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![磺基-LC-SPDP（磺基琥珀酰亚胺 6-[3′-（2-吡啶二硫代）丙酰胺基 ] 己酸酯）](/deepweb/assets/sigmaaldrich/product/structures/266/633/e2a263be-4bd3-4fcf-89c4-75b5e2bd829c/640/e2a263be-4bd3-4fcf-89c4-75b5e2bd829c.png)
方案
≥90%
质量水平
表单
powder
分子量
388.46
反应适用性
reagent type: cross-linking reagent
储存条件
desiccated
溶解性
DMSO or DMF: soluble
官能团
NHS ester
运输
ambient
储存温度
2-8°C
SMILES字符串
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 key
GKSPIZSKQWTXQG-UHFFFAOYSA-N
一般描述
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.
特点和优势
- 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.
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
法规信息
新产品
H Shaw Warren et al.
The Journal of infectious diseases, 188(9), 1382-1393 (2003-11-01)
Naturally present antibacterial proteins play an important role in innate host defense. A synthetic peptide mimicking the C-terminal lipopolysaccharide (LPS)-binding domain of rabbit cathelicidin CAP18 was coupled to immunoglobulin (Ig) G to create CAP18(106-138)-IgG, a construct that, in concentrations equimolar
Y V van Oosterhout et al.
Blood, 95(12), 3693-3701 (2000-06-14)
This study evaluated the anti-graft versus host disease (GVHD) potential of a combination of immunotoxins (IT), consisting of a murine CD3 (SPV-T3a) and CD7 (WT1) monoclonal antibody both conjugated to deglycosylated ricin A. In vitro efficacy data demonstrated that these
D H Na et al.
Bioconjugate chemistry, 10(2), 306-310 (1999-03-17)
Determination of the introduced moieties into derivatized proteins is an essential step in the preparation and quality control of chemically defined immunoconjugates. For the derivatized proteins using pyridyl disulfide-containing cross-linkers such as N-succinimidyl 3-(2-pyridyldithio)propionate (SPDP) and 4-succinimidyloxycarbonyl-alpha-methyl-alpha-(2-pyridyldithio)tolu ene (SMPT), the
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