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Key Documents

D0125

Sigma-Aldrich

Dansyl-L-alanine cyclohexylammonium salt

≥98% (TLC), suitable for protein expression

同義詞:

N-[[5-(Dimethylamino)-1-naphthalenyl]sulfonyl]- L-alanine cyclohexylammonium salt

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About This Item

經驗公式(希爾表示法):
C15H18N2O4S · C6H13N
CAS號碼:
分子量::
421.55
EC號碼:
MDL號碼:
分類程式碼代碼:
12352209
PubChem物質ID:
NACRES:
NA.26

product name

Dansyl-L-alanine cyclohexylammonium salt, fluorescent amino acid

化驗

≥98% (TLC)

形狀

powder

技術

protein expression: suitable

儲存溫度

−20°C

SMILES 字串

NC1CCCCC1.C[C@H](NS(=O)(=O)c2cccc3c(cccc23)N(C)C)C(O)=O

InChI

1S/C15H18N2O4S.C6H13N/c1-10(15(18)19)16-22(20,21)14-9-5-6-11-12(14)7-4-8-13(11)17(2)3;7-6-4-2-1-3-5-6/h4-10,16H,1-3H3,(H,18,19);6H,1-5,7H2/t10-;/m0./s1

InChI 密鑰

CZUBQNQWSOLSJH-PPHPATTJSA-N

應用

Alanine conjugated to the fluorophore 5-(dimethylamino)naphthalene-1-sulfonyl (dansyl). The unnatural amino acid has been incorporated into expressed proteins by use of a mutated aminoacyl-tRNA synthetase specific for dansylalanine.

生化/生理作用

Dansyl-L-alanine contains an N-terminal fluorophore (dansyl) making it useful as a fluorescent marker/probe. Dansylalanine can be incorporated into proteins by newly developing techniques that expand the genetic code.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


分析證明 (COA)

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Hyun Soo Lee et al.
Journal of the American Chemical Society, 131(36), 12921-12923 (2009-08-26)
Here, we report that the fluorescent amino acid, 3-(6-acetylnaphthalen-2-ylamino)-2-aminopropanoic acid (Anap), can be genetically incorporated into proteins in yeast with excellent selectivity and efficiency by means of an orthogonal tRNA/aminoacyl-tRNA synthetase pair. This small, environmentally sensitive fluorophore was site-specifically incorporated
Esterification of an unnatural amino acid structurally deviating from canonical amino acids promotes its uptake and incorporation into proteins in mammalian cells.
Jeffrey K Takimoto et al.
Chembiochem : a European journal of chemical biology, 11(16), 2268-2272 (2010-09-28)
Wenyuan Wang et al.
Nature neuroscience, 10(8), 1063-1072 (2007-07-03)
Proteins participate in various biological processes and can be harnessed to probe and control biological events selectively and reproducibly, but the genetic code limits the building block to 20 common amino acids for protein manipulation in living cells. The genetic
Daniel Summerer et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(26), 9785-9789 (2006-06-21)
The ability to introduce fluorophores selectively into proteins provides a powerful tool to study protein structure, dynamics, localization, and biomolecular interactions both in vitro and in vivo. Here, we report a strategy for the selective and efficient biosynthetic incorporation of
A genetically encoded fluorescent amino acid.
Summerer, D., et al.
Proceedings of the National Academy of Sciences of the USA, 108, 9785-9789 (2006)

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