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913588

Sigma-Aldrich

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

≥95%

同義詞:

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

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About This Item

經驗公式（希爾表示法）:
C16H17ClN2O5
CAS號碼:
207727-86-4
分子量：:
352.77
MDL號碼:
MFCD16495886
分類程式碼代碼:
12352209

化驗

≥95%

形狀

powder

存貨情形

available only in USA

mp

205 °C (decomp.)

儲存溫度

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 密鑰

DRUCEARMIBXBOJ-UQKRIMTDSA-N

應用

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)

其他說明

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

象形圖

Flame
GHS02

訊號詞

Danger

危險聲明

H242

危險分類

Self-react. C

儲存類別代碼

5.2 - Organic peroxides and self-reacting hazardous materials

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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分析證明 (COA)

Lot/Batch Number

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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)
Evolution of amber suppressor tRNAs for efficient bacterial production of proteins containing nonnatural amino acids.
Jiantao Guo et al.
Angewandte Chemie (International ed. in English), 48(48), 9148-9151 (2009-10-27)
Thomas Bridge et al.
Angewandte Chemie (International ed. in English), 58(50), 17986-17993 (2019-10-15)
Antibodies have found applications in several fields, including, medicine, diagnostics, and nanotechnology, yet methods to modulate antibody-antigen binding using an external agent remain limited. Here, we have developed photoactive antibody fragments by genetic site-specific replacement of single tyrosine residues with
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