Fluorescein mono-beta-D-N-acetylglucosamine

Key facts

CAS number

148806-95-5

Purity

>95%

Form

Solid

form

Molecular weight

535.5 Da

Molecular formula

C₂₈H₂₅NO₁₀

PubChem

10007329

Nature

Synthetic

Solubility

Soluble in DMSO

Soluble in ethanol

Soluble in water

Biochemical name

Fluorescein mono-(N-acetyl-beta-D-glucosaminide), suitable for fluorescence

Biological description

Fluorogenic substrate for hexosaminidase enzymes. Used for enzymatic characterization of O-GlcNAcase isoforms producing the fluorophore fluorescein upon enzyme activity, with a green emission spectrum (~520 nm).

Canonical smiles

CC(=O)NC1C(C(C(OC1OC2=CC3=C(C=C2)C4(C5=C(O3)C=C(C=C5)O)C6=CC=CC=C6C(=O)O4)CO)O)O

Isomeric smiles

CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC2=CC3=C(C=C2)C4(C5=C(O3)C=C(C=C5)O)C6=CC=CC=C6C(=O)O4)CO)O)O

InChi

InChI=1S/C28H25NO10/c1-13(31)29-23-25(34)24(33)22(12-30)38-27(23)36-15-7-9-19-21(11-15)37-20-10-14(32)6-8-18(20)28(19)17-5-3-2-4-16(17)26(35)39-28/h2-11,22-25,27,30,32-34H,12H2,1H3,(H,29,31)/t22-,23-,24-,25-,27-,28?/m1/s1

InChiKey

YHERABVROCVWLO-CIOJGTTESA-N

IUPAC Name

N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(6'-hydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl)oxyoxan-3-yl]acetamide