Sulfo-SMCC [4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester, sodium salt] *CAS#: 92921-24-9*

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.

Chemical structure for Sulfo-SMCC [4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester, sodium salt] *CAS#: 92921-24-9*

Protocol

COO

COA

Catalog	Size	Price
4504	100 mg	Price
4505	25 mg	Price
4506	1 g	Price

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 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

Molarity calculator

Enter any two values (mass, volume, concentration) to calculate the third.

Mass (Calculate)		Molecular weight		Volume (Calculate)		Concentration (Calculate)		Moles
mg	÷	436.37 g/mol	=	mL	x	mM	=	mmol

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

Physical properties

Molecular weight	436.37
Solvent	DMSO

Storage, safety and handling

Certificate of Origin	Download PDF
H-phrase	H303, H313, H333
Hazard symbol	XN
Intended use	Research Use Only (RUO)
R-phrase	R20, R21, R22
Storage	Freeze (< -15 °C); Minimize light exposure
UNSPSC	12352200
CAS	92921-24-9

Telephone
Fax
Email	sales@aatbio.com
International	See distributors
Bulk request	Inquire
Custom size	Inquire
Technical Support	Contact us
Request quotation	Request
Purchase order	Send to sales@aatbio.com
Shipping	Standard overnight for United States, inquire for international

Page updated on October 13, 2025