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Sulfo-SMCC [4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester, sodium salt] *CAS#: 92921-24-9*
Sulfo-SMCC is the water-soluble version of SMCC. It contains an amine-reactive sulfo-succinimidyl ester (SSE) 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 SSE group of SMCC is reacted with lysine residues on the carrier protein, converting them to reactive maleimides. Sulfo-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 Sulfo-SMCC [4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester, sodium salt] *CAS#: 92921-24-9* 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 | 229.163 µL | 1.146 mL | 2.292 mL | 11.458 mL | 22.916 mL |
| 5 mM | 45.833 µL | 229.163 µL | 458.327 µL | 2.292 mL | 4.583 mL |
| 10 mM | 22.916 µL | 114.582 µL | 229.163 µL | 1.146 mL | 2.292 mL |
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Citations
View all 2 citations: Citation Explorer
Reversible control of cell membrane receptor function using DNA nano-spring multivalent ligands
Authors: Zhang, Kaixiang and Deng, Ruijie and Sun, Yupeng and Zhang, Ling and Li, Jinghong
Journal: Chemical science (2017): 7098--7105
Authors: Zhang, Kaixiang and Deng, Ruijie and Sun, Yupeng and Zhang, Ling and Li, Jinghong
Journal: Chemical science (2017): 7098--7105
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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Authors: Andreoni A, Bondani M, Nardo L.
Journal: Photochem Photobiol Sci (2009): 1202
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Authors: Ogawa M, Kosaka N, Choyke PL, Kobayashi H.
Journal: Bioconjug Chem (2009): 147
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Authors: Kim GI, Kim KW, Oh MK, Sung YM.
Journal: Nanotechnology (2009): 175503
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Authors: Yu X, Sainz B, Jr., Uprichard SL.
Journal: Antimicrob Agents Chemother (2009): 4311
An improved cell-penetrating, caspase-activatable, near-infrared fluorescent peptide for apoptosis imaging
Authors: Maxwell D, Chang Q, Zhang X, Barnett EM, Piwnica-Worms D.
Journal: Bioconjug Chem (2009): 702
Authors: Maxwell D, Chang Q, Zhang X, Barnett EM, Piwnica-Worms D.
Journal: Bioconjug Chem (2009): 702
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