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Merck

803421

Sigma-Aldrich

LC-SDA (NHS-LC-Diazirine) (succinimidyl 6-(4,4′-azipentanamido)hexanoate)

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About This Item

実験式(ヒル表記法):
C15H22N4O5
分子量:
338.36
UNSPSCコード:
12352106
PubChem Substance ID:
NACRES:
NA.22

アッセイ

≥90%

品質水準

形状

powder

分子量

338.36

反応適合性

reagent type: cross-linking reagent

保管条件

desiccated

溶解性

DMSO or DMF: soluble

輸送温度

ambient

保管温度

2-8°C

SMILES記法

CC1(N=N1)CCC(NCCCCCC(ON2C(CCC2=O)=O)=O)=O

InChI

1S/C15H22N4O5/c1-15(17-18-15)9-8-11(20)16-10-4-2-3-5-14(23)24-19-12(21)6-7-13(19)22/h2-10H2,1H3,(H,16,20)

InChI Key

DYNYVLFTFJHMCW-UHFFFAOYSA-N

詳細

Succinimidyl-diazirine (SDA) reagents are a new class of crosslinkers that combine proven amine-reactive chemistry with an innovative and efficient diazirine-based photochemistry for conjugating amine-containing molecules to nearly any other functional group. The SDA crosslinkers include six compounds differing in spacer arm lengths, ability to cleave the crosslinked proteins, and presence or absence of a charged group for membrane permeability. Protein crosslinking is an important technique used to understand protein structure and to stabilize protein-protein interactions, and these SDA reagents extend the efficiency and range of interactions that can be explored by this approach.

特徴および利点

  • Membrane-permeable—suitable for in vivo intracellular protein crosslinking
  • Heterobifunctional—NHS ester group reacts with primary amines at pH 7 to 9 to form covalent amide bonds; diazirine (azipentanoate) group reacts efficiently with any amino acid side chain or peptide backbone upon activation with long-wave UV light (330-370 nm)
  • Controllable—two-step chemical crosslinking is activated using common laboratory UV lamps
  • Easy to use—these crosslinkers are photo-stable under typical laboratory lighting conditions so there is no need to perform experiments in the dark
  • Better than aryl azides—the diazirine photoreactive group has better photostability in normal light than phenyl azide groups of traditional photoreactive crosslinkers, yet the diazirine group is more efficiently activated by long-wave UV light

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.

関連製品

製品番号
詳細
価格

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

803421-50MG:


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文書ライブラリにアクセスする

Photoactivatable crosslinking sugars for capturing glycoprotein interactions.
Yoshihito Tanaka et al.
Journal of the American Chemical Society, 130(11), 3278-3279 (2008-02-26)
Monika Suchanek et al.
Nature methods, 2(4), 261-267 (2005-03-23)
Protein-protein interactions are the key to organizing cellular processes in space and time. The only direct way to identify such interactions in their cellular environment is by photo-cross-linking. Here we present a new strategy for photo-cross-linking proteins in living cells.

ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.

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