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重要文件

803677

Sigma-Aldrich

EMCH (N-(ε-maleimidocaproic acid) hydrazide, trifluoroacetic acid salt)

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About This Item

經驗公式(希爾表示法):
C10H15N3O3 · CF3CO2H
分子量::
339.27
分類程式碼代碼:
12352125
PubChem物質ID:
NACRES:
NA.22

化驗

≥90%

品質等級

形狀

powder

分子量

339.27

反應適用性

reagent type: cross-linking reagent

儲存條件

desiccated

溶解度

water: soluble

官能基

hydrazide
maleimide

運輸包裝

ambient

儲存溫度

2-8°C

SMILES 字串

O=C(C=CC1=O)N1CCCCCC(N[NH3+])=O.[O-]C(C(F)(F)F)=O

InChI

1S/C10H15N3O3.C2HF3O2/c11-12-8(14)4-2-1-3-7-13-9(15)5-6-10(13)16;3-2(4,5)1(6)7/h5-6H,1-4,7,11H2,(H,12,14);(H,6,7)

InChI 密鑰

DRURMGRBAVYWCL-UHFFFAOYSA-N

一般說明

3,3′-N-[ε-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.

特點和優勢

  • Reactive groups: maleimide and hydrazide
  • Reactive towards: sulfhydryl groups and carbonyl (aldehyde) groups
  • Mid-length (11.8Å), sulfhydryl-to-aldehyde crosslinker with simple spacer arm (noncleavable)
  • Maleimide group reacts with sulfhydryl groups to form stable thioether linkages
  • Hydrazide group conjugates to oxidized sugars of glycoproteins and carbohydrates
  • Use sodium meta-periodate to oxidize glycosylation (e.g., sialic acid) to reactive aldehyde groups
  • Use with EDC to conjugate primary amine of hydrazide group to carboxyl groups

注意

This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.

象形圖

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訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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