IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER

Product Name: 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
Formula Weight: 283.02
MOL File: 39028-27-8.mol

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IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER Property

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
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

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 29251900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: I9760
Product name: Iodoacetic acid N-hydroxysuccinimide ester
Purity: powder
Packaging: 50mg
Price: $219.1
Updated: 2025/07/31

Sigma-Aldrich

Product number: I9760
Product name: Iodoacetic acid N-hydroxysuccinimide ester
Purity: powder
Packaging: 100mg
Price: $317.8
Updated: 2025/07/31

TCI Chemical

Product number: S0844
Product name: N-Succinimidyl Iodoacetate
Purity: >95.0%(N)
Packaging: 100mg
Price: $212
Updated: 2025/07/31

TRC

Product number: S690290
Product name: N-Succinimidyl Iodoacetate
Packaging: 50mg
Price: $80
Updated: 2021/12/16

Chem-Impex

Product number: 22998
Product name: Succinimidyliodoacetate,≥98%(HPLC)
Purity: ≥98%(HPLC)
Packaging: 250MG
Price: $122.3
Updated: 2021/12/16

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IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER Chemical Properties,Usage,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

Raw materials

Preparation Products

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IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER Suppliers

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View Lastest Price from IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER 39028-27-8
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER 39028-27-8
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-08

Career Henan Chemical Co

Product: IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER 39028-27-8
Price: US $6.60/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 1kg-1000kg
Release date: 2019-12-26

39028-27-8, IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTERRelated Search:

N-succinimidyl-4-((iodoacetyl)amino)benzoate N-Succinimidyl 4-(4-maleimidophenyl)butyrate TARTRONIC ACID 4'-Hydroxyacetophenone 2,5-dioxopyrrolidin-1-yl pent-4-ynoate Alkyne NHS ester (hexynoic acid NHS ester) 2,5-dioxopyrrolidin-1-yl 4-ethynylbenzoate 2,5-dioxopyrrolidin-1-yl 3-ethynylbenzoate Iodoacetic acid DISUCCINIMIDYL SUCCINATE 2-Iodoethanol DISULFOSUCCINIMIDYL-L-TARTRATE IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER

N-HydroxysucciniMide Iodoacetic Acid Ester

N-IodoacetoxysucciniMide

Iodoacetic Acid N-Succinimidyl Ester N-(Iodoacetoxy)succinimide

2,5-Pyrrolidinedione, 1-[(iodoacetyl)oxy]-

N-SucciniMidyl iodoacetate(SIA)

SIA

N-HYDROXYSUCCINIMIDYL IODOACETATE

NHS IODOACETATE

N-SUCCINIMIDYL IODOACETATE

SIA Crosslinker

Iodoacetic acid N-hydroxysuccinimide ester powder

2,5-Dioxopyrrolidin-1-yl 2-iodoacetate

IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER

Succinimidyl iodoacetate

SIA (succinimidyl iodoacetate)

2-Iodoacetate N-Succinimidyl Ester

N-Succinimidyl Iodoacetate &gt

Acetic acid, 2-iodo-, 2,5-dioxo-1-pyrrolidinyl ester

Iodoacetic Acid N-Succinimidyl Ester

N-Succinimidyl Iodoacetate, 95+%

Iodoacetic acid <i>N</i>-hydroxysuccinimide ester

39028-27-8

C6H6INO4

C6H6NO4I

BioChemical

Crosslinking

Heterobifunctional Cross-Linking Reagents

Proteomics and Protein Expression

Protein Modification

Proteomics

MTS and Sulfhydryl Active Reagents

Heterobifunctional Crosslinker

heteroXlink

Cross Linking Reagents

MTS & Sulfhydryl Active Reagents

Active Esters/AdditivesProtein Modification

Active Esters/AdditivesSynthetic Reagents

Coupling

Crosslinking

Heterobifunctional Cross-Linking Reagents

Peptide Synthesis