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SMCC [4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester] *CAS 64987-85-5*
SMCC is a non-cleavable and membrane permeable crosslinker with a spacer arm of 8.3Å. It contains an amine-reactive succinimidyl ester (SE) and a sulfhydryl-reactive maleimide group. NHS esters react with primary amines at pH 7-9 to form stable amide bonds. Maleimides react with sulfhydryl groups at pH 6.5-7.5 to form stable thioether bonds. The SE group of SMCC is reacted with lysine residues on the carrier protein, converting them to reactive maleimides. SMCC is a reagent that is widely used for generating stable maleimide-activated carrier proteins that can spontaneously react with sulfhydryls. Alternatively these relatively stable maleimide-activated intermediates may be lyophilized and stored for later conjugation to a hapten.
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Common stock solution preparation
Table 1. Volume of DMSO needed to reconstitute specific mass of SMCC [4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester] *CAS 64987-85-5* to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.
| 0.1 mg | 0.5 mg | 1 mg | 5 mg | 10 mg | |
| 1 mM | 299.115 µL | 1.496 mL | 2.991 mL | 14.956 mL | 29.911 mL |
| 5 mM | 59.823 µL | 299.115 µL | 598.229 µL | 2.991 mL | 5.982 mL |
| 10 mM | 29.911 µL | 149.557 µL | 299.115 µL | 1.496 mL | 2.991 mL |
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Citations
View all 2 citations: Citation Explorer
Identification and functional characterization of potential oncofetal targets in human hepatocellular carcinoma
Authors: Li, Mei-Mei and Kong, Fan-En and Li, Guang-Meng and He, Yi-Ti and Zhang, Xiao-Feng and Zhang, Cheng-Yang and Liang, Jie-Kai and Guan, Xin-Yuan and Ma, Ning-Fang and Xie, Mao-Bin and others,
Journal: STAR Protocols (2022): 101921
Authors: Li, Mei-Mei and Kong, Fan-En and Li, Guang-Meng and He, Yi-Ti and Zhang, Xiao-Feng and Zhang, Cheng-Yang and Liang, Jie-Kai and Guan, Xin-Yuan and Ma, Ning-Fang and Xie, Mao-Bin and others,
Journal: STAR Protocols (2022): 101921
N-glycan targeted gene delivery to the dendritic cell SIGN receptor
Authors: Anderson, Kevin and Fern, undefined and ez, Christian and Rice, Kevin G
Journal: Bioconjugate chemistry (2010): 1479--1485
Authors: Anderson, Kevin and Fern, undefined and ez, Christian and Rice, Kevin G
Journal: Bioconjugate chemistry (2010): 1479--1485
References
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Journal: Antimicrob Agents Chemother (2009): 4311
An improved cell-penetrating, caspase-activatable, near-infrared fluorescent peptide for apoptosis imaging
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Authors: Maxwell D, Chang Q, Zhang X, Barnett EM, Piwnica-Worms D.
Journal: Bioconjug Chem (2009): 702
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