803472

SMPT (4-succinimidyloxycarbonyl-alpha-methyl-alpha(2-pyridyldithio)toluene)

• 别名: 2,5-Dioxo-1-pyrrolidinyl 4-[1-(2-pyridinyldithio)ethyl]benzoate, SMPT
• 经验公式（希尔记法）: C₁₈H₂₀N₂O₂S₂
• CAS号: 112241-19-7
• 分子量: 360.49
• MDL號碼: MFCD00083161
• 分類程式碼代碼: 12352106
• PubChem物質ID: 329768810
• NACRES: NA.22

属性

• 化驗: ≥90%
• 品質等級: 100
• 形狀: powder
• 分子量: 388.46
• 反應適用性: reagent type: cross-linking reagent
• 儲存條件: desiccated
• 溶解度: DMSO or DMF: soluble
• 官能基: NHS ester
• 運輸包裝: ambient
• 儲存溫度: 2-8°C
• SMILES 字串: O=C(ON1C(CCC1=O)=O)C2=CC=C(C(SSC3=CC=CC=N3)C)C=C2
• InChI: 1S/C18H16N2O4S2/c1-12(25-26-15-4-2-3-11-19-15)13-5-7-14(8-6-13)18(23)24-20-16(21)9-10-17(20)22/h2-8,11-12H,9-10H2,1H3
• InChI 密鑰: GKSPIZSKQWTXQG-UHFFFAOYSA-N

说明

一般說明

SMPT is a heterobifunctional sulfhydryl- and amine-reactive cross-linker. SMPT is used often for conjugating a toxin molecule to a monoclonal antibody directed against a cell-surface antigen. These immunotoxins produced with SMPT are highly potent as the cleavable disulfide imparts increased cytotoxicity compared to conjugates without a cleavable bond, such as those produced with SPDP. Also, next to the pyridine-2-thione in the spacer arm are a benzene ring and a methyl group adjacent to a carbon that hinders the disulfide bond, allowing exceptional conjugate stability in vivo. SMPT has the added benefit of being more stable to hydrolysis in aqueous solutions than other NHS cross-linkers.

特點和優勢

• Reactive groups: NHS ester and pyridyldithiol
• Reactive towards: amino and sulfhydryl groups
• Cleavable with disulfide reducing agents
• Water-insoluble (dissolve first in DMF or DMSO)
• Contains a hindered disulfide bond; has formed immunotoxins with improved stability
• In vitro, an SMPT conjugate was as effective as conjugates formed with SPDP and 2-IT
• Compare to other varieties of SPDP-type reagents, including pegylated forms

注意

This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.

安全信息

• 儲存類別代碼: 11 - Combustible Solids
• 水污染物質分類（WGK）: WGK 3
• 閃點（°F）: Not applicable
• 閃點（°C）: Not applicable