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  • 913588 - O-(2-Nitrobenzyl)-L-tyrosine hydrochloride

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913588 Sigma-Aldrich

O-(2-Nitrobenzyl)-L-tyrosine hydrochloride

≥95%

Synonym: (S)-2-Amino-3-(4-((2-nitrobenzyl)oxy)phenyl)propanoic acid hydrochloride, NBY, ONBY, Photo-controlled amino acid, Photocaged amino acid, Photocleavable tyrosine derivative

  • CAS Number 207727-86-4

  • Empirical Formula (Hill Notation) C16H17ClN2O5

  • Molecular Weight 352.77

  •  MDL number MFCD16495886

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Peptide Synthesis and Peptide Chemistry, Tyrosine Derivatives, Unnatural Amino Acids & Derivatives More...
Quality Level   100
assay   ≥95%
form   powder
availability   available only in USA
mp   205 °C (decomp.)
storage temp.   2-8°C

Description

Application

O-(2-Nitrobenzyl)-L-tyrosine hydrochloride (NBY) is a tyrosine derivative with an o-nitrobenzyl photocage that can be cleaved with 365 nm irradiation. NBY has been genetically encoded into multiple proteins, providing an ″on switch″ for regulation. Photocaged amino acids such as these are also useful in the synthesis of photocleavable chemical tools for spatial and temporal control over released molecules in biological applications.

Other Notes

Site-Specific Encoding of Photoactivity in Antibodies Enables Light-Mediated Antibody-Antigen Binding on Live Cells

Time-resolved protein activation by proximal decaging in living systems

Crystal structure of a domain-swapped photoactivatable sfGFP variant provides evidence for GFP folding pathway

Light-control of the ultra-fast Gp41-1 split intein with preserved stability of a genetically encoded photo-caged amino acid in bacterial cells

Rapid and Inexpensive Evaluation of Nonstandard Amino Acid Incorporation in Escherichia coli

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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