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  • 138777-25-0 , C12FDG; 5-Dodecanoylaminofluorescein di-b-D-galactopyranoside
138777-25-0 , C12FDG; 5-Dodecanoylaminofluorescein di-b-D-galactopyranoside

138777-25-0 , C12FDG; 5-Dodecanoylaminofluorescein di-b-D-galactopyranoside

138777-25-0 , C12FDG;
5-Dodecanoylaminofluorescein di-b-D-galactopyranoside
C44H55NO16 / 853.9
MFCD00467524

C12FDG;5-Dodecanoylaminofluorescein di-b-D-galactopyranoside

5-Dodecanoylaminofluorescein di-b-D-galactopyranoside, commonly known as C12FDG, is a fluorogenic substrate for β-galactosidase. Fluorescein is released upon enzymatic cleavage by β-galactosidase. The intensity of its fluorescence is utilised to quantify β-galactosidase activity. C12FDG has been shown to be useful in identifying senescent cells that are associated with aging and cancer. It has also been used as a model system in some studies for studying disease activity, intracellular targets, and biological sample storage. It is also used to identify cancer tissues and radiation damage in the form of senescent cells. The chemical structure of 5DAFG is similar to that of the natural sugar galactose. 5DAFG binds to the plasma membrane of cells due to its lipophilic properties and then enters the cell through transport proteins on the cell surface called ATP binding cassette transporters. 

CAS Number138777-25-0
Product NameN6-Ethenoadenine
IUPAC NameN-[3-oxo-3',6'-bis[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]spiro[2-benzofuran-1,9'-xanthene]-5-yl]dodecanamide
Molecular FormulaC44H55NO16
Molecular Weight853.9 g/mol
InChIInChI=1S/C44H55NO16/c1-2-3-4-5-6-7-8-9-10-11-34(48)45-23-12-15-27-26(18-23)41(55)61-44(27)28-16-13-24(56-42-39(53)37(51)35(49)32(21-46)59-42)19-30(28)58-31-20-25(14-17-29(31)44)57-43-40(54)38(52)36(50)33(22-47)60-43/h12-20,32-33,35-40,42-43,46-47,49-54H,2-11,21-22H2,1H3,(H,45,48)/t32-,33-,35+,36+,37+,38+,39-,40-,42-,43-/m1/s1
InChI KeySLIWIQKBDGZFQR-PIVCGYGYSA-N
SMILESCCCCCCCCCCCC(=O)NC1=CC2=C(C=C1)C3(C4=C(C=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)OC6=C3C=CC(=C6)OC7C(C(C(C(O7)CO)O)O)O)OC2=O
Canonical SMILESCCCCCCCCCCCC(=O)NC1=CC2=C(C=C1)C3(C4=C(C=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)OC6=C3C=CC(=C6)OC7C(C(C(C(O7)CO)O)O)O)OC2=O
Isomeric SMILESCCCCCCCCCCCC(=O)NC1=CC2=C(C=C1)C3(C4=C(C=C(C=C4)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)OC6=C3C=CC(=C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O)OC2=O


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