6-Fluorescein phosphoramidite - CAS 204697-37-0

Catalog number: BRK-001

6-Fluorescein phosphoramidite is prepared from 6-carboxyfluorescein derivatives and does not contain 4,4'-dimethoxytrityl (DMT) groups. It can only be added once at the 5'end to terminate the synthesis.

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Synonyms

FAM Phosphoramidite, 6-Isomer;6-fam phosphoramidite; FAM phosphoramidite, 6-isomer; DyLight FAM-6 CEP; 5'(6)-FAM; 5'-6-Fluorescein phosphoramidite

CAS

204697-37-0

IUPAC Name

[6-[6-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyhexylcarbamoyl]-6'-(2,2-dimethylpropanoyloxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] 2,2-dimethylpropanoate

Molecular Weight

843.94

Molecular Formula

C46H58N3O10P

Canonical SMILES

CC(C)N(C(C)C)P(OCCCCCCNC(=O)C1=CC2=C(C=C1)C(=O)OC23C4=C(C=C(C=C4)OC(=O)C(C)(C)C)OC5=C3C=CC(=C5)OC(=O)C(C)(C)C)OCCC#N

InChI

InChI=1S/C46H58N3O10P/c1-29(2)49(30(3)4)60(55-25-15-22-47)54-24-14-12-11-13-23-48-40(50)31-16-19-34-37(26-31)46(59-41(34)51)35-20-17-32(56-42(52)44(5,6)7)27-38(35)58-39-28-33(18-21-36(39)46)57-43(53)45(8,9)10/h16-21,26-30H,11-15,23-25H2,1-10H3,(H,48,50)

InChIKey

MGPYJVWEJNTXLC-UHFFFAOYSA-N

Boiling Point

850.6±65.0°C at 760 mmHg

Purity

≥90%

Solubility

Good solubility in acetonitrile and DCM.

Appearance

White to Off-white Solid

Storage

Store at -20°C

Symbol

6-FAM

Chemical Structure:

Reference Reading

1. A Chiral-Nanoassemblies-Enabled Strategy for Simultaneously Profiling Surface Glycoprotein and MicroRNA in Living Cells

Wei Ma, Maozhong Sun, Pan Fu, Si Li, Liguang Xu, Hua Kuang, Chuanlai Xu. Adv Mater. 2017 Nov;29(42). doi: 10.1002/adma.201703410.

Assemblies of nanomaterials for biological applications in living cells have attracted much attention. Herein, graphene oxide (GO)-gold nanoparticle (Au NP) assemblies are driven by a splint DNA strand, which is designed with two regions at both ends that are complementary with the DNA sequence anchored on the surface of the GO and the Au NPs. In the presence of microRNA (miR)-21 and epithelial cell-adhesion molecule (EpCAM), the hybridization of miR-21 with a molecular probe leads to the separation of 6-fluorescein-phosphoramidite-modified Au NPs from GO, resulting in a decrease in the Raman signal, while EpCAM recognition reduces circular dichroism (CD) signals. The CD signals reverse from negative in original assemblies into positive when reacted with cells, which correlates with two enantiomer geometries. The EpCAM detection has a good linear range of 8.47-74.78 pg mL-1 and a limit of detection (LOD) of 3.63 pg mL-1 , whereas miR-21 detection displays an outstanding linear range of 0.07-13.68 amol ng-1RNA and LOD of 0.03 amol ng-1RNA . All the results are in good agreement with those of the Raman and confocal bioimaging. The strategy opens up an avenue to allow the highly accurate and reliable diagnosis (dual targets) of clinic diseases.