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258156

Sigma-Aldrich

Desyl bromide

97%

Synonym(s):

2-Bromo-2-phenylacetophenone

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About This Item

Linear Formula:
C6H5CH(Br)COC6H5
CAS Number:
1484-50-0
Molecular Weight:
275.14
EC Number:
216-057-1
MDL number:
MFCD00000136
UNSPSC Code:
12352100
PubChem Substance ID:
24855632
NACRES:
NA.22

Quality Level

100

Assay

97%

form

powder

mp

56-58 °C (lit.)

SMILES string

BrC(c1ccccc1)C(=O)c2ccccc2

InChI

1S/C14H11BrO/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13H

InChI key

ZFFBIQMNKOJDJE-UHFFFAOYSA-N

General description

Reaction of cesium N-carbobenzyloxyglycylphenylalanate with desyl bromide in DMF has been investigated.

Application

Desyl bromide has been used in:
  • synthesis of phosphate esters of benzoin and benzoinyl N-carbobenzyloxyglycylphenylalanate
  • novel chemiluminogenic reaction for the sensitive determination of Arg-containing peptides

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Photolabile benzoin and furoin esters of a biologically active peptide.
Peach JM, et al.
Tetrahedron, 51(36), 10013-10024 (1995)
Chemiluminogenic reaction of or its analogues.
Yonekura S, et al.
Analytical Sciences, 13, 479-479 (1997)
Roberta Pascolutti et al.
Cell reports, 27(10), 3049-3061 (2019-06-06)
Adaptor protein 2 (AP2) is a major constituent of clathrin-coated pits (CCPs). Whether it is essential for all forms of clathrin-mediated endocytosis (CME) in mammalian cells is an open issue. Here, we demonstrate, by live TIRF microscopy, the existence of

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