Thermo Scientific Pierce EMCH is a mid-length, maleimide-and-hydrazide crosslinker for conjugating sulfhydryls (cysteines) to carbonyls (aldehyde or ketones, such as those formed by oxidation of glycoprotein carbohydrates).
3,3´-N-[e-Maleimidocaproic acid] hydrazide, trifluoroacetic acid salt (EMCH) is a water-soluble, heterobifunctional, membrane permeable crosslinker. It contains a sulfhydryl reactive maleimide group and carbonyl reactive hydrazide group at each end of a 6-carbon spacer arm. Maleimides react with sulfhydryls at pH 6.5-7.5 to form stable thiol ether bonds, along with release of the maleimide leaving group. Proteins with cysteine residues not involved in disulfide bond formation are targets for maleimide reactive groups. Carbonyl groups, whilst not found naturally on proteins can be formed by ring sugar reduction to form aldehydes which react with hydrazides at pH5.5-7.5.
Highlights:
- Covalently couple the hydrazide group of EMCH to glycoproteins and other glycoconjugates after oxidation of sugar ring with sodium meta-periodate
- Sulfhydryl reactive maleimide reacts rapidly with any sulfhydryl-containing molecule
- Hydrazide reacts with oxidized carbohydrates
- M.W. 225.24, 11.8 Å spacer arm
Applications:
- Chemical crosslinking of glycoproteins to sulfhydryl-containing molecules
- >Use with EDC for reactivity toward carboxyl groups
Product Details:
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Properties of EMCH.
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Molecular formula:
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C10H15N3O3
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Molecular weight:
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225.24
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Spacer arm length:
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11.8 Å (6 atoms)
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Storage conditions:
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4°C, protect from moisture, use only fresh solutions
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Reactive groups:
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Maleimide, reacts with sulfhydryls at pH 6.5-7.5
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Hydrazide, reacts with carbonyl groups (oxidized carbohydrates) at pH 5.5-7.5
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| Specifications. We manufacture EMCH to the highest specifications to produce the most specific bioconjugates, ensure the integrity of your data and to provide you with the highest degree of consistency. Each lot of EMCH is tested to meet the following minimum specifications. |
| NMR purity: |
>90% |
| Melting Pt: |
99-110°C |
| Identity: |
IR scan shows only peaks characteristic of the structure and functional groups of EMCH |
Related Resources:
A guide to crosslinking and protein modification
An overview of glycosylation and methods to analyze glycoproteins and glycopeptides
References:
- Trail, P. A., et al. (1993). Science 261, 212-215.
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