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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.

Calculators

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 mg0.5 mg1 mg5 mg10 mg
1 mM229.163 µL1.146 mL2.292 mL11.458 mL22.916 mL
5 mM45.833 µL229.163 µL458.327 µL2.292 mL4.583 mL
10 mM22.916 µL114.582 µL229.163 µL1.146 mL2.292 mL

Molarity calculator

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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
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

References

View all 25 references: Citation Explorer
Time-resolved FRET method for typing polymorphic alleles of the human leukocyte antigen system by using a single DNA probe
Authors: Andreoni A, Bondani M, Nardo L.
Journal: Photochem Photobiol Sci (2009): 1202
Tumor-specific detection of an optically targeted antibody combined with a quencher-conjugated neutravidin "quencher-chaser": a dual "quench and chase" strategy to improve target to nontarget ratios for molecular imaging of cancer
Authors: Ogawa M, Kosaka N, Choyke PL, Kobayashi H.
Journal: Bioconjug Chem (2009): 147
The detection of platelet derived growth factor using decoupling of quencher-oligonucleotide from aptamer/quantum dot bioconjugates
Authors: Kim GI, Kim KW, Oh MK, Sung YM.
Journal: Nanotechnology (2009): 175503
Development of a cell-based hepatitis C virus infection fluorescent resonance energy transfer assay for high-throughput antiviral compound screening
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
Page updated on November 20, 2024

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Physical properties

Molecular weight

436.37

Solvent

DMSO

Storage, safety and handling

H-phraseH303, H313, H333
Hazard symbolXN
Intended useResearch Use Only (RUO)
R-phraseR20, R21, R22

Storage

Freeze (< -15 °C); Minimize light exposure
UNSPSC12352200

CAS

92921-24-9
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