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912530

Sigma-Aldrich

(4-((((2-Aminoethyl)carbamoyl)oxy)methyl)phenyl)boronic acid hydrochloride

≥95%

Synonym(s):

Amino boronic acid nuclear tag, Benzyl boronate tag, Nucleus-targeting probe building block

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About This Item

Empirical Formula (Hill Notation):
C10H16BClN2O4
Molecular Weight:
274.51
UNSPSC Code:
12352106

Assay

≥95%

form

powder or crystals

storage temp.

2-8°C

Application

(4-((((2-Aminoethyl)carbamoyl)oxy)methyl)phenyl)boronic acid hydrochloride is a benzyl boronic acid tag for the subcellular targeting of cargo to the nucleus. Intracellular targeting can be important for understanding the localization of metabolites, proteins, or chemical probes or to increase therapeutic efficacy by concentrating a drug at its site of action and reducing off-target effects. Localization specifically to the nucleus is typically achieved using peptide localization signals and/or relies on passive diffusion. It was recently demonstrated, however, that nuclear targeting could be accomplished instead with a small-molecule motif benzyl boronic acid via synergistic active and passive transport processes. Tang, et al, presented examples using this tag to deliver proteins to the nucleus by the importin α/β pathway, including fluorescent proteins, ribonuclease A (RNase A), and chymotrypsin. The conjugation of this nucleus-targeting building block to other proteins or small molecules will facilitate nuclear localization in varied chemical biology experiments.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Rui Tang et al.
Journal of the American Chemical Society, 139(25), 8547-8551 (2017-06-10)
Active intracellular transport is a central mechanism in cell biology, directed by a limited set of naturally occurring signaling peptides. Here, we report the first nonpeptide moiety that recruits intracellular transport machinery for nuclear targeting. Proteins synthetically modified with a

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