Name: SMCC [4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester] *CAS 64987-85-5*
Brand: AAT Bioquest
SKU: 4501
Availability: InStock

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.

Datasheet

COA

Catalog	Size	Price	Quantity
4501	25 mg	Price
4502	1 g	Price

Calculators

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

Molarity calculator

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

Mass (Calculate)		Molecular weight		Volume (Calculate)		Concentration (Calculate)		Moles
mg	÷	334.32 g/mol	=	mL	x	mM	=	mmol

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

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

Physical properties

Molecular weight	334.32
Solvent	DMSO

Usage and storage

Intended use	Research Use Only (RUO)
Storage	Freeze (< -15 °C)
CAS	64987-85-5

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