinimide ester powder | 39028-27-8 | 100mg | $484 | 2026-04-30 | Buy |
| TCI Chemical | S0844 | N-Succinimidyl Iodoacetate >95.0%(N) | 39028-27-8 | 100mg | $212 | 2026-04-30 | Buy |
| Biosynth | FS27902 | N-Succinimidyl iodoacetate | 39028-27-8 | 0.25g | $233.64 | 2026-06-04 | Buy |
| Biosynth | FS27902 | N-Succinimidyl iodoacetate | 39028-27-8 | 0.5g | $389.4 | 2026-06-04 | Buy |
Iodoacetic acid N-hydroxysuccinimide ester Chemical Properties, Uses, Production
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
6066-82-6
64-69-7
39028-27-8
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Wuhan Brin Technology Co., Ltd. | 3456065315 13260619011 | 3456065315@qq.com | China | 2464 | 58 |
| Nanjing Habo Medical Technology Co., Ltd. | 13376080562 13376090521 | sales@habotech.com | China | 724 | 60 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Suzhou Highfine Biotech Co., Ltd | 0512-69209928 18796809688 | zhouyingxiang@highfine.com | China | 473 | 75 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 |
View Latest Price from Iodoacetic acid N-hydroxysuccinimide ester manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-15 | SIA Crosslinker
39028-27-8
|
10g | TargetMol Chemicals Inc. | ||||
 |
2021-07-13 | IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER
39028-27-8
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
 |
2021-07-09 | IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER
39028-27-8
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd |
-
- SIA Crosslinker
39028-27-8
- $0.00
- TargetMol Chemicals Inc.
-
- IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER
39028-27-8
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER
39028-27-8
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
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