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D0125

Sigma-Aldrich

Dansyl-L-alanine cyclohexylammonium salt

≥98% (TLC), suitable for protein expression

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C15H18N2O4S · C6H13N
Número CAS:
53332-27-7
Peso molecular:
421.55
Número CE:
258-478-3
Número MDL:
MFCD00038927
Código UNSPSC:
12352209
ID de substância PubChem:
329798584
NACRES:
NA.26

product name

Dansyl-L-alanine cyclohexylammonium salt, fluorescent amino acid

Ensaio

≥98% (TLC)

forma

powder

técnica(s)

protein expression: suitable

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

CZUBQNQWSOLSJH-PPHPATTJSA-N

Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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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