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Documenti fondamentali

A6057

Sigma-Aldrich

4-Azidophenacyl bromide

powder

Sinonimo/i:

4′-Azido-2-bromoacetophenone, 4-Azido-α-bromoacetophenone

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About This Item

Formula empirica (notazione di Hill):
C8H6BrN3O
Numero CAS:
Peso molecolare:
240.06
Beilstein:
1961705
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Stato

powder

Impiego in reazioni chimiche

reaction type: click chemistry
reagent type: cross-linking reagent

Colore

yellow

Solubilità

methanol: 50 mg/mL

Temperatura di conservazione

2-8°C

Stringa SMILE

BrCC(=O)c1ccc(cc1)N=[N+]=[N-]

InChI

1S/C8H6BrN3O/c9-5-8(13)6-1-3-7(4-2-6)11-12-10/h1-4H,5H2
LZJPDRANSVSGOR-UHFFFAOYSA-N

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Applicazioni

Photoactive, heterobifunctional cross-linking reagent. Typically, the initial reaction couples to sulfhydryl in the pH range 7.0-8.0. Second bonding occurs during UV irradiation (250 nm) via reactive nitrene. The latter bonding is rapid and non-specific.

Avvertenza

Reducing agents such as thiols may reduce the azide to amine and should be avoided. Initial manipulations and coupling should be performed under reduced light.

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Eye Dam. 1 - Flam. Sol. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

Codice della classe di stoccaggio

4.1B - Flammable solid hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Nan Zhang et al.
Nucleic acids research, 37(18), 5981-5992 (2009-08-21)
sigma(54)-dependent transcription requires activation by bacterial enhancer binding proteins (bEBPs). bEBPs are members of the AAA+ (ATPases associated with various cellular activities) protein family and typically form hexameric structures that are crucial for their ATPase activity. The precise mechanism by
D Hu et al.
The Journal of biological chemistry, 275(4), 2705-2712 (2000-01-25)
The PI-SceI protein is an intein-encoded homing endonuclease that initiates the mobility of its gene by making a double strand break at a single site in the yeast genome. The PI-SceI protein splicing and endonucleolytic active sites are separately located
S H Hixson et al.
Biochemistry, 14(19), 4251-4254 (1975-09-23)
The synthesis of the photochemically labile bifunctional reagent p-azidophenacyl bromide (1) is described. This compound may be covalently attached to a known site of an enzyme or other macromolecule by nucleophilic displacement at the alpha-bromo ketone moiety. Subsequent irradiation of
Structure determination by directed photo-cross-linking in large RNA molecules with site-specific psoralen.
D Mundus et al.
Methods in enzymology, 318, 104-118 (2000-07-13)
J L Chen et al.
The EMBO journal, 17(5), 1515-1525 (1998-04-18)
Bacterial ribonuclease P contains a catalytic RNA subunit that cleaves precursor sequences from the 5' ends of pre-tRNAs. The RNase P RNAs from Bacillus subtilis and Escherichia coli each contain several unique secondary structural elements not present in the other.

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