913588
O-(2-Nitrobenzyl)-L-tyrosine hydrochloride
≥95%
Synonym(s):
Photocaged amino acid, Photocleavable tyrosine derivative, (S)-2-Amino-3-(4-((2-nitrobenzyl)oxy)phenyl)propanoic acid hydrochloride, NBY, ONBY, Photo-controlled amino acid
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About This Item
Empirical Formula (Hill Notation):
C16H17ClN2O5
CAS Number:
Molecular Weight:
352.77
UNSPSC Code:
12352209
MDL number:
Assay:
≥95%
Form:
powder
assay
≥95%
form
powder
availability
available only in USA
mp
205 °C (decomp.)
storage temp.
2-8°C
InChI
1S/C16H16N2O5.ClH/c17-14(16(19)20)9-11-5-7-13(8-6-11)23-10-12-3-1-2-4-15(12)18(21)22;/h1-8,14H,9-10,17H2,(H,19,20);1H/t14-;/m0./s1
InChI key
DRUCEARMIBXBOJ-UQKRIMTDSA-N
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.
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
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
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
signalword
Danger
hcodes
Hazard Classifications
Self-react. C
Storage Class
5.2 - Organic peroxides and self-reacting hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Lei Wang et al.
Angewandte Chemie (International ed. in English), 44(1), 34-66 (2004-12-16)
Although chemists can synthesize virtually any small organic molecule, our ability to rationally manipulate the structures of proteins is quite limited, despite their involvement in virtually every life process. For most proteins, modifications are largely restricted to substitutions among the
Jana K Böcker et al.
Angewandte Chemie (International ed. in English), 54(7), 2116-2120 (2015-01-06)
Cyclic peptides are important natural products and hold great promise for the identification of new bioactive molecules. The split-intein-mediated SICLOPPS technology provides a generic access to fully genetically encoded head-to-tail cyclized peptides and large libraries thereof (SICLOPPS=split-intein circular ligation of
Light-activated gene editing with a photocaged zinc-finger nuclease.
Chungjung Chou et al.
Angewandte Chemie (International ed. in English), 50(30), 6839-6842 (2011-06-15)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 913588-100MG | 04061842050703 |
| 913588-1G | 04061842050710 |